United Airlines Chicago to Boston Flights

Return flight: Boston – Chicago

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $70 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 april: one-way - $70, two-way – $120.
Direct flights
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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 Arrival Flight Details Flight Time Price
11:08 am — 2:27 pm
11:08 am — 2:27 pm UA399 United Airlines
Chicago — Boston
2h 19m
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from$131
12:50 pm — 4:09 pm
12:50 pm — 4:09 pm UA1332 United Airlines
Chicago — Boston
2h 19m
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from$135
1:55 pm — 5:16 pm
1:55 pm — 5:16 pm UA580 United Airlines
Chicago — Boston
2h 21m
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from$110
3:35 pm — 6:56 pm
3:35 pm — 6:56 pm UA1719 United Airlines
Chicago — Boston
2h 21m
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from$99
4:00 pm — 7:21 pm
4:00 pm — 7:21 pm UA470 United Airlines
Chicago — Boston
2h 21m
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from$110
4:00 pm — 7:19 pm
4:00 pm — 7:19 pm UA2475 United Airlines
Chicago — Boston
2h 19m
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from$271
4:15 pm — 7:38 pm
4:15 pm — 7:38 pm UA2658 United Airlines
Chicago — Boston
2h 23m
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from$189
6:25 pm — 9:50 pm
6:25 pm — 9:50 pm UA1742 United Airlines
Chicago — Boston
2h 25m
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from$110
6:25 pm — 9:54 pm
6:25 pm — 9:54 pm UA715 United Airlines
Chicago — Boston
2h 29m
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from$240
6:35 pm — 9:59 pm
6:35 pm — 9:59 pm UA1989 United Airlines
Chicago — Boston
2h 24m
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from$135
7:22 am — 10:41 am
7:22 am — 10:41 am UA2454 United Airlines
Chicago — Boston
2h 19m
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from$70
7:30 am — 10:49 am
7:30 am — 10:49 am UA592 United Airlines
Chicago — Boston
2h 19m
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from$110
7:30 am — 10:56 am
7:30 am — 10:56 am UA1083 United Airlines
Chicago — Boston
2h 26m
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from$135
7:30 am — 10:49 am
7:30 am — 10:49 am UA414 United Airlines
Chicago — Boston
2h 19m
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from$271
7:46 am — 11:12 am
7:46 am — 11:12 am UA1450 United Airlines
Chicago — Boston
2h 26m
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from$265
9:15 am — 12:38 pm
9:15 am — 12:38 pm UA307 United Airlines
Chicago — Boston
2h 23m
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from$271
9:20 am — 12:45 pm
9:20 am — 12:45 pm UA217 United Airlines
Chicago — Boston
2h 25m
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from$111
9:20 am — 12:46 pm
9:20 am — 12:46 pm UA691 United Airlines
Chicago — Boston
2h 26m
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from$135
9:25 am — 12:50 pm
9:25 am — 12:50 pm UA2099 United Airlines
Chicago — Boston
2h 25m
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from$127
9:35 pm — 0:54 am
+1 day
9:35 pm — 0:54 am UA2627 United Airlines
Chicago — Boston
2h 19m
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from$126
10:51 am — 5:30 pm
10:51 am — 2:06 pm UA1753 United Airlines
Chicago — Newark
2h 9m stop
4:15 pm — 5:30 pm UA1835 United Airlines
Newark — Boston
5h 39m
including layover
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from$111
10:51 am — 4:19 pm
10:51 am — 2:06 pm UA1753 United Airlines
Chicago — Newark
58m stop
3:04 pm — 4:19 pm UA593 United Airlines
Newark — Boston
4h 28m
including layover
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from$111
11:51 am — 5:12 pm
11:51 am — 3:06 pm UA2133 United Airlines
Chicago — Newark
51m stop
4:15 pm — 5:30 pm UA1835 United Airlines
Newark — Boston
4h 21m
including layover
Find flight
from$144
12:51 pm — 6:26 pm
12:45 pm — 4:00 pm UA2238 United Airlines
Chicago — Newark
1h 3m stop
5:15 pm — 6:33 pm UA2612 United Airlines
Newark — Boston
4h 35m
including layover
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from$144
1:15 pm — 7:00 pm
1:15 pm — 4:13 pm UA2431 United Airlines
Chicago — Washington D.C.
1h 12m stop
5:25 pm — 7:00 pm UA688 United Airlines
Washington D.C. — Boston
4h 45m
including layover
Find flight
from$147
2:36 pm — 9:35 pm
2:36 pm — 5:59 pm UA2298 United Airlines
Chicago — Newark
2h 21m stop
8:20 pm — 9:35 pm UA1393 United Airlines
Newark — Boston
5h 59m
including layover
Find flight
from$111
2:36 pm — 11:17 pm
2:36 pm — 5:59 pm UA2298 United Airlines
Chicago — Newark
4h stop
9:59 pm — 11:17 pm UA1298 United Airlines
Newark — Boston
7h 41m
including layover
Find flight
from$140
3:45 pm — 9:35 pm
3:45 pm — 7:08 pm UA356 United Airlines
Chicago — Newark
1h 12m stop
8:20 pm — 9:35 pm UA1393 United Airlines
Newark — Boston
4h 50m
including layover
Find flight
from$138
4:50 pm — 11:17 pm
4:50 pm — 8:13 pm UA795 United Airlines
Chicago — Newark
1h 46m stop
9:59 pm — 11:17 pm UA1298 United Airlines
Newark — Boston
5h 27m
including layover
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from$138
5:10 pm — 11:17 pm
5:05 pm — 8:28 pm UA2419 United Airlines
Chicago — Newark
1h 26m stop
9:59 pm — 11:17 pm UA784 United Airlines
Newark — Boston
5h 7m
including layover
Find flight
from$151
5:45 am — 2:33 pm
5:45 am — 8:42 am UA2850 United Airlines
Chicago — Houston
1h 3m stop
9:45 am — 2:33 pm UA2477 United Airlines
Houston — Boston
7h 48m
including layover
Find flight
from$743
6:14 pm — 11:59 pm
6:14 pm — 9:14 pm UA210 United Airlines
Chicago — Washington D.C.
1h 8m stop
10:22 pm — 11:59 pm UA755 United Airlines
Washington D.C. — Boston
4h 45m
including layover
Find flight
from$111
8:50 am — 2:30 pm
8:50 am — 11:48 am UA2490 United Airlines
Chicago — Washington D.C.
1h 7m stop
12:55 pm — 2:30 pm UA2060 United Airlines
Washington D.C. — Boston
4h 40m
including layover
Find flight
from$147
8:57 am — 2:37 pm
8:57 am — 11:53 am UA545 United Airlines
Chicago — Washington D.C.
1h 7m stop
1:00 pm — 2:37 pm UA2060 United Airlines
Washington D.C. — Boston
4h 40m
including layover
Find flight
from$232
*Departure and arrival times are local. Last updated on 04/02/2025

