United Airlines Boston to Chicago Flights

Cheapflightsplus.com will find cheap United Airlines flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $84 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 Boston (MA) — Chicago (IL) 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 september: one-way - $84, two-way – $144.
Direct flights
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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
10:12 am — 11:58 am
10:12 am — 11:58 am UA1251 United Airlines
Boston — Chicago
2h 46m
Find flight
from$281
10:16 am — 11:58 am
10:16 am — 11:58 am UA1251 United Airlines
Boston — Chicago
2h 42m
Find flight
from$89
1:01 pm — 2:51 pm
1:01 pm — 2:51 pm UA1564 United Airlines
Boston — Chicago
2h 50m
Find flight
from$133
2:42 pm — 6:24 pm
2:42 pm — 6:24 pm UA511 United Airlines
Boston — Chicago
4h 42m
Find flight
from$203
3:03 pm — 4:49 pm
3:03 pm — 4:49 pm UA1598 United Airlines
Boston — Chicago
2h 46m
Find flight
from$281
3:15 pm — 4:56 pm
3:15 pm — 4:56 pm UA1598 United Airlines
Boston — Chicago
2h 41m
Find flight
from$133
4:30 pm — 6:26 pm
4:30 pm — 6:26 pm UA599 United Airlines
Boston — Chicago
2h 56m
Find flight
from$133
4:33 pm — 6:19 pm
4:33 pm — 6:19 pm UA599 United Airlines
Boston — Chicago
2h 46m
Find flight
from$219
5:20 am — 7:02 am
5:20 am — 7:02 am UA203 United Airlines
Boston — Chicago
2h 42m
Find flight
from$184
5:25 am — 7:05 am
5:25 am — 7:05 am UA203 United Airlines
Boston — Chicago
2h 40m
Find flight
from$84
6:22 pm — 8:22 pm
6:22 pm — 8:22 pm UA439 United Airlines
Boston — Chicago
3h
Find flight
from$219
6:27 pm — 8:21 pm
6:27 pm — 8:21 pm UA439 United Airlines
Boston — Chicago
2h 54m
Find flight
from$133
7:15 am — 9:04 am
7:15 am — 9:04 am UA449 United Airlines
Boston — Chicago
2h 49m
Find flight
from$89
8:10 pm — 9:55 pm
8:10 pm — 9:55 pm UA789 United Airlines
Boston — Chicago
2h 45m
Find flight
from$89
8:25 am — 10:08 am
8:25 am — 10:08 am UA775 United Airlines
Boston — Chicago
2h 43m
Find flight
from$89
8:30 am — 10:20 am
8:30 am — 10:20 am UA775 United Airlines
Boston — Chicago
2h 50m
Find flight
from$219
9:00 pm — 10:53 pm
9:00 pm — 10:53 pm UA3671 United Airlines
Boston — Chicago
2h 53m
Find flight
from$318
10:00 am — 2:55 pm
10:00 am — 11:24 am UA1199 United Airlines
Boston — Newark
2h 1m stop
1:25 pm — 2:55 pm UA755 United Airlines
Newark — Chicago
5h 55m
including layover
Find flight
from$322
10:00 am — 4:38 pm
10:00 am — 11:24 am UA1199 United Airlines
Boston — Newark
3h 36m stop
3:00 pm — 4:38 pm UA765 United Airlines
Newark — Chicago
7h 38m
including layover
Find flight
from$472
10:00 am — 5:38 pm
10:00 am — 11:24 am UA1199 United Airlines
Boston — Newark
4h 36m stop
4:00 pm — 5:38 pm UA741 United Airlines
Newark — Chicago
8h 38m
including layover
Find flight
from$476
10:00 am — 6:40 pm
10:00 am — 11:24 am UA1199 United Airlines
Boston — Newark
5h 36m stop
5:00 pm — 6:40 pm UA2010 United Airlines
Newark — Chicago
9h 40m
including layover
Find flight
from$476
10:00 am — 6:15 pm
10:00 am — 11:24 am UA1199 United Airlines
Boston — Newark
5h 6m stop
4:30 pm — 6:15 pm UA5854 United Airlines
Newark — Chicago
9h 15m
including layover
Find flight
from$511
11:00 am — 2:45 pm
11:00 am — 12:15 pm UA2394 United Airlines
Boston — Newark
1h 5m stop
1:20 pm — 2:45 pm UA755 United Airlines
Newark — Chicago
4h 45m
including layover
Find flight
from$239
11:00 am — 9:40 pm
11:00 am — 12:23 pm UA2394 United Airlines
