United Airlines Chicago to Boston Flights

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $75 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Boston (MA) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in october: one-way - $75, two-way – $129.
Direct flights
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Check prices for return flight
Find flights
Below is a detailed 2019 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
11:40 am — 2:51 pm
11:40 am — 2:51 pm UA532 United Airlines
Chicago — Boston
2h 11m
Find flight
from$82
11:52 am — 3:12 pm
11:52 am — 3:12 pm UA532 United Airlines
Chicago — Boston
2h 20m
Find flight
from$204
2:00 pm — 5:20 pm
2:00 pm — 5:20 pm UA578 United Airlines
Chicago — Boston
2h 20m
Find flight
from$92
3:40 pm — 6:53 pm
3:40 pm — 6:53 pm UA913 United Airlines
Chicago — Boston
2h 13m
Find flight
from$86
3:50 pm — 7:16 pm
3:50 pm — 7:16 pm UA913 United Airlines
Chicago — Boston
2h 26m
Find flight
from$170
6:00 am — 9:17 am
6:00 am — 9:17 am UA1651 United Airlines
Chicago — Boston
2h 17m
Find flight
from$136
6:03 pm — 9:16 pm
6:03 pm — 9:16 pm UA790 United Airlines
Chicago — Boston
2h 13m
Find flight
from$122
6:13 pm — 9:38 pm
6:13 pm — 9:38 pm UA1223 United Airlines
Chicago — Boston
2h 25m
Find flight
from$206
7:45 am — 10:56 am
7:45 am — 10:56 am UA992 United Airlines
Chicago — Boston
2h 11m
Find flight
from$75
7:45 am — 11:02 am
7:45 am — 11:02 am UA1529 United Airlines
Chicago — Boston
2h 17m
Find flight
from$170
7:59 pm — 11:18 pm
7:59 pm — 11:18 pm UA649 United Airlines
Chicago — Boston
2h 19m
Find flight
from$129
8:55 am — 12:06 pm
8:55 am — 12:06 pm UA1420 United Airlines
Chicago — Boston
2h 11m
Find flight
from$78
8:57 am — 12:23 pm
8:57 am — 12:23 pm UA1420 United Airlines
Chicago — Boston
2h 26m
Find flight
from$129
9:35 pm — 0:54 am
+1 day
9:35 pm — 0:54 am UA670 United Airlines
Chicago — Boston
2h 19m
Find flight
from$171
10:00 am — 5:33 pm
10:00 am — 1:14 pm UA3730 United Airlines
Chicago — New York
3h 6m stop
4:20 pm — 5:33 pm UA2322 United Airlines
New York — Boston
6h 33m
including layover
Find flight
from$378
10:00 am — 10:06 pm
10:00 am — 1:14 pm UA3730 United Airlines
Chicago — New York
7h 36m stop
8:50 pm — 10:06 pm UA2323 United Airlines
New York — Boston
11h 6m
including layover
Find flight
from$384
10:00 am — 6:28 pm
10:00 am — 1:14 pm UA3730 United Airlines
Chicago — New York
4h 1m stop
5:15 pm — 6:28 pm UA1922 United Airlines
New York — Boston
7h 28m
including layover
Find flight
from$384
10:00 am — 8:36 pm
10:00 am — 1:14 pm UA3730 United Airlines
Chicago — New York
6h 6m stop
7:20 pm — 8:36 pm UA994 United Airlines
New York — Boston
9h 36m
including layover
Find flight
from$384
10:00 am — 11:08 pm
10:00 am — 1:14 pm UA3730 United Airlines
Chicago — New York
8h 45m stop
9:59 pm — 11:08 pm UA2062 United Airlines
New York — Boston
12h 8m
including layover
Find flight
from$384
10:00 am — 6:40 pm
10:00 am — 12:54 pm UA608 United Airlines
Chicago — Washington D.C.
4h 11m stop
5:05 pm — 6:40 pm UA822 United Airlines
Washington D.C. — Boston
7h 40m
including layover
Find flight
from$432
10:12 am — 6:53 pm
10:12 am — 11:46 am UA1942 United Airlines
Chicago — Denver
1h 4m stop
12:50 pm — 6:53 pm UA779 United Airlines
Denver — Boston
7h 41m
including layover
Find flight
from$354
10:15 am — 9:29 pm
10:15 am — 12:53 pm UA2116 United Airlines
Chicago — Houston
3h 51m stop
4:44 pm — 9:29 pm UA1578 United Airlines
Houston — Boston
10h 14m
including layover
Find flight
from$520
10:20 am — 9:41 pm
10:20 am — 11:54 am UA1942 United Airlines
Chicago — Denver
3h 51m stop
3:45 pm — 9:41 pm UA1485 United Airlines
Denver — Boston
10h 21m
including layover
Find flight
from$500
11:00 am — 6:40 pm
11:00 am — 1:58 pm UA5590 United Airlines
Chicago — Washington D.C.
