United Airlines Chicago to Boston Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $129 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 may: one-way - $129, two-way – $221.

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Cheap Flights from Chicago to Boston by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $129. The fastest nonstop flight takes 2h 24m. The fastest connecting flight — 4h 24m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $129 Find flight	6:25 pm Chicago O'Hare International	9:57 pm Boston Logan	2h 32m	United Airlines	UA1989
from $140 Find flight	9:32 pm Chicago O'Hare International	0:59 am+1 день Boston Logan	2h 27m	United Airlines	UA1779
from $167 Find flight	12:50 pm Chicago O'Hare International	4:17 pm Boston Logan	2h 27m	United Airlines	UA1532
from $167 Find flight	4:20 pm Chicago O'Hare International	7:48 pm Boston Logan	2h 28m	United Airlines	UA1677
from $200 Find flight	1:55 pm Chicago O'Hare International	5:19 pm Boston Logan	2h 24m	United Airlines	UA580
from $202 Find flight	7:49 pm Chicago O'Hare International	11:16 pm Boston Logan	2h 27m	United Airlines	UA1129
from $239 Find flight	9:20 am Chicago O'Hare International	12:48 pm Boston Logan	2h 28m	United Airlines	UA721
from $239 Find flight	6:00 am Chicago O'Hare International	9:26 am Boston Logan	2h 26m	United Airlines	UA2104
from $239 Find flight	2:28 pm Chicago O'Hare International	6:06 pm Boston Logan	2h 38m	United Airlines	UA2138
from $276 Find flight	7:27 am Chicago O'Hare International	10:54 am Boston Logan	2h 27m	United Airlines	UA2067
from $134 Find flight	3:40 pm Chicago O'Hare International	10:26 pm Boston Logan	5h 46m layover 1h 51m - Newark	United Airlines	UA2216 UA1393
from $204 Find flight	11:14 am Chicago O'Hare International	7:32 pm Boston Logan	7h 18m layover 3h 40m - Washington D.C.	United Airlines	UA466 UA688
from $212 Find flight	8:45 am Chicago O'Hare International	3:54 pm Boston Logan	6h 9m layover 2h 33m - Newark	United Airlines	UA782 UA1176
from $243 Find flight	5:56 pm Chicago O'Hare International	11:59 pm Boston Logan	5h 3m layover 1h 23m - Washington D.C.	United Airlines	UA2677 UA755
from $244 Find flight	4:25 pm Chicago O'Hare International	11:59 pm Boston Logan	6h 34m layover 2h 52m - Washington D.C.	United Airlines	UA587 UA755
from $251 Find flight	2:32 pm Chicago O'Hare International	10:26 pm Boston Logan	6h 54m layover 2h 59m - Newark	United Airlines	UA2649 UA1393

