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 $122 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 december: one-way - $122, two-way – $209.
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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
4:00 pm — 7:19 pm
4:00 pm — 7:19 pm UA2475 United Airlines
Chicago — Boston
2h 19m
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from$244
4:15 pm — 7:38 pm
4:15 pm — 7:38 pm UA2658 United Airlines
Chicago — Boston
2h 23m
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from$171
6:35 pm — 9:59 pm
6:35 pm — 9:59 pm UA1989 United Airlines
Chicago — Boston
2h 24m
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from$122
7:30 am — 10:56 am
7:30 am — 10:56 am UA1083 United Airlines
Chicago — Boston
2h 26m
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from$122
7:30 am — 10:49 am
7:30 am — 10:49 am UA414 United Airlines
Chicago — Boston
2h 19m
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from$244
9:15 am — 12:38 pm
9:15 am — 12:38 pm UA307 United Airlines
Chicago — Boston
2h 23m
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from$244
9:20 am — 12:46 pm
9:20 am — 12:46 pm UA691 United Airlines
Chicago — Boston
2h 26m
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from$122
10:50 am — 6:26 pm
10:51 am — 2:09 pm UA2091 United Airlines
Chicago — Newark
3h 4m stop
5:15 pm — 6:30 pm UA2612 United Airlines
Newark — Boston
6h 36m
including layover
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from$133
10:50 am — 5:12 pm
10:50 am — 2:06 pm UA2091 United Airlines
Chicago — Newark
1h 54m stop
4:00 pm — 5:12 pm UA1835 United Airlines
Newark — Boston
5h 22m
including layover
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from$133
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
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from$133
11:51 am — 8:46 pm
11:51 am — 3:06 pm UA2133 United Airlines
Chicago — Newark
4h 21m stop
8:20 pm — 9:35 pm UA1393 United Airlines
Newark — Boston
7h 55m
including layover
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from$212
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$133
12:51 pm — 8:46 pm
12:45 pm — 4:00 pm UA2238 United Airlines
Chicago — Newark
3h 23m stop
8:20 pm — 9:35 pm UA1393 United Airlines
Newark — Boston
6h 55m
including layover
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from$133
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
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from$133
1:15 pm — 11:59 pm
1:15 pm — 4:13 pm UA2431 United Airlines
Chicago — Washington D.C.
6h 11m stop
10:24 pm — 11:59 pm UA755 United Airlines
Washington D.C. — Boston
9h 44m
including layover
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from$275
2:15 pm — 8:46 pm
2:15 pm — 5:30 pm UA2115 United Airlines
Chicago — Newark
2h stop
7:30 pm — 8:46 pm UA1393 United Airlines
Newark — Boston
5h 31m
including layover
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from$133
3:15 pm — 8:46 pm
3:15 pm — 6:31 pm UA2649 United Airlines
Chicago — Newark
59m stop
7:30 pm — 8:46 pm UA1393 United Airlines
Newark — Boston
4h 31m
including layover
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from$133
3:51 pm — 11:59 pm
3:51 pm — 6:43 pm UA2451 United Airlines
Chicago — Washington D.C.
3h 41m stop
10:24 pm — 11:59 pm UA755 United Airlines
Washington D.C. — Boston
7h 8m
including layover
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from$133
4:08 pm — 9:36 pm
4:08 pm — 7:23 pm UA795 United Airlines
Chicago — Newark
57m stop
8:20 pm — 9:36 pm UA1393 United Airlines
Newark — Boston
4h 28m
including layover
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from$134
6:14 pm — 11:59 pm
6:08 pm — 9:00 pm UA444 United Airlines
Chicago — Washington D.C.
1h 15m stop
10:24 pm — 11:59 pm UA755 United Airlines
Washington D.C. — Boston
4h 45m
including layover
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from$133
7:10 am — 2:07 pm
7:10 am — 10:25 am UA563 United Airlines
Chicago — Newark
2h 30m stop
12:55 pm — 2:07 pm UA1598 United Airlines
Newark — Boston
5h 57m
including layover
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from$133
8:15 pm — 9:50 am
+1 day
8:15 pm — 11:28 pm UA1655 United Airlines
Chicago — Newark
9h 4m stop
8:32 am — 9:50 am UA559 United Airlines
Newark — Boston
12h 35m
including layover
Find flight
from$272
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
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from$133
9:10 am — 3:41 pm
9:10 am — 12:28 pm UA2462 United Airlines
Chicago — Newark
2h 2m stop
2:30 pm — 3:41 pm UA2144 United Airlines
Newark — Boston
5h 31m
including layover
Find flight
from$133
2:25 pm — 9:36 pm
2:25 pm — 4:50 pm UA576 United Airlines
Chicago — Detroit
50m stop
5:40 pm — 7:24 pm UA4411 United Airlines
Detroit — Newark
56m stop
8:20 pm — 9:36 pm UA1393 United Airlines
Newark — Boston
6h 11m
including layover
Find flight
from$465
*Departure and arrival times are local. Last updated on 12/21/2024

Flight Information

There are 7 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 9:45 pm. Nonstop flight is 2h 19m. The time difference between Chicago and Boston is 1h.

  • The fastest flight 2h 19m
  • Average flight time 2h 23m
  • The earliest flight 10:35 am
  • The latest flight 9:45 pm
  • Distance 852 ml

The cheapest months for traveling to Boston are january (from 122 $), february (from 125 $), november (from 131 $).

The most expensive and popular months are december (from 137 $), november (from 131 $), february (from 125 $).

The cheapest flight by United Airlines that our users were able to find is $122. This airfare is economy class on one-way UA1989 flight for January 22, 2025 leaving O'Hare International in Chicago at 6:35 pm, it includes all taxes and additional fees.

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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 7 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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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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