3h 7m stop
5:05 pm — 6:40 pm UA822 United Airlines
Washington D.C. — Boston
6h 40m
including layover
Find flight
from$242
11:00 am — 6:28 pm
11:00 am — 2:05 pm UA791 United Airlines
Chicago — New York
3h 10m stop
5:15 pm — 6:28 pm UA1922 United Airlines
New York — Boston
6h 28m
including layover
Find flight
from$378
11:34 am — 7:36 pm
11:34 am — 1:50 pm UA1442 United Airlines
Chicago — Cleveland
3h 56m stop
5:46 pm — 7:36 pm UA4051 United Airlines
Cleveland — Boston
7h 2m
including layover
Find flight
from$242
11:34 am — 10:10 am
+1 day
11:34 am — 1:50 pm UA1442 United Airlines
Chicago — Cleveland
18h 30m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
21h 36m
including layover
Find flight
from$343
11:49 am — 8:36 pm
11:49 am — 3:00 pm UA609 United Airlines
Chicago — Newark
4h 20m stop
7:20 pm — 8:36 pm UA994 United Airlines
Newark — Boston
7h 47m
including layover
Find flight
from$400
11:57 am — 5:33 pm
11:57 am — 3:07 pm UA609 United Airlines
Chicago — Newark
1h 13m stop
4:20 pm — 5:33 pm UA2322 United Airlines
Newark — Boston
4h 36m
including layover
Find flight
from$242
11:57 am — 6:28 pm
11:57 am — 3:07 pm UA609 United Airlines
Chicago — Newark
2h 8m stop
5:15 pm — 6:28 pm UA1922 United Airlines
Newark — Boston
5h 31m
including layover
Find flight
from$350
12:24 pm — 11:08 pm
12:24 pm — 3:50 pm UA5785 United Airlines
Chicago — New York
6h 9m stop
9:59 pm — 11:08 pm UA2062 United Airlines
New York — Boston
9h 44m
including layover
Find flight
from$384
12:24 pm — 8:36 pm
12:24 pm — 3:50 pm UA5785 United Airlines
Chicago — New York
3h 30m stop
7:20 pm — 8:36 pm UA994 United Airlines
New York — Boston
7h 12m
including layover
Find flight
from$384
12:24 pm — 10:06 pm
12:24 pm — 3:50 pm UA5785 United Airlines
Chicago — New York
5h stop
8:50 pm — 10:06 pm UA2323 United Airlines
New York — Boston
8h 42m
including layover
Find flight
from$405
12:45 pm — 6:40 pm
12:45 pm — 3:36 pm UA498 United Airlines
Chicago — Washington D.C.
1h 29m stop
5:05 pm — 6:40 pm UA822 United Airlines
Washington D.C. — Boston
4h 55m
including layover
Find flight
from$242
12:45 pm — 0:55 am
+1 day
12:45 pm — 3:24 pm UA2171 United Airlines
Chicago — Houston
4h 46m stop
8:10 pm — 0:55 am UA1888 United Airlines
Houston — Boston
11h 10m
including layover
Find flight
from$418
12:45 pm — 9:29 pm
12:45 pm — 3:24 pm UA2171 United Airlines
Chicago — Houston
1h 20m stop
4:44 pm — 9:29 pm UA1578 United Airlines
Houston — Boston
7h 44m
including layover
Find flight
from$520
12:53 pm — 11:50 pm
12:53 pm — 2:39 pm UA775 United Airlines
Chicago — Denver
3h 15m stop
5:54 pm — 11:50 pm UA386 United Airlines
Denver — Boston
9h 57m
including layover
Find flight
from$436
12:53 pm — 9:41 pm
12:53 pm — 2:39 pm UA775 United Airlines
Chicago — Denver
1h 6m stop
3:45 pm — 9:41 pm UA1485 United Airlines
Denver — Boston
7h 48m
including layover
Find flight
from$500
12:58 pm — 9:29 pm
12:58 pm — 3:37 pm UA374 United Airlines
Chicago — Houston
1h 7m stop
4:44 pm — 9:29 pm UA1578 United Airlines
Houston — Boston
7h 31m
including layover
Find flight
from$595
12:58 pm — 0:30 am
+1 day
12:58 pm — 3:37 pm UA374 United Airlines
Chicago — Houston
4h 8m stop
7:45 pm — 0:30 am UA1888 United Airlines
Houston — Boston
10h 32m
including layover
Find flight
from$601
1:00 pm — 10:00 pm
1:00 pm — 4:15 pm UA682 United Airlines
Chicago — New York
4h 30m stop
8:45 pm — 10:00 pm UA994 United Airlines
New York — Boston
8h
including layover
Find flight
from$378
1:00 pm — 8:31 pm
1:00 pm — 4:15 pm UA682 United Airlines
Chicago — New York
3h stop
7:15 pm — 8:31 pm UA2323 United Airlines
New York — Boston
6h 31m
including layover
Find flight
from$384
1:00 pm — 11:08 pm
1:00 pm — 4:15 pm UA682 United Airlines
Chicago — New York
5h 44m stop
9:59 pm — 11:08 pm UA2062 United Airlines
New York — Boston
9h 8m
including layover
Find flight
from$384
1:00 pm — 0:05 am
+1 day
1:00 pm — 3:52 pm UA498 United Airlines
Chicago — Washington D.C.
