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 $35 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 april: one-way - $35, two-way – $60.
Direct flights
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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 and connecting flights by United Airlines, their prices start from $35. The fastest nonstop flight takes 2h 41m. The fastest connecting flight — 4h 17m.
| Price | Departure | Arrival | Flight Time | Airline | Flight |
|---|---|---|---|---|---|
| from $35 | 3:00 pm Boston Logan | 4:50 pm Chicago O'Hare International | 2h 50m | United Airlines | UA2283 |
| from $35 | 6:27 pm Boston Logan | 8:10 pm Chicago O'Hare International | 2h 43m | United Airlines | UA1141 |
| from $35 | 10:20 am Boston Logan | 12:04 pm Chicago O'Hare International | 2h 44m | United Airlines | UA1251 |
| from $35 | 4:30 pm Boston Logan | 6:17 pm Chicago O'Hare International | 2h 47m | United Airlines | UA503 |
| from $35 | 7:02 am Boston Logan | 9:02 am Chicago O'Hare International | 3h 0m | United Airlines | UA449 |
| from $35 | 5:00 am Boston Logan | 6:53 am Chicago O'Hare International | 2h 53m | United Airlines | UA774 |
| | |||||
| from $35 | 8:31 am Boston Logan | 10:13 am Chicago O'Hare International | 2h 42m | United Airlines | UA775 |
| from $35 | 8:15 pm Boston Logan | 10:05 pm Chicago O'Hare International | 2h 50m | United Airlines | UA789 |
| from $35 | 6:30 am Boston Logan | 8:14 am Chicago O'Hare International | 2h 44m | United Airlines | UA447 |
| from $35 | 5:00 pm Boston Logan | 6:49 pm Chicago O'Hare International | 2h 49m | United Airlines | UA2498 |
| from $41 | 6:00 am Boston Logan | 9:17 am Chicago O'Hare International | 4h 17m layover 0h 41m - Washington D.C. | United Airlines | UA389 UA2483 |
| from $41 | 10:07 am Boston Logan | 1:42 pm Chicago O'Hare International | 4h 35m layover 0h 51m - Washington D.C. | United Airlines | UA525 UA221 |
Show All Flights
*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 03/29/2023
United Airlines Flight Schedule Boston to Chicago
Below is a detailed 2023 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 |
|---|---|---|---|---|
|
10:20 am — 12:04 pm
|
10:20 am — 12:04 pm
UA1251
United Airlines
Boston — Chicago
|
2h 44m |
Find flight
from$35 |
|
|
12:00 pm — 1:50 pm
|
12:00 pm — 1:50 pm
UA1564
United Airlines
Boston — Chicago
|
2h 50m |
Find flight
from$241 |
|
|
1:01 pm — 2:51 pm
|
1:01 pm — 2:51 pm
UA1564
United Airlines
Boston — Chicago
|
2h 50m |
Find flight
from$298 |
|
|
3:00 pm — 4:50 pm
|
3:00 pm — 4:50 pm
UA2283
United Airlines
Boston — Chicago
|
2h 50m |
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from$35 |
|
|
4:30 pm — 6:17 pm
|
4:30 pm — 6:17 pm
UA503
United Airlines
Boston — Chicago
|
2h 47m |
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from$35 |
|
|
5:00 am — 6:53 am
|
5:00 am — 6:53 am
UA774
United Airlines
Boston — Chicago
|
2h 53m |
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from$35 |
|
|
6:27 pm — 8:10 pm
|
6:27 pm — 8:10 pm
UA1141
United Airlines
Boston — Chicago
|
2h 43m |
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from$35 |
|
|
7:02 am — 9:02 am
|
7:02 am — 9:02 am
UA449
United Airlines
Boston — Chicago
|
3h |
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from$35 |
|
|
8:31 am — 10:13 am
|
8:31 am — 10:13 am
UA775
United Airlines
Boston — Chicago
|
2h 42m |
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from$35 |
|
|
9:45 am — 11:43 am
|
9:45 am — 11:43 am
UA273
United Airlines
Boston — Chicago
|
2h 58m |
Find flight
from$188 |
|
|
10:07 am — 3:57 pm
|
10:07 am — 11:44 am
UA525
United Airlines
Boston — Washington D.C.