Boston — Newark
7h 47m stop
8:10 pm — 9:40 pm UA1611 United Airlines
Newark — Chicago
11h 40m
including layover
Find flight
from$437
11:00 am — 5:38 pm
11:00 am — 12:23 pm UA2394 United Airlines
Boston — Newark
3h 37m stop
4:00 pm — 5:38 pm UA741 United Airlines
Newark — Chicago
7h 38m
including layover
Find flight
from$476
11:00 am — 8:38 pm
11:00 am — 12:23 pm UA2394 United Airlines
Boston — Newark
6h 37m stop
7:00 pm — 8:38 pm UA693 United Airlines
Newark — Chicago
10h 38m
including layover
Find flight
from$476
11:00 am — 6:40 pm
11:00 am — 12:23 pm UA2394 United Airlines
Boston — Newark
4h 37m stop
5:00 pm — 6:40 pm UA2010 United Airlines
Newark — Chicago
8h 40m
including layover
Find flight
from$476
11:00 am — 7:38 pm
11:00 am — 12:23 pm UA2394 United Airlines
Boston — Newark
5h 37m stop
6:00 pm — 7:38 pm UA1709 United Airlines
Newark — Chicago
9h 38m
including layover
Find flight
from$511
11:00 am — 6:15 pm
11:00 am — 12:23 pm UA2394 United Airlines
Boston — Newark
4h 7m stop
4:30 pm — 6:15 pm UA5854 United Airlines
Newark — Chicago
8h 15m
including layover
Find flight
from$511
11:00 am — 5:04 pm
11:00 am — 12:23 pm UA2394 United Airlines
Boston — Newark
3h 7m stop
3:30 pm — 5:04 pm UA422 United Airlines
Newark — Chicago
7h 4m
including layover
Find flight
from$632
12:10 pm — 10:24 pm
12:10 pm — 2:41 pm UA652 United Airlines
Boston — Denver
4h 19m stop
7:00 pm — 10:24 pm UA1258 United Airlines
Denver — Chicago
11h 14m
including layover
Find flight
from$461
12:35 pm — 9:40 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
6h 10m stop
8:10 pm — 9:40 pm UA1611 United Airlines
Newark — Chicago
10h 5m
including layover
Find flight
from$437
12:35 pm — 10:35 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
7h 5m stop
9:05 pm — 10:35 pm UA1791 United Airlines
Newark — Chicago
11h
including layover
Find flight
from$437
12:35 pm — 8:38 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
5h stop
7:00 pm — 8:38 pm UA693 United Airlines
Newark — Chicago
9h 3m
including layover
Find flight
from$476
12:35 pm — 9:38 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
6h stop
8:00 pm — 9:38 pm UA2214 United Airlines
Newark — Chicago
10h 3m
including layover
Find flight
from$476
12:35 pm — 6:40 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
3h stop
5:00 pm — 6:40 pm UA2010 United Airlines
Newark — Chicago
7h 5m
including layover
Find flight
from$476
12:35 pm — 6:33 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
2h 59m stop
4:59 pm — 6:33 pm UA1180 United Airlines
Newark — Chicago
6h 58m
including layover
Find flight
from$570
12:35 pm — 5:04 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
1h 30m stop
3:30 pm — 5:04 pm UA422 United Airlines
Newark — Chicago
5h 29m
including layover
Find flight
from$632
12:35 pm — 7:38 pm
12:35 pm — 2:00 pm UA695 United Airlines
Boston — Newark
4h stop
6:00 pm — 7:38 pm UA1709 United Airlines
Newark — Chicago
8h 3m
including layover
Find flight
from$960
1:55 pm — 10:50 pm
1:55 pm — 5:03 pm UA619 United Airlines
Boston — Houston
3h 2m stop
8:05 pm — 10:50 pm UA2131 United Airlines
Houston — Chicago
9h 55m
including layover
Find flight
from$464
1:55 pm — 0:26 am
+1 day
1:55 pm — 5:03 pm UA619 United Airlines
Boston — Houston
4h 52m stop
9:55 pm — 0:26 am UA1854 United Airlines
Houston — Chicago
11h 31m
including layover
Find flight
from$470
2:39 pm — 11:22 pm
2:39 pm — 4:20 pm UA511 United Airlines
