United Airlines Boston to Chicago Flights

Return flight: Chicago – Boston
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Cheapflightsplus.com will find cheap United Airlines flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $126 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 may: one-way - $126, two-way – $216.
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Cheap Flights from Boston to Chicago by United Airlines

Look at the list of plane tickets for the most popular direct flights by United Airlines, their prices start from $126. The fastest nonstop flight takes 2h 56m. There’re no connecting flights.
Price Departure Arrival Flight Time Airline Flight
from $126
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7:59 pm
Boston
Logan
 9:55 pm
Chicago
O'Hare International
 2h 56m United Airlines
UA1783
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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 05/16/2025
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
7:59 pm — 9:55 pm
7:59 pm — 9:55 pm UA1783 United Airlines
Boston — Chicago
2h 56m
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from$126
*Departure and arrival times are local. Last updated on 05/16/2025

Flight Information

There is 1 flight 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 7:59 pm to 7:59 pm. 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 7:59 pm
  • The latest flight 7:59 pm
  • Distance 852 ml

The cheapest months for traveling to Chicago are may (from 168 $), november (from 203 $).

The cheapest flight by United Airlines that our users were able to find is $126. This airfare is economy class on one-way UA1783 flight for May 21, 2025 leaving Logan in Boston at 7:59 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 Boston to Chicago:

  • Boeing 737-900
    from $126
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Other Popular Airlines on the Route

United Airlines is the only airline which provides flights on the route Boston — Chicago. To choose the best flight cost and time we advise to get acquainted with its schedule and prices.

Nonstop flights

There are 1 direct flights every day from Boston. Airlines and fares are below:

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Connecting Flights

There’re no flights with layovers. Try direct flights or departure from nearby cities.

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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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