6h 38m stop
10:30 pm — 0:05 am UA352 United Airlines
Washington D.C. — Boston
10h 5m
including layover
Find flight
from$425
1:41 pm — 6:36 pm
1:41 pm — 4:23 pm UA498 United Airlines
Chicago — Washington D.C.
42m stop
5:05 pm — 6:36 pm UA822 United Airlines
Washington D.C. — Boston
3h 55m
including layover
Find flight
from$238
2:00 pm — 10:06 pm
2:00 pm — 5:17 pm UA509 United Airlines
Chicago — New York
3h 33m stop
8:50 pm — 10:06 pm UA2323 United Airlines
New York — Boston
7h 6m
including layover
Find flight
from$378
2:00 pm — 10:00 pm
2:00 pm — 5:17 pm UA509 United Airlines
Chicago — New York
3h 28m stop
8:45 pm — 10:00 pm UA994 United Airlines
New York — Boston
7h
including layover
Find flight
from$378
2:00 pm — 7:11 pm
2:00 pm — 4:57 pm UA288 United Airlines
Chicago — Albany
1h 11m stop
6:08 pm — 7:11 pm 9K1816 Cape Air
Albany — Boston
4h 11m
including layover
Find flight
from$461
2:18 pm — 10:06 pm
2:18 pm — 5:29 pm UA230 United Airlines
Chicago — Newark
3h 21m stop
8:50 pm — 10:06 pm UA2323 United Airlines
Newark — Boston
6h 48m
including layover
Find flight
from$435
2:18 pm — 8:36 pm
2:18 pm — 5:29 pm UA230 United Airlines
Chicago — Newark
1h 51m stop
7:20 pm — 8:36 pm UA994 United Airlines
Newark — Boston
5h 18m
including layover
Find flight
from$598
2:18 pm — 11:08 pm
2:18 pm — 5:29 pm UA230 United Airlines
Chicago — Newark
4h 30m stop
9:59 pm — 11:08 pm UA2062 United Airlines
Newark — Boston
7h 50m
including layover
Find flight
from$604
2:23 pm — 7:31 pm
2:23 pm — 4:38 pm UA1850 United Airlines
Chicago — Cleveland
1h 8m stop
5:46 pm — 7:31 pm UA4051 United Airlines
Cleveland — Boston
4h 8m
including layover
Find flight
from$238
2:25 pm — 10:10 am
+1 day
2:25 pm — 4:41 pm UA1850 United Airlines
Chicago — Cleveland
15h 39m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
18h 45m
including layover
Find flight
from$354
2:25 pm — 7:36 pm
2:25 pm — 4:41 pm UA1850 United Airlines
Chicago — Cleveland
1h 5m stop
5:46 pm — 7:36 pm UA4051 United Airlines
Cleveland — Boston
4h 11m
including layover
Find flight
from$432
3:00 pm — 10:54 pm
3:00 pm — 6:15 pm UA1642 United Airlines
Chicago — New York
3h 30m stop
9:45 pm — 10:54 pm UA2062 United Airlines
New York — Boston
6h 54m
including layover
Find flight
from$378
3:05 pm — 0:05 am
+1 day
3:05 pm — 6:00 pm UA622 United Airlines
Chicago — Washington D.C.
4h 30m stop
10:30 pm — 0:05 am UA352 United Airlines
Washington D.C. — Boston
8h
including layover
Find flight
from$425
3:28 pm — 11:50 pm
3:28 pm — 5:00 pm UA459 United Airlines
Chicago — Denver
54m stop
5:54 pm — 11:50 pm UA386 United Airlines
Denver — Boston
7h 22m
including layover
Find flight
from$568
3:30 pm — 6:28 pm
+1 day
3:30 pm — 7:21 pm UA2297 United Airlines
Chicago — Orlando
16h 4m stop
11:25 am — 6:28 pm UA1922 United Airlines
Orlando — Boston
25h 58m
including layover
Find flight
from$469
3:46 pm — 11:54 pm
3:46 pm — 5:28 pm UA407 United Airlines
Chicago — Denver
30m stop
5:58 pm — 11:54 pm UA386 United Airlines
Denver — Boston
7h 8m
including layover
Find flight
from$553
3:50 pm — 0:05 am
+1 day
3:50 pm — 6:43 pm UA1244 United Airlines
Chicago — Washington D.C.
