JetBlue Boston to Chicago Flights

Cheapflightsplus.com will find cheap JetBlue flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $54 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of JetBlue, arrivals and departure details below.

Find Cheap Airfare Boston (MA) — Chicago (IL) by JetBlue

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 january: one-way - $54, two-way – $93.
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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
2:14 pm — 4:08 pm
2:14 pm — 4:08 pm B6611 JetBlue
Boston — Chicago
2h 54m
Find flight
from$129
6:00 am — 8:06 am
6:00 am — 8:06 am B6311 JetBlue
Boston — Chicago
3h 6m
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from$54
12:45 pm — 10:06 pm
12:45 pm — 2:05 pm B6631 JetBlue
Boston — New York
6h 24m stop
8:29 pm — 10:06 pm NK3386 Spirit Airlines
New York — Chicago
10h 21m
including layover
Find flight
from$96
12:45 pm — 8:33 pm
12:45 pm — 2:05 pm B6631 JetBlue
Boston — New York
4h 45m stop
6:50 pm — 8:33 pm AA1263 American Airlines
New York — Chicago
8h 48m
including layover
Find flight
from$141
2:00 pm — 10:06 pm
2:00 pm — 3:18 pm B6731 JetBlue
Boston — New York
5h 11m stop
8:29 pm — 10:06 pm NK3386 Spirit Airlines
New York — Chicago
9h 6m
including layover
Find flight
from$96
3:30 pm — 10:06 pm
3:30 pm — 4:50 pm B6931 JetBlue
Boston — New York
3h 39m stop
8:29 pm — 10:06 pm NK3386 Spirit Airlines
New York — Chicago
7h 36m
including layover
Find flight
from$96
3:30 pm — 8:33 pm
3:30 pm — 4:50 pm B6931 JetBlue
Boston — New York
2h stop
6:50 pm — 8:33 pm AA1263 American Airlines
New York — Chicago
6h 3m
including layover
Find flight
from$141
5:01 am — 9:03 am
5:01 am — 6:22 am B62317 JetBlue
Boston — New York
52m stop
7:14 am — 9:03 am B61105 JetBlue
New York — Chicago
5h 2m
including layover
Find flight
from$71
5:01 am — 10:59 am
5:01 am — 6:22 am B62317 JetBlue
Boston — New York
2h 38m stop
9:00 am — 10:59 am AA2819 American Airlines
New York — Chicago
6h 58m
including layover
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from$160
6:10 am — 5:35 pm
6:10 am — 7:29 am B6217 JetBlue
Boston — New York
8h 21m stop
3:50 pm — 5:35 pm AA532 American Airlines
New York — Chicago
12h 25m
including layover
Find flight
from$169
7:00 am — 1:35 pm
7:00 am — 8:37 am B6159 JetBlue
Boston — Philadelphia
3h 38m stop
12:15 pm — 1:35 pm UA539 United Airlines
Philadelphia — Chicago
7h 35m
including layover
Find flight
from$222
7:55 pm — 9:03 am
+1 day
7:55 pm — 9:22 pm B6817 JetBlue
Boston — New York
9h 52m stop
7:14 am — 9:03 am B61105 JetBlue
New York — Chicago
14h 8m
including layover
Find flight
from$204
8:59 am — 10:06 pm
8:59 am — 10:17 am B62431 JetBlue
Boston — New York
10h 12m stop
8:29 pm — 10:06 pm NK3386 Spirit Airlines
New York — Chicago
14h 7m
including layover
Find flight
from$131
8:59 am — 4:12 pm
8:59 am — 10:17 am B62431 JetBlue
Boston — New York
4h 13m stop
2:30 pm — 4:12 pm AA1689 American Airlines
New York — Chicago
8h 13m
including layover
Find flight
from$176
9:46 am — 5:35 pm
9:46 am — 11:00 am B6617 JetBlue
Boston — New York
4h 50m stop
3:50 pm — 5:35 pm AA532 American Airlines
New York — Chicago
8h 49m
including layover
Find flight
from$169
9:46 am — 9:03 am
+1 day
9:46 am — 11:00 am B6617 JetBlue
Boston — New York
20h 14m stop
7:14 am — 9:03 am B61105 JetBlue
New York — Chicago
24h 17m
including layover
Find flight
from$204
*Departure and arrival times are local. Last updated on 01/15/2025

Flight Information

There are 2 flights by JetBlue 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 12:45 pm to 9:46 am. Nonstop flight is 2h 54m. The time difference between Boston and Chicago is 1h.

  • The fastest flight 2h 54m
  • Average flight time 3h
  • The earliest flight 12:45 pm
  • The latest flight 9:46 am
  • Distance 852 ml

The cheapest months for traveling to Chicago are november (from 54 $).

The cheapest flight by JetBlue that our users were able to find is $54. This airfare is economy class on one-way B6311 flight for November 12, 2024 leaving Logan in Boston at 6:00 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides JetBlue there are other 6 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 8 direct flights every day from Boston. 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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