Boston — Washington D.C.
5h 57m stop
10:17 pm — 11:22 pm UA552 United Airlines
Washington D.C. — Chicago
9h 43m
including layover
Find flight
from$527
2:39 pm — 6:36 pm
2:39 pm — 4:20 pm UA511 United Airlines
Boston — Washington D.C.
50m stop
5:10 pm — 6:36 pm UA1924 United Airlines
Washington D.C. — Chicago
4h 57m
including layover
Find flight
from$582
3:20 pm — 11:59 pm
3:20 pm — 5:47 pm UA448 United Airlines
Boston — Denver
2h 52m stop
8:39 pm — 11:59 pm UA1938 United Airlines
Denver — Chicago
9h 39m
including layover
Find flight
from$402
3:20 pm — 10:24 pm
3:20 pm — 5:47 pm UA448 United Airlines
Boston — Denver
1h 13m stop
7:00 pm — 10:24 pm UA1258 United Airlines
Denver — Chicago
8h 4m
including layover
Find flight
from$402
3:40 pm — 10:50 pm
3:40 pm — 6:48 pm UA1772 United Airlines
Boston — Houston
1h 17m stop
8:05 pm — 10:50 pm UA2131 United Airlines
Houston — Chicago
8h 10m
including layover
Find flight
from$409
3:40 pm — 0:26 am
+1 day
3:40 pm — 6:48 pm UA1772 United Airlines
Boston — Houston
3h 7m stop
9:55 pm — 0:26 am UA1854 United Airlines
Houston — Chicago
9h 46m
including layover
Find flight
from$409
4:00 pm — 9:40 pm
4:00 pm — 5:30 pm UA1425 United Airlines
Boston — Newark
2h 40m stop
8:10 pm — 9:40 pm UA1611 United Airlines
Newark — Chicago
6h 40m
including layover
Find flight
from$557
4:00 pm — 8:19 pm
4:00 pm — 5:30 pm UA1425 United Airlines
Boston — Newark
1h 5m stop
6:35 pm — 8:19 pm UA2015 United Airlines
Newark — Chicago
5h 19m
including layover
Find flight
from$632
4:00 pm — 10:35 pm
4:00 pm — 5:30 pm UA1425 United Airlines
Boston — Newark
3h 35m stop
9:05 pm — 10:35 pm UA1791 United Airlines
Newark — Chicago
7h 35m
including layover
Find flight
from$632
4:00 pm — 10:38 pm
4:00 pm — 5:30 pm UA1425 United Airlines
Boston — Newark
3h 30m stop
9:00 pm — 10:38 pm UA1249 United Airlines
Newark — Chicago
7h 38m
including layover
Find flight
from$960
5:39 pm — 0:26 am
+1 day
5:39 pm — 8:50 pm UA2195 United Airlines
Boston — Houston
1h 5m stop
9:55 pm — 0:26 am UA1854 United Airlines
Houston — Chicago
7h 47m
including layover
Find flight
from$464
5:45 am — 12:45 pm
5:45 am — 8:49 am UA304 United Airlines
Boston — Houston
1h 13m stop
10:02 am — 12:45 pm UA1403 United Airlines
Houston — Chicago
8h
including layover
Find flight
from$409
5:45 am — 2:48 pm
5:45 am — 8:49 am UA304 United Airlines
Boston — Houston
3h 16m stop
12:05 pm — 2:48 pm UA1160 United Airlines
Houston — Chicago
10h 3m
including layover
Find flight
from$409
5:45 pm — 9:40 pm
5:45 pm — 7:26 pm UA1202 United Airlines
Boston — Newark
44m stop
8:10 pm — 9:40 pm UA1611 United Airlines
Newark — Chicago
4h 55m
including layover
Find flight
from$435
5:45 pm — 10:35 pm
5:45 pm — 7:26 pm UA1202 United Airlines
Boston — Newark
1h 39m stop
9:05 pm — 10:35 pm UA1791 United Airlines
Newark — Chicago
5h 50m
including layover
Find flight
from$435
5:54 am — 9:20 am
5:54 am — 7:35 am UA389 United Airlines
Boston — Washington D.C.
40m stop
8:15 am — 9:20 am UA374 United Airlines
Washington D.C. — Chicago
4h 26m
including layover
Find flight
from$429
5:54 am — 11:57 am
5:54 am — 7:35 am UA389 United Airlines
Boston — Washington D.C.
3h 16m stop
10:51 am — 11:57 am UA721 United Airlines
Washington D.C. — Chicago
7h 3m
including layover
Find flight
from$429
5:54 am — 11:56 am
5:54 am — 7:35 am UA389 United Airlines
Boston — Washington D.C.
3h 10m stop
10:45 am — 11:56 am UA810 United Airlines