3h 47m stop
10:30 pm — 0:05 am UA352 United Airlines
Washington D.C. — Boston
7h 15m
including layover
Find flight
from$242
3:50 pm — 10:10 am
+1 day
3:50 pm — 6:09 pm UA5599 United Airlines
Chicago — Cleveland
14h 11m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
17h 20m
including layover
Find flight
from$424
3:50 pm — 3:30 pm
+1 day
3:50 pm — 6:09 pm UA5599 United Airlines
Chicago — Cleveland
19h 31m stop
1:40 pm — 3:30 pm UA4267 United Airlines
Cleveland — Boston
22h 40m
including layover
Find flight
from$477
4:00 pm — 0:05 am
+1 day
4:00 pm — 7:04 pm UA3711 United Airlines
Chicago — Washington D.C.
3h 26m stop
10:30 pm — 0:05 am UA352 United Airlines
Washington D.C. — Boston
7h 5m
including layover
Find flight
from$242
4:00 pm — 7:51 am
+1 day
4:00 pm — 7:17 pm UA533 United Airlines
Chicago — New York
11h 28m stop
6:45 am — 7:51 am UA2294 United Airlines
New York — Boston
14h 51m
including layover
Find flight
from$384
4:00 pm — 8:49 am
+1 day
4:00 pm — 7:16 pm UA533 United Airlines
Chicago — New York
12h 29m stop
7:45 am — 8:49 am UA2320 United Airlines
New York — Boston
15h 49m
including layover
Find flight
from$384
4:01 pm — 0:30 am
+1 day
4:01 pm — 6:42 pm UA1290 United Airlines
Chicago — Houston
1h 3m stop
7:45 pm — 0:30 am UA1888 United Airlines
Houston — Boston
7h 29m
including layover
Find flight
from$546
4:15 pm — 10:54 pm
4:15 pm — 7:25 pm UA1995 United Airlines
Chicago — Newark
2h 20m stop
9:45 pm — 10:54 pm UA2062 United Airlines
Newark — Boston
5h 39m
including layover
Find flight
from$435
4:15 pm — 10:06 pm
4:15 pm — 7:25 pm UA1995 United Airlines
Chicago — Newark
1h 25m stop
8:50 pm — 10:06 pm UA2323 United Airlines
Newark — Boston
4h 51m
including layover
Find flight
from$598
4:15 pm — 10:00 pm
4:15 pm — 7:25 pm UA1995 United Airlines
Chicago — Newark
1h 20m stop
8:45 pm — 10:00 pm UA994 United Airlines
Newark — Boston
4h 45m
including layover
Find flight
from$598
5:00 pm — 8:49 am
+1 day
5:00 pm — 8:16 pm UA263 United Airlines
Chicago — New York
11h 29m stop
7:45 am — 8:49 am UA2320 United Airlines
New York — Boston
14h 49m
including layover
Find flight
from$384
5:00 pm — 7:51 am
+1 day
5:00 pm — 8:16 pm UA263 United Airlines
Chicago — New York
10h 29m stop
6:45 am — 7:51 am UA2294 United Airlines
New York — Boston
13h 51m
including layover
Find flight
from$384
5:40 am — 11:50 pm
5:40 am — 7:20 am UA707 United Airlines
Chicago — Denver
10h 34m stop
5:54 pm — 11:50 pm UA386 United Airlines
Denver — Boston
17h 10m
including layover
Find flight
from$477
5:40 am — 3:48 pm
5:40 am — 7:20 am UA707 United Airlines
Chicago — Denver
2h 29m stop
9:49 am — 3:48 pm UA789 United Airlines
Denver — Boston
9h 8m
including layover
Find flight
from$542
5:40 am — 1:46 pm
5:40 am — 7:20 am UA707 United Airlines
Chicago — Denver
30m stop
7:50 am — 1:46 pm UA599 United Airlines
Denver — Boston
7h 6m
including layover
Find flight
from$542
5:50 pm — 11:46 pm
5:50 pm — 8:41 pm UA225 United Airlines
Chicago — Washington D.C.
1h 34m stop
10:15 pm — 11:46 pm UA352 United Airlines
Washington D.C. — Boston
4h 56m
including layover
Find flight
from$238
5:50 pm — 6:28 pm
+1 day
5:50 pm — 9:31 pm UA2173 United Airlines
Chicago — Orlando
13h 54m stop
11:25 am — 6:28 pm UA1922 United Airlines
Orlando — Boston
23h 38m
including layover
Find flight
from$422
5:52 pm — 10:54 pm
5:52 pm — 9:03 pm UA1997 United Airlines
Chicago — Newark
42m stop
9:45 pm — 10:54 pm UA2062 United Airlines
Newark — Boston
4h 2m
including layover
Find flight
from$435
5:55 pm — 11:10 pm
5:55 pm — 9:06 pm UA1997 United Airlines
Chicago — Newark
53m stop
9:59 pm — 11:10 pm UA2062 United Airlines
Newark — Boston
4h 15m
including layover
Find flight
from$205
6:00 am — 1:25 pm
6:00 am — 9:03 am UA636 United Airlines
Chicago — Newark
3h 18m stop
12:21 pm — 1:25 pm UA2321 United Airlines
Newark — Boston
6h 25m
including layover
Find flight
from$242
6:00 am — 10:49 am
6:00 am — 9:03 am UA636 United Airlines
Chicago — Newark
42m stop
9:45 am — 10:49 am UA1083 United Airlines
Newark — Boston
3h 49m
including layover
Find flight
from$242
6:00 am — 2:05 pm
6:00 am — 8:49 am UA1400 United Airlines
Chicago — Washington D.C.
