United Airlines Boston to Chicago Flights

Return flight: Chicago – Boston

Cheapflightsplus.com will find cheap United Airlines flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $99 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 december: one-way - $99, two-way – $170.
Direct flights
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Below is a detailed 2024 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
10:45 am — 12:41 pm
10:45 am — 12:41 pm UA1631 United Airlines
Boston — Chicago
2h 56m
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from$100
10:52 am — 12:54 pm
10:52 am — 12:54 pm UA1823 United Airlines
Boston — Chicago
3h 2m
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from$123
10:57 am — 12:55 pm
10:57 am — 12:55 pm UA267 United Airlines
Boston — Chicago
2h 58m
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from$121
12:12 pm — 2:10 pm
12:12 pm — 2:10 pm UA222 United Airlines
Boston — Chicago
2h 58m
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from$121
12:25 pm — 2:21 pm
12:25 pm — 2:21 pm UA1732 United Airlines
Boston — Chicago
2h 56m
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from$99
4:23 pm — 6:19 pm
4:23 pm — 6:19 pm UA2040 United Airlines
Boston — Chicago
2h 56m
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from$125
6:00 am — 7:56 am
6:00 am — 7:56 am UA1414 United Airlines
Boston — Chicago
2h 56m
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from$99
6:25 pm — 8:25 pm
6:25 pm — 8:25 pm UA1015 United Airlines
Boston — Chicago
3h
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from$240
6:28 pm — 8:24 pm
6:28 pm — 8:24 pm UA1134 United Airlines
Boston — Chicago
2h 56m
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from$99
7:59 pm — 9:55 pm
7:59 pm — 9:55 pm UA1783 United Airlines
Boston — Chicago
2h 56m
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from$138
9:20 am — 11:22 am
9:20 am — 11:22 am UA260 United Airlines
Boston — Chicago
3h 2m
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from$123
9:30 am — 11:26 am
9:30 am — 11:26 am UA378 United Airlines
Boston — Chicago
2h 56m
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from$100
9:30 am — 11:28 am
9:30 am — 11:28 am UA216 United Airlines
Boston — Chicago
2h 58m
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from$121
11:32 am — 3:54 pm
11:32 am — 1:01 pm UA592 United Airlines
Boston — Newark
1h 19m stop
2:20 pm — 3:54 pm UA323 United Airlines
Newark — Chicago
5h 22m
including layover
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from$184
11:32 am — 6:39 pm
11:32 am — 1:01 pm UA592 United Airlines
Boston — Newark
3h 59m stop
5:00 pm — 6:39 pm UA661 United Airlines
Newark — Chicago
8h 7m
including layover
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from$184
2:00 pm — 8:07 pm
2:00 pm — 3:37 pm UA2454 United Airlines
Boston — Newark
2h 48m stop
6:25 pm — 8:07 pm UA254 United Airlines
Newark — Chicago
7h 7m
including layover
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from$184
2:45 pm — 6:55 pm
2:45 pm — 4:28 pm UA214 United Airlines
Boston — Washington D.C.
1h 8m stop
5:36 pm — 6:55 pm UA1117 United Airlines
Washington D.C. — Chicago
5h 10m
including layover
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from$131
3:57 pm — 11:00 pm
3:57 pm — 5:30 pm UA1977 United Airlines
Boston — Newark
3h 59m stop
9:29 pm — 11:00 pm UA1308 United Airlines
Newark — Chicago
8h 3m
including layover
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from$184
3:57 pm — 8:07 pm
3:57 pm — 5:30 pm UA1977 United Airlines
Boston — Newark
55m stop
6:25 pm — 8:07 pm UA254 United Airlines
Newark — Chicago
5h 10m
including layover
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from$184
4:09 pm — 10:03 pm
4:09 pm — 5:47 pm UA1296 United Airlines
Boston — Newark
2h 33m stop
8:20 pm — 10:03 pm UA546 United Airlines
Newark — Chicago
6h 54m
including layover
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from$253
5:45 am — 9:44 am
5:45 am — 7:31 am UA1734 United Airlines
Boston — Washington D.C.
54m stop
8:25 am — 9:44 am UA2440 United Airlines
Washington D.C. — Chicago
4h 59m
including layover
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from$131
5:50 pm — 10:57 pm
5:25 pm — 7:00 pm UA1606 United Airlines
Boston — Newark
2h 9m stop
9:29 pm — 11:00 pm UA1308 United Airlines
Newark — Chicago
6h 7m
including layover
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from$131
7:10 am — 1:10 pm
7:10 am — 8:38 am UA570 United Airlines
Boston — Newark
2h 54m stop
11:32 am — 1:10 pm UA510 United Airlines
Newark — Chicago
7h
including layover
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from$131
7:10 am — 11:38 am
7:30 am — 8:58 am UA570 United Airlines
Boston — Newark
1h 23m stop
10:30 am — 12:04 pm UA1525 United Airlines
Newark — Chicago
5h 28m
including layover
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from$132
8:36 am — 2:40 pm
8:36 am — 10:00 am UA515 United Airlines
Boston — Newark
2h 58m stop
12:58 pm — 2:40 pm UA1946 United Airlines
Newark — Chicago
7h 4m
including layover
Find flight
from$181
*Departure and arrival times are local. Last updated on 11/21/2024

Flight Information

There are 13 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 10:03 am to 9:38 am. Nonstop flight is 2h 56m. The time difference between Boston and Chicago is 1h.

  • The fastest flight 2h 56m
  • Average flight time 2h 56m
  • The earliest flight 10:03 am
  • The latest flight 9:38 am
  • Distance 852 ml

The cheapest months for traveling to Chicago are november (from 63 $), december (from 99 $), january (from 121 $).

The most expensive and popular months are february (from 121 $), january (from 121 $), december (from 99 $).

The cheapest flight by United Airlines that our users were able to find is $99. This airfare is economy class on one-way UA1134 flight for December 14, 2024 leaving Logan in Boston at 6:28 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 9 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 13 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):

  • from $213
    Find
  • from $275
    Find
  • from $56
    Find
  • F9 - Frontier Airlines
    from $59
    Find
  • OS - Austrian Airlines
    from $6253
    Find
  • TK - Turkish Airlines
    from $1895
    Find
  • TP - TAP Portugal
    from $1049
    Find
  • LX - SWISS International Air Lines
    from $5899
    Find
  • TS - Air Transat
    from $326
    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.

    To find a plane ticket, please select dates.

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