Washington D.C. — Chicago
7h 2m
including layover
Find flight
from$429
5:54 am — 1:50 pm
5:54 am — 7:35 am UA389 United Airlines
Boston — Washington D.C.
5h 10m stop
12:45 pm — 1:50 pm UA221 United Airlines
Washington D.C. — Chicago
8h 56m
including layover
Find flight
from$498
5:54 am — 12:54 pm
5:54 am — 7:35 am UA389 United Airlines
Boston — Washington D.C.
4h 10m stop
11:45 am — 12:54 pm UA1605 United Airlines
Washington D.C. — Chicago
8h
including layover
Find flight
from$498
6:00 am — 10:45 am
6:00 am — 7:25 am UA1078 United Airlines
Boston — Newark
1h 37m stop
9:02 am — 10:45 am UA426 United Airlines
Newark — Chicago
5h 45m
including layover
Find flight
from$322
6:00 am — 12:03 pm
6:00 am — 7:25 am UA1078 United Airlines
Boston — Newark
3h 11m stop
10:36 am — 12:03 pm UA2075 United Airlines
Newark — Chicago
7h 3m
including layover
Find flight
from$322
6:00 am — 12:40 pm
6:00 am — 7:25 am UA1078 United Airlines
Boston — Newark
3h 35m stop
11:00 am — 12:40 pm UA1697 United Airlines
Newark — Chicago
7h 40m
including layover
Find flight
from$472
6:00 am — 2:38 pm
6:00 am — 7:25 am UA1078 United Airlines
Boston — Newark
5h 35m stop
1:00 pm — 2:38 pm UA1213 United Airlines
Newark — Chicago
9h 38m
including layover
Find flight
from$477
6:00 am — 1:40 pm
6:00 am — 7:25 am UA1078 United Airlines
Boston — Newark
4h 35m stop
12:00 pm — 1:40 pm UA2202 United Airlines
Newark — Chicago
8h 40m
including layover
Find flight
from$511
6:00 pm — 9:37 pm
6:00 pm — 7:31 pm UA1202 United Airlines
Boston — Newark
34m stop
8:05 pm — 9:37 pm UA1611 United Airlines
Newark — Chicago
4h 37m
including layover
Find flight
from$214
7:00 pm — 6:39 am
+1 day
7:00 pm — 8:32 pm UA2047 United Airlines
Boston — Newark
8h 43m stop
5:15 am — 6:39 am UA2139 United Airlines
Newark — Chicago
12h 39m
including layover
Find flight
from$226
7:10 am — 12:03 pm
7:10 am — 8:35 am UA2077 United Airlines
Boston — Newark
2h 1m stop
10:36 am — 12:03 pm UA2075 United Airlines
Newark — Chicago
5h 53m
including layover
Find flight
from$322
7:10 am — 2:38 pm
7:10 am — 8:35 am UA2077 United Airlines
Boston — Newark
4h 25m stop
1:00 pm — 2:38 pm UA1213 United Airlines
Newark — Chicago
8h 28m
including layover
Find flight
from$476
7:10 am — 1:40 pm
7:10 am — 8:35 am UA2077 United Airlines
Boston — Newark
3h 25m stop
12:00 pm — 1:40 pm UA2202 United Airlines
Newark — Chicago
7h 30m
including layover
Find flight
from$508
7:30 pm — 11:22 pm
7:30 pm — 9:16 pm UA2136 United Airlines
Boston — Washington D.C.
1h 1m stop
10:17 pm — 11:22 pm UA552 United Airlines
Washington D.C. — Chicago
4h 52m
including layover
Find flight
from$429
7:35 am — 2:48 pm
7:35 am — 10:41 am UA1254 United Airlines
Boston — Houston
1h 24m stop
12:05 pm — 2:48 pm UA1160 United Airlines
Houston — Chicago
8h 13m
including layover
Find flight
from$460
7:45 pm — 10:55 pm
7:45 pm — 9:20 pm UA2136 United Airlines
Boston — Washington D.C.
40m stop
10:00 pm — 10:55 pm UA552 United Airlines
Washington D.C. — Chicago
4h 10m
including layover
Find flight
from$213
8:00 am — 2:55 pm
8:00 am — 9:25 am UA2165 United Airlines
Boston — Newark
4h stop
1:25 pm — 2:55 pm UA755 United Airlines
Newark — Chicago
7h 55m
including layover
Find flight
from$322
8:00 am — 12:03 pm
8:00 am — 9:25 am UA2165 United Airlines
Boston — Newark
1h 11m stop
10:36 am — 12:03 pm UA2075 United Airlines
Newark — Chicago
5h 3m
including layover
Find flight
from$322
8:00 am — 2:38 pm