3h 44m stop
12:33 pm — 2:05 pm UA655 United Airlines
Washington D.C. — Boston
7h 5m
including layover
Find flight
from$242
6:00 am — 1:43 pm
6:00 am — 9:06 am UA2078 United Airlines
Chicago — New York
3h 33m stop
12:39 pm — 1:43 pm UA2321 United Airlines
New York — Boston
6h 43m
including layover
Find flight
from$378
6:00 pm — 7:51 am
+1 day
6:00 pm — 9:16 pm UA692 United Airlines
Chicago — New York
9h 29m stop
6:45 am — 7:51 am UA2294 United Airlines
New York — Boston
12h 51m
including layover
Find flight
from$384
6:07 pm — 10:10 am
+1 day
6:07 pm — 8:25 pm UA702 United Airlines
Chicago — Cleveland
11h 55m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
15h 3m
including layover
Find flight
from$424
6:09 pm — 3:30 pm
+1 day
6:09 pm — 8:27 pm UA702 United Airlines
Chicago — Cleveland
17h 13m stop
1:40 pm — 3:30 pm UA4267 United Airlines
Cleveland — Boston
20h 21m
including layover
Find flight
from$477
6:12 pm — 0:05 am
+1 day
6:12 pm — 9:06 pm UA225 United Airlines
Chicago — Washington D.C.
1h 24m stop
10:30 pm — 0:05 am UA352 United Airlines
Washington D.C. — Boston
4h 53m
including layover
Find flight
from$242
6:15 pm — 10:06 am
+1 day
6:15 pm — 9:12 pm UA204 United Airlines
Chicago — Albany
11h 51m stop
9:03 am — 10:06 am 9K1810 Cape Air
Albany — Boston
14h 51m
including layover
Find flight
from$467
6:15 pm — 3:29 pm
+1 day
6:15 pm — 9:12 pm UA204 United Airlines
Chicago — Albany
17h 14m stop
2:26 pm — 3:29 pm 9K1814 Cape Air
Albany — Boston
20h 14m
including layover
Find flight
from$565
6:15 pm — 7:11 pm
+1 day
6:15 pm — 9:12 pm UA204 United Airlines
Chicago — Albany
20h 56m stop
6:08 pm — 7:11 pm 9K1816 Cape Air
Albany — Boston
23h 56m
including layover
Find flight
from$565
6:17 pm — 6:00 am
+1 day
6:17 pm — 7:59 pm UA765 United Airlines
Chicago — Denver
4h stop
11:59 pm — 6:00 am UA1606 United Airlines
Denver — Boston
10h 43m
including layover
Find flight
from$539
6:53 am — 2:05 pm
6:53 am — 9:42 am UA2198 United Airlines
Chicago — Washington D.C.
2h 51m stop
12:33 pm — 2:05 pm UA655 United Airlines
Washington D.C. — Boston
6h 12m
including layover
Find flight
from$242
7:00 am — 2:42 pm
7:00 am — 10:06 am UA1182 United Airlines
Chicago — New York
3h 24m stop
1:30 pm — 2:42 pm UA2045 United Airlines
New York — Boston
6h 42m
including layover
Find flight
from$378
7:00 am — 2:32 pm
7:00 am — 10:06 am UA620 United Airlines
Chicago — New York
3h 14m stop
1:20 pm — 2:32 pm UA2045 United Airlines
New York — Boston
6h 32m
including layover
Find flight
from$378
7:15 pm — 8:49 am
+1 day
7:15 pm — 10:26 pm UA1823 United Airlines
Chicago — New York
9h 19m stop
7:45 am — 8:49 am UA2320 United Airlines
New York — Boston
12h 34m
including layover
Find flight
from$384
7:15 pm — 10:49 am
+1 day
7:15 pm — 10:26 pm UA1823 United Airlines
Chicago — New York
11h 19m stop
9:45 am — 10:49 am UA1083 United Airlines
New York — Boston
14h 34m
including layover
Find flight
from$384
7:35 pm — 9:38 am
+1 day
7:35 pm — 9:53 pm UA2204 United Airlines
Chicago — Cleveland
9h 57m stop
7:50 am — 9:38 am UA4079 United Airlines
Cleveland — Boston
13h 3m
including layover
Find flight
from$337
7:36 pm — 7:36 pm
+1 day
7:36 pm — 9:54 pm UA2204 United Airlines
Chicago — Cleveland
19h 52m stop
5:46 pm — 7:36 pm UA4051 United Airlines
Cleveland — Boston
23h
including layover
Find flight
from$395
7:36 pm — 10:10 am
+1 day
7:36 pm — 9:54 pm UA2204 United Airlines
Chicago — Cleveland
10h 26m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