Flight Information

There are 20 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 9:45 pm. Nonstop flight is 2h 19m. The time difference between Chicago and Boston is 1h.

  • The fastest flight 2h 19m
  • Average flight time 2h 22m
  • The earliest flight 10:00 am
  • The latest flight 9:45 pm
  • Distance 852 ml

The cheapest months for traveling to Boston are november (from 70 $), december (from 110 $), january (from 135 $).

The most expensive and popular months are february (from 139 $), january (from 135 $), december (from 110 $).

The cheapest flight by United Airlines that our users were able to find is $70. This airfare is economy class on one-way UA2454 flight for November 15, 2024 leaving O'Hare International in Chicago at 7:22 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 16 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 33 direct flights every day from Chicago. Airlines and fares are below:

See more direct flights

Connecting Flights

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

  • from $168
    Find
  • from $101
    Find
  • from $69
    Find
  • AA - American Airlines
    from $145
    Find
  • EI - Aer Lingus
    from $1346
    Find
  • SY - Sun Country Airlines
    from $328
    Find
  • LX - SWISS International Air Lines
    from $6580
    Find
  • G4 - Allegiant Air
    from $501
    Find
  • AS - Alaska Airlines
    from $244
    Find
  • F9 - Frontier Airlines
    from $62
    Find
  • PD - Porter Airlines
    from $312
    Find
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.

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