8:00 am — 9:25 am UA2165 United Airlines
Boston — Newark
3h 35m stop
1:00 pm — 2:38 pm UA1213 United Airlines
Newark — Chicago
7h 38m
including layover
Find flight
from$472
8:00 am — 4:38 pm
8:00 am — 9:25 am UA2165 United Airlines
Boston — Newark
5h 35m stop
3:00 pm — 4:38 pm UA765 United Airlines
Newark — Chicago
9h 38m
including layover
Find flight
from$474
8:10 am — 11:43 am
8:10 am — 9:30 am UA2165 United Airlines
Boston — Newark
45m stop
10:15 am — 11:43 am UA2075 United Airlines
Newark — Chicago
4h 33m
including layover
Find flight
from$214
9:00 am — 2:55 pm
9:00 am — 10:25 am UA700 United Airlines
Boston — Newark
3h stop
1:25 pm — 2:55 pm UA755 United Airlines
Newark — Chicago
6h 55m
including layover
Find flight
from$429
9:00 am — 4:38 pm
9:00 am — 10:25 am UA700 United Airlines
Boston — Newark
4h 35m stop
3:00 pm — 4:38 pm UA765 United Airlines
Newark — Chicago
8h 38m
including layover
Find flight
from$473
9:00 am — 5:38 pm
9:00 am — 10:25 am UA700 United Airlines
Boston — Newark
5h 35m stop
4:00 pm — 5:38 pm UA741 United Airlines
Newark — Chicago
9h 38m
including layover
Find flight
from$476
9:00 am — 3:45 pm
9:00 am — 10:25 am UA700 United Airlines
Boston — Newark
3h 35m stop
2:00 pm — 3:45 pm UA4244 United Airlines
Newark — Chicago
7h 45m
including layover
Find flight
from$764
9:40 am — 6:36 pm
9:40 am — 11:21 am UA525 United Airlines
Boston — Washington D.C.
5h 49m stop
5:10 pm — 6:36 pm UA1924 United Airlines
Washington D.C. — Chicago
9h 56m
including layover
Find flight
from$522
9:40 am — 1:50 pm
9:40 am — 11:21 am UA525 United Airlines
Boston — Washington D.C.
1h 24m stop
12:45 pm — 1:50 pm UA221 United Airlines
Washington D.C. — Chicago
5h 10m
including layover
Find flight
from$542
9:40 am — 4:04 pm
9:40 am — 11:21 am UA525 United Airlines
Boston — Washington D.C.
3h 24m stop
2:45 pm — 4:04 pm UA4038 United Airlines
Washington D.C. — Chicago
7h 24m
including layover
Find flight
from$632
9:45 am — 7:18 pm
9:45 am — 12:16 pm UA416 United Airlines
Boston — Denver
3h 29m stop
3:45 pm — 7:18 pm UA478 United Airlines
Denver — Chicago
10h 33m
including layover
Find flight
from$433
*Departure and arrival times are local. Last updated on 08/24/2019

Flight Information

There are 17 flights by United Airlines from Boston to Chicago every week with departures from Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:00 am to 9:45 am. Nonstop flight is 2h 40m. The time difference between Boston and Chicago is 1h.

  • The fastest flight 2h 40m
  • Average flight time 2h 46m
  • The earliest flight 10:00 am
  • The latest flight 9:45 am
  • Distance 852 ml

The cheapest months for traveling to Chicago are october, december, september, The most expensive and popular months are july, august, june.

The cheapest flight by United Airlines that our users were able to find is $84. This airfare is economy class on one-way UA203 flight for September 1, 2019 leaving Logan in Boston at 5:25 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 6 airline carriers between Boston and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Boston to Chicago.

Nonstop flights

There are 92 direct flights every day from Boston. Airlines and fares are below:

See more direct flights

Connecting Flights

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

See more connecting flights

How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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