13h 34m
including layover
Find flight
from$395
7:36 pm — 3:30 pm
+1 day
7:36 pm — 9:54 pm UA2204 United Airlines
Chicago — Cleveland
15h 46m stop
1:40 pm — 3:30 pm UA4267 United Airlines
Cleveland — Boston
18h 54m
including layover
Find flight
from$448
7:47 am — 3:30 pm
7:47 am — 10:09 am UA4570 United Airlines
Chicago — Cleveland
3h 31m stop
1:40 pm — 3:30 pm UA4267 United Airlines
Cleveland — Boston
6h 43m
including layover
Find flight
from$242
7:50 am — 1:25 pm
7:50 am — 10:53 am UA1626 United Airlines
Chicago — Newark
1h 28m stop
12:21 pm — 1:25 pm UA2321 United Airlines
Newark — Boston
4h 35m
including layover
Find flight
from$242
7:50 am — 2:32 pm
7:50 am — 10:53 am UA1626 United Airlines
Chicago — Newark
2h 27m stop
1:20 pm — 2:32 pm UA2045 United Airlines
Newark — Boston
5h 42m
including layover
Find flight
from$242
7:52 pm — 6:00 am
+1 day
7:52 pm — 9:29 pm UA269 United Airlines
Chicago — Denver
2h 30m stop
11:59 pm — 6:00 am UA1606 United Airlines
Denver — Boston
9h 8m
including layover
Find flight
from$496
8:00 am — 4:19 pm
8:00 am — 11:06 am UA1166 United Airlines
Chicago — New York
3h 59m stop
3:05 pm — 4:19 pm UA1666 United Airlines
New York — Boston
7h 19m
including layover
Find flight
from$378
8:00 am — 5:38 pm
8:00 am — 11:06 am UA1166 United Airlines
Chicago — New York
5h 19m stop
4:25 pm — 5:38 pm UA2322 United Airlines
New York — Boston
8h 38m
including layover
Find flight
from$384
8:10 am — 4:51 pm
8:10 am — 10:44 am UA748 United Airlines
Chicago — Houston
1h 18m stop
12:02 pm — 4:51 pm UA2047 United Airlines
Houston — Boston
7h 41m
including layover
Find flight
from$397
8:15 pm — 10:49 am
+1 day
8:15 pm — 11:24 pm UA2422 United Airlines
Chicago — New York
10h 21m stop
9:45 am — 10:49 am UA1083 United Airlines
New York — Boston
13h 34m
including layover
Find flight
from$384
8:15 pm — 7:51 am
+1 day
8:15 pm — 11:23 pm UA2422 United Airlines
Chicago — New York
7h 22m stop
6:45 am — 7:51 am UA2294 United Airlines
New York — Boston
10h 36m
including layover
Find flight
from$393
8:57 am — 2:05 pm
8:57 am — 11:47 am UA632 United Airlines
Chicago — Washington D.C.
46m stop
12:33 pm — 2:05 pm UA655 United Airlines
Washington D.C. — Boston
4h 8m
including layover
Find flight
from$242
9:00 am — 5:33 pm
9:00 am — 12:06 pm UA910 United Airlines
Chicago — New York
4h 14m stop
4:20 pm — 5:33 pm UA2322 United Airlines
New York — Boston
7h 33m
including layover
Find flight
from$384
9:05 pm — 7:36 pm
+1 day
9:05 pm — 11:21 pm UA976 United Airlines
Chicago — Cleveland
18h 25m stop
5:46 pm — 7:36 pm UA4051 United Airlines
Cleveland — Boston
21h 31m
including layover
Find flight
from$343
9:09 am — 2:42 pm
9:09 am — 12:19 pm UA2193 United Airlines
Chicago — Newark
1h 11m stop
1:30 pm — 2:42 pm UA2045 United Airlines
Newark — Boston
4h 33m
including layover
Find flight
from$279
9:09 am — 4:19 pm
9:09 am — 12:19 pm UA2193 United Airlines
Chicago — Newark
2h 46m stop
3:05 pm — 4:19 pm UA1666 United Airlines
Newark — Boston
6h 10m
including layover
Find flight
from$279
9:10 am — 10:10 am
+1 day
9:10 am — 11:26 am UA302 United Airlines
Chicago — Cleveland
20h 54m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
24h
including layover
Find flight
from$343
9:10 am — 6:33 pm
9:10 am — 12:19 pm UA2193 United Airlines
Chicago — Newark
5h 1m stop
5:20 pm — 6:33 pm UA1922 United Airlines
Newark — Boston
8h 23m
including layover
Find flight
from$405
9:10 am — 5:38 pm
9:10 am — 12:19 pm UA2193 United Airlines