3h 1m stop
2:45 pm — 3:57 pm
UA5409
United Airlines
Washington D.C. — Chicago
|
6h 50m including layover |
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from$41 |
|
|
11:00 am — 5:46 pm
|
11:00 am — 12:25 pm
UA2394
United Airlines
Boston — Newark
3h 34m stop
3:59 pm — 5:46 pm
UA1608
United Airlines
Newark — Chicago
|
7h 46m including layover |
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from$41 |
|
|
12:00 pm — 4:46 pm
|
12:00 pm — 1:38 pm
UA249
United Airlines
Boston — Newark
1h 21m stop
2:59 pm — 4:46 pm
UA2193
United Airlines
Newark — Chicago
|
5h 46m including layover |
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from$41 |
|
|
1:55 pm — 10:50 pm
|
1:55 pm — 5:03 pm
UA619
United Airlines
Boston — Houston
3h 2m stop
8:05 pm — 10:50 pm
UA2131
United Airlines
Houston — Chicago
|
9h 55m including layover |
Find flight
from$493 |
|
|
2:00 pm — 6:46 pm
|
2:00 pm — 3:38 pm
UA2248
United Airlines
Boston — Newark
1h 21m stop
4:59 pm — 6:46 pm
UA1180
United Airlines
Newark — Chicago
|
5h 46m including layover |
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from$41 |
|
|
3:10 pm — 6:55 pm
|
3:10 pm — 4:50 pm
UA216
United Airlines
Boston — Washington D.C.
53m stop
5:43 pm — 6:55 pm
UA210
United Airlines
Washington D.C. — Chicago
|
4h 45m including layover |
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from$41 |
|
|
4:00 pm — 8:10 pm
|
4:00 pm — 5:20 pm
UA3651
United Airlines
Boston — Newark
1h 15m stop
6:35 pm — 8:10 pm
UA1601
United Airlines
Newark — Chicago
|
5h 10m including layover |
Find flight
from$41 |
|
|
5:45 am — 7:15 am
+1 day
|
5:45 am — 7:08 am
UA601
United Airlines
Boston — Newark
22h 22m stop
5:30 am — 7:15 am
AA2485
American Airlines
Newark — Chicago
|
26h 30m including layover |
Find flight
from$333 |
|
|
6:00 am — 11:56 am
|
6:00 am — 7:34 am
UA389
United Airlines
Boston — Washington D.C.
3h 11m stop
10:45 am — 11:56 am
UA330
United Airlines
Washington D.C. — Chicago
|
6h 56m including layover |
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from$41 |
|
|
7:00 am — 11:58 am
|
7:00 am — 8:20 am
UA2180
United Airlines
Boston — Newark
1h 53m stop
10:13 am — 11:58 am
UA2075
United Airlines
Newark — Chicago
|
5h 58m including layover |
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from$41 |
|
|
8:00 am — 12:21 pm
|
8:00 am — 9:42 am
UA1157
United Airlines
Boston — Washington D.C.
1h 33m stop
11:15 am — 12:21 pm
UA285
United Airlines
Washington D.C. — Chicago
|
5h 21m including layover |
Find flight
from$41 |
|
|
9:40 am — 1:42 pm
|
9:40 am — 11:15 am
UA1157
United Airlines
Boston — Washington D.C.
1h 20m stop
12:35 pm — 1:42 pm
UA221
United Airlines
Washington D.C. — Chicago
|
5h 2m including layover |
Find flight
from$41 |
|
*Departure and arrival times are local. Last updated on 03/29/2023
Flight Information
There are 26 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 10:00 am to 9:45 am. Nonstop flight is 2h 41m. The time difference between Boston and Chicago is 1h.
- The fastest flight 2h 41m
- Average flight time 2h 50m
- The earliest flight 10:00 am
- The latest flight 9:45 am
- Distance 852 ml
The cheapest flight by United Airlines that our users were able to find is $35. This airfare is economy class on one-way UA2283 flight for October 29, 2020 leaving Logan in Boston at 3:00 pm, it includes all taxes and additional fees.
United Airlines Airplanes on the Route
List of the most popular United Airlines airplanes flying from Boston to Chicago:
- Boeing 737-800from $35Find
- Boeing 737-900from $35Find
- Airbus A320-100/200from $35Find
- Airbus A320from $35Find
- Airbus A319from $41Find
- Boeing 737-700from $41Find
- Boeing 757-300from $426Find
- Boeing 737 MAX 9from $434Find
- Boeing 737 MAX 9 paxfrom $434Find
Other Popular Airlines on the Route
Besides United Airlines there are other 12 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 119 direct flights every day from Boston. Airlines and fares are below:
- from $42Find
- from $30Find
- from $62Find
- from $53Find
- from $24Find
See more direct flights
Connecting Flights
List of flights with layovers (1 and more stops):
- from $65Find
- from $655Find
- from $47Find
- from $842Find
- from $55Find
- from $338Find
- from $66Find
- from $35Find
- 4B - Aviastar-TUfrom $384Find
- F9 - Frontier Airlinesfrom $81Find
- TK - Turkish Airlinesfrom $1511Find
See more connecting flights
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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