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 05/13/2025

United Airlines Flight Schedule Chicago to Boston

Below is a detailed 2025 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	Flight Details	Flight Time	Price
10:35 am — 2:03 pm	10:35 am — 2:03 pm UA399 United Airlines Chicago — Boston	2h 28m	Find flight from$266
12:50 pm — 4:17 pm	12:50 pm — 4:17 pm UA1532 United Airlines Chicago — Boston	2h 27m	Find flight from$167
1:55 pm — 5:19 pm	1:55 pm — 5:19 pm UA580 United Airlines Chicago — Boston	2h 24m	Find flight from$200
2:28 pm — 6:06 pm	2:28 pm — 6:06 pm UA2138 United Airlines Chicago — Boston	2h 38m	Find flight from$239
4:20 pm — 7:48 pm	4:20 pm — 7:48 pm UA1677 United Airlines Chicago — Boston	2h 28m	Find flight from$167
6:00 am — 9:26 am	6:00 am — 9:26 am UA2104 United Airlines Chicago — Boston	2h 26m	Find flight from$239
6:25 pm — 9:57 pm	6:25 pm — 9:57 pm UA1989 United Airlines Chicago — Boston	2h 32m	Find flight from$129
7:27 am — 10:54 am	7:27 am — 10:54 am UA2067 United Airlines Chicago — Boston	2h 27m	Find flight from$276
7:49 pm — 11:16 pm	7:49 pm — 11:16 pm UA1129 United Airlines Chicago — Boston	2h 27m	Find flight from$202
9:20 am — 12:48 pm	9:20 am — 12:48 pm UA721 United Airlines Chicago — Boston	2h 28m	Find flight from$239
9:20 pm — 0:45 am +1 day	9:20 pm — 0:45 am UA1237 United Airlines Chicago — Boston	2h 25m	Find flight from$285
9:32 pm — 0:59 am +1 day	9:32 pm — 0:59 am UA1779 United Airlines Chicago — Boston	2h 27m	Find flight from$140
10:50 am — 11:59 pm	10:50 am — 1:49 pm UA758 United Airlines Chicago — Washington D.C. 8h 29m stop 10:18 pm — 11:59 pm UA755 United Airlines Washington D.C. — Boston	12h 9m including layover	Find flight from$287
11:14 am — 7:32 pm	11:14 am — 2:10 pm UA466 United Airlines Chicago — Washington D.C. 3h 40m stop 5:50 pm — 7:32 pm UA688 United Airlines Washington D.C. — Boston	7h 18m including layover	Find flight from$204
11:14 am — 5:34 pm	11:14 am — 2:10 pm UA466 United Airlines Chicago — Washington D.C. 1h 45m stop 3:55 pm — 5:34 pm UA1856 United Airlines Washington D.C. — Boston	5h 20m including layover	Find flight from$244
1:05 pm — 11:59 pm	1:05 pm — 4:10 pm UA1140 United Airlines Chicago — Washington D.C. 6h 8m stop 10:18 pm — 11:59 pm UA755 United Airlines Washington D.C. — Boston	9h 54m including layover	Find flight from$287
2:32 pm — 10:26 pm	2:32 pm — 6:00 pm UA2649 United Airlines Chicago — Newark 2h 59m stop 8:59 pm — 10:26 pm UA1393 United Airlines Newark — Boston	6h 54m including layover	Find flight from$251
3:40 pm — 10:26 pm	3:40 pm — 7:08 pm UA2216 United Airlines Chicago — Newark 1h 51m stop 8:59 pm — 10:26 pm UA1393 United Airlines Newark — Boston	5h 46m including layover	Find flight from$134
3:45 pm — 5:39 am +1 day	3:45 pm — 5:39 pm UA1801 United Airlines Chicago — Denver 6h 1m stop 11:40 pm — 5:39 am UA2610 United Airlines Denver — Boston	12h 54m including layover	Find flight from$326
4:25 pm — 11:59 pm	4:25 pm — 7:27 pm UA587 United Airlines Chicago — Washington D.C. 2h 52m stop 10:19 pm — 11:59 pm UA755 United Airlines Washington D.C. — Boston	6h 34m including layover	Find flight from$244
5:05 am — 5:39 am +1 day	5:05 am — 6:54 am UA2666 United Airlines Chicago — Denver 16h 46m stop 11:40 pm — 5:39 am UA2610 United Airlines Denver — Boston	23h 34m including layover	Find flight from$368
5:56 pm — 11:59 pm	5:56 pm — 8:55 pm UA2677 United Airlines Chicago — Washington D.C. 1h 23m stop 10:18 pm — 11:59 pm UA755 United Airlines Washington D.C. — Boston	5h 3m including layover	Find flight from$243
8:17 pm — 8:52 am +1 day	8:17 pm — 11:37 pm UA2362 United Airlines Chicago — Newark 8h 3m stop 7:40 am — 8:52 am UA1180 United Airlines Newark — Boston	11h 35m including layover	Find flight from$262
8:45 am — 3:54 pm	8:45 am — 12:02 pm UA782 United Airlines Chicago — Newark 2h 33m stop 2:35 pm — 3:54 pm UA1176 United Airlines Newark — Boston	6h 9m including layover	Find flight from$212

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 05/13/2025

Flight Information

There are 12 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 10:35 am to 9:50 pm. Nonstop flight is 2h 24m. The time difference between Chicago and Boston is 1h.

The fastest flight 2h 24m
Average flight time 2h 27m
The earliest flight 10:35 am
The latest flight 9:50 pm
Distance 852 ml

The cheapest months for traveling to Boston are may (from 129 $), june (from 140 $), november (from 254 $).

The cheapest flight by United Airlines that our users were able to find is $129. This airfare is economy class on one-way UA1989 flight for May 17, 2025 leaving O'Hare International in Chicago at 6:25 pm, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

List of the most popular United Airlines airplanes flying from Chicago to Boston:

Other Popular Airlines on the Route

Besides United Airlines there are other 7 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 12 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):

NK - Spirit Airlines

from $117

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AS - Alaska Airlines

from $259

Find
F9 - Frontier Airlines

from $102

Find
SY - Sun Country Airlines

from $265

Find
AY - Finnair

from $2293

Find
HA - Hawaiian Airlines

from $213

Find
G4 - Allegiant Air

from $114

Find

See more connecting flights

How to book an air ticket yourself?

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