Chicago — Newark
4h 6m stop
4:25 pm — 5:38 pm UA2322 United Airlines
Newark — Boston
7h 28m
including layover
Find flight
from$405
9:10 pm — 10:06 am
+1 day
9:10 pm — 0:07 am UA1571 United Airlines
Chicago — Albany
8h 56m stop
9:03 am — 10:06 am 9K1810 Cape Air
Albany — Boston
11h 56m
including layover
Find flight
from$467
9:20 am — 3:29 pm
9:20 am — 12:28 pm UA4793 United Airlines
Chicago — Albany
1h 58m stop
2:26 pm — 3:29 pm 9K1814 Cape Air
Albany — Boston
5h 9m
including layover
Find flight
from$461
9:20 pm — 10:10 am
+1 day
9:20 pm — 11:36 pm UA976 United Airlines
Chicago — Cleveland
8h 44m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
11h 50m
including layover
Find flight
from$343
9:20 pm — 6:00 am
+1 day
9:20 pm — 10:57 pm UA2015 United Airlines
Chicago — Denver
1h 2m stop
11:59 pm — 6:00 am UA1606 United Airlines
Denver — Boston
7h 40m
including layover
Find flight
from$410
9:25 am — 3:25 pm
9:25 am — 11:37 am UA302 United Airlines
Chicago — Cleveland
2h 3m stop
1:40 pm — 3:25 pm UA4267 United Airlines
Cleveland — Boston
5h
including layover
Find flight
from$238
9:26 pm — 7:33 am
+1 day
9:26 pm — 0:27 am UA1816 United Airlines
Chicago — Newark
6h 3m stop
6:30 am — 7:33 am UA2294 United Airlines
Newark — Boston
9h 7m
including layover
Find flight
from$197
9:26 pm — 6:11 am
+1 day
9:26 pm — 0:27 am UA1816 United Airlines
Chicago — Newark
4h 43m stop
5:10 am — 6:11 am B61280 JetBlue
Newark — Boston
7h 45m
including layover
Find flight
from$198
9:29 am — 3:30 pm
9:29 am — 11:45 am UA302 United Airlines
Chicago — Cleveland
1h 55m stop
1:40 pm — 3:30 pm UA4267 United Airlines
Cleveland — Boston
5h 1m
including layover
Find flight
from$242
9:35 pm — 7:51 am
+1 day
9:35 pm — 0:37 am UA1816 United Airlines
Chicago — Newark
6h 8m stop
6:45 am — 7:51 am UA2294 United Airlines
Newark — Boston
9h 16m
including layover
Find flight
from$400
9:35 pm — 9:08 am
+1 day
9:35 pm — 0:37 am UA1816 United Airlines
Chicago — Newark
7h 27m stop
8:04 am — 9:08 am UA2320 United Airlines
Newark — Boston
10h 33m
including layover
Find flight
from$400
9:35 pm — 5:55 am
+1 day
9:35 pm — 0:37 am UA1816 United Airlines
Chicago — Newark
4h 23m stop
5:00 am — 5:55 am B61280 JetBlue
Newark — Boston
7h 20m
including layover
Find flight
from$419
9:40 am — 4:30 pm
9:40 am — 12:50 pm UA4574 United Airlines
Chicago — Atlanta
1h 5m stop
1:55 pm — 4:30 pm DL1500 Delta Air Lines Inc.
Atlanta — Boston
5h 50m
including layover
Find flight
from$414
9:46 pm — 7:30 am
+1 day
9:46 pm — 0:37 am UA226 United Airlines
Chicago — Baltimore
5h 23m stop
6:00 am — 7:30 am NK1028 Spirit Airlines
Baltimore — Boston
8h 44m
including layover
Find flight
from$138
9:46 pm — 7:06 am
+1 day
9:46 pm — 0:37 am UA226 United Airlines
Chicago — Baltimore
5h 8m stop
5:45 am — 7:06 am B61426 JetBlue
Baltimore — Boston
8h 20m
including layover
Find flight
from$158
11:50 am — 7:33 pm
11:50 am — 2:28 pm UA4301 United Airlines
Chicago — Toronto
1h 32m stop
4:00 pm — 5:12 pm AC418 Air Canada
Toronto — Montreal
1h 3m stop
6:15 pm — 7:33 pm AC8464 Air Canada
Montreal — Boston
6h 43m
including layover
Find flight
from$470
2:00 pm — 10:54 pm
2:00 pm — 4:33 pm UA734 United Airlines
Chicago — Pittsburgh
1h 43m stop
6:16 pm — 7:46 pm UA2340 United Airlines
Pittsburgh — Newark
1h 59m stop
9:45 pm — 10:54 pm UA2062 United Airlines
Newark — Boston
7h 54m
including layover
Find flight
from$350
6:10 pm — 10:10 am
+1 day
6:10 pm — 9:03 pm UA225 United Airlines
Chicago — Washington D.C.
1h 22m stop
10:25 pm — 11:42 pm UA1235 United Airlines
Washington D.C. — Cleveland
8h 38m stop
8:20 am — 10:10 am UA4079 United Airlines
Cleveland — Boston
15h
including layover
Find flight
from$393
6:30 am — 1:43 pm
6:30 am — 9:23 am UA1533 United Airlines
Chicago — Raleigh
57m stop
10:20 am — 11:50 am UA3461 United Airlines
Raleigh — Newark
49m stop
12:39 pm — 1:43 pm UA2321 United Airlines
Newark — Boston
6h 13m
including layover
Find flight
from$444
6:42 am — 2:05 pm
6:42 am — 8:59 am UA3714 United Airlines
Chicago — Covington
1h 21m stop
10:20 am — 11:40 am UA6029 United Airlines
Covington — Washington D.C.
53m stop
12:33 pm — 2:05 pm UA655 United Airlines
Washington D.C. — Boston
6h 23m
including layover
Find flight
from$384
7:00 am — 2:05 pm
7:00 am — 9:27 am UA3667 United Airlines
Chicago — Detroit
1h 1m stop
10:28 am — 11:48 am UA6130 United Airlines
Detroit — Washington D.C.
45m stop
12:33 pm — 2:05 pm UA655 United Airlines
Washington D.C. — Boston
6h 5m
including layover
Find flight
from$346
7:16 am — 2:05 pm
7:16 am — 9:41 am UA3778 United Airlines
Chicago — Louisville
30m stop
10:11 am — 11:50 am UA3814 United Airlines
Louisville — Washington D.C.
43m stop
12:33 pm — 2:05 pm UA655 United Airlines
Washington D.C. — Boston
5h 49m
including layover
Find flight
from$399
7:45 am — 3:48 pm
7:45 am — 10:16 am UA476 United Airlines
Chicago — Toronto
1h 44m stop
12:00 pm — 1:12 pm AC410 Air Canada
Toronto — Montreal
1h 18m stop
2:30 pm — 3:48 pm AC8460 Air Canada
Montreal — Boston
7h 3m
including layover
Find flight
from$385
8:14 am — 4:19 pm
8:14 am — 10:38 am UA1272 United Airlines
Chicago — Pittsburgh
1h 22m stop
12:00 pm — 1:36 pm UA3453 United Airlines
Pittsburgh — Newark
1h 29m stop
3:05 pm — 4:19 pm UA1666 United Airlines
Newark — Boston
7h 5m
including layover
Find flight
from$350
8:14 am — 4:24 pm
8:14 am — 10:38 am UA1272 United Airlines
Chicago — Pittsburgh
1h 16m stop
11:54 am — 1:24 pm DL5300 Delta Air Lines Inc.
Pittsburgh — New York
1h 36m stop
3:00 pm — 4:24 pm DL2690 Delta Air Lines Inc.
New York — Boston
7h 10m
including layover
Find flight
from$354
8:14 am — 3:21 pm
8:14 am — 10:38 am UA1272 United Airlines
Chicago — Pittsburgh
1h 16m stop
11:54 am — 1:24 pm DL5300 Delta Air Lines Inc.
Pittsburgh — New York
36m stop
2:00 pm — 3:21 pm DL6062 Delta Air Lines Inc.
New York — Boston
6h 7m
including layover
Find flight
from$354
8:55 am — 5:33 pm
8:55 am — 11:33 am UA4318 United Airlines
Chicago — Toronto
1h 27m stop
1:00 pm — 2:12 pm AC412 Air Canada
Toronto — Montreal
2h 3m stop
4:15 pm — 5:33 pm AC8462 Air Canada
Montreal — Boston
7h 38m
including layover
Find flight
from$434
9:07 am — 4:13 pm
9:07 am — 11:34 am UA1627 United Airlines
Chicago — Detroit
36m stop
12:10 pm — 2:00 pm UA3409 United Airlines
Detroit — Newark
1h stop
3:00 pm — 4:13 pm UA1666 United Airlines
Newark — Boston
6h 6m
including layover
Find flight
from$346
*Departure and arrival times are local. Last updated on 10/17/2019

Flight Information

There are 14 flights by United Airlines from Chicago to Boston every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail.

Departures start from 10:00 am to 9:46 pm. Nonstop flight is 2h 11m. The time difference between Chicago and Boston is 1h.

  • The fastest flight 2h 11m
  • Average flight time 2h 18m
  • The earliest flight 10:00 am
  • The latest flight 9:46 pm
  • Distance 852 ml

The cheapest months for traveling to Boston are october, december, november.

The cheapest flight by United Airlines that our users were able to find is $75. This airfare is economy class on one-way UA992 flight for October 24, 2019 leaving O'Hare International in Chicago at 7:45 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 3 airline carriers between Chicago and Boston. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Boston.

Nonstop flights

There are 22 direct flights every day from Chicago. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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