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 $76 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 april: one-way - $76, two-way – $130.
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
12:00 pm — 1:57 pm
12:00 pm — 1:57 pm B64521 JetBlue
Boston — Chicago
2h 57m
Find flight
from$269
1:59 pm — 3:52 pm
1:59 pm — 3:52 pm B64755 JetBlue
Boston — Chicago
2h 53m
Find flight
from$333
5:00 pm — 6:53 pm
5:00 pm — 6:53 pm B64523 JetBlue
Boston — Chicago
2h 53m
Find flight
from$76
5:25 am — 7:19 am
5:25 am — 7:19 am B64315 JetBlue
Boston — Chicago
2h 54m
Find flight
from$156
6:30 am — 8:24 am
6:30 am — 8:24 am B64308 JetBlue
Boston — Chicago
2h 54m
Find flight
from$156
8:08 pm — 10:03 pm
8:08 pm — 10:03 pm B64259 JetBlue
Boston — Chicago
2h 55m
Find flight
from$156
9:00 am — 10:58 am
9:00 am — 10:58 am B64105 JetBlue
Boston — Chicago
2h 58m
Find flight
from$76
10:00 am — 2:13 pm
10:00 am — 11:20 am B6631 JetBlue
Boston — New York
1h 9m stop
12:29 pm — 2:13 pm B64082 JetBlue
New York — Chicago
5h 13m
including layover
Find flight
from$171
10:00 am — 3:14 pm
10:00 am — 11:20 am B6631 JetBlue
Boston — New York
2h 10m stop
1:30 pm — 3:14 pm B64020 JetBlue
New York — Chicago
6h 14m
including layover
Find flight
from$217
11:19 am — 5:57 pm
11:19 am — 12:40 pm B64518 JetBlue
Boston — New York
3h 19m stop
3:59 pm — 5:57 pm B6105 JetBlue
New York — Chicago
7h 38m
including layover
Find flight
from$171
11:43 am — 5:57 pm
11:43 am — 12:59 pm B62417 JetBlue
Boston — New York
3h stop
3:59 pm — 5:57 pm B6105 JetBlue
New York — Chicago
7h 14m
including layover
Find flight
from$156
12:05 pm — 11:28 pm
12:05 pm — 2:55 pm B61149 JetBlue
Boston — Atlanta
7h 33m stop
10:28 pm — 11:28 pm F93762 Frontier Airlines
Atlanta — Chicago
12h 23m
including layover
Find flight
from$244
2:00 pm — 6:15 pm
2:00 pm — 3:23 pm B6831 JetBlue
Boston — New York
1h 6m stop
4:29 pm — 6:15 pm B64237 JetBlue
New York — Chicago
5h 15m
including layover
Find flight
from$217
2:41 pm — 7:23 pm
2:41 pm — 4:00 pm B62317 JetBlue
Boston — New York
1h 29m stop
5:29 pm — 7:23 pm B64371 JetBlue
New York — Chicago
5h 42m
including layover
Find flight
from$217
3:33 pm — 1:25 pm
+1 day
3:33 pm — 6:58 pm B61319 JetBlue
Boston — Miami
16h 2m stop
11:00 am — 1:25 pm NK3152 Spirit Airlines
Miami — Chicago
22h 52m
including layover
Find flight
from$224
3:33 pm — 8:01 pm
+1 day
3:33 pm — 6:58 pm B61319 JetBlue
Boston — Miami
22h 33m stop
5:31 pm — 8:01 pm F94242 Frontier Airlines
Miami — Chicago
29h 28m
including layover
Find flight
from$231
4:00 pm — 9:14 pm
4:00 pm — 5:27 pm B61031 JetBlue
Boston — New York
2h 3m stop
7:30 pm — 9:14 pm B64251 JetBlue
New York — Chicago
6h 14m
including layover
Find flight
from$278
4:00 pm — 8:25 pm
4:00 pm — 5:27 pm B61031 JetBlue
Boston — New York
1h 19m stop
6:46 pm — 8:25 pm B64024 JetBlue
New York — Chicago
5h 25m
including layover
Find flight
from$342
6:00 am — 11:14 am
6:00 am — 7:13 am B6231 JetBlue
Boston — New York
2h 17m stop
9:30 am — 11:14 am B64124 JetBlue
New York — Chicago
6h 14m
including layover
Find flight
from$171
7:00 am — 12:13 pm
7:00 am — 8:19 am B6331 JetBlue
Boston — New York
2h 11m stop
10:30 am — 12:13 pm B64087 JetBlue
New York — Chicago
6h 13m
including layover
Find flight
from$171
7:00 am — 11:14 am
7:00 am — 8:19 am B6331 JetBlue
Boston — New York
1h 11m stop
9:30 am — 11:14 am B64124 JetBlue
New York — Chicago
5h 14m
including layover
Find flight
from$171
8:00 am — 12:13 pm
8:00 am — 9:21 am B62431 JetBlue
Boston — New York
1h 9m stop
10:30 am — 12:13 pm B64087 JetBlue
New York — Chicago
5h 13m
including layover
Find flight
from$171
9:00 am — 2:13 pm
9:00 am — 10:19 am B6531 JetBlue
Boston — New York
2h 10m stop
12:29 pm — 2:13 pm B64082 JetBlue
New York — Chicago
6h 13m
including layover
Find flight
from$171
1:55 pm — 9:41 am
+2 days
1:55 pm — 3:25 pm B6727 JetBlue
Boston — Baltimore
24h 52m stop
4:17 pm — 5:39 pm G4257 Allegiant Air
Baltimore — Fletcher
15h 21m stop
9:00 am — 9:41 am G4221 Allegiant Air
Fletcher — Chicago
44h 46m
including layover
Find flight
from$215
*Departure and arrival times are local. Last updated on 04/19/2024

Flight Information

There are 7 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 10:00 am to 9:45 pm. Nonstop flight is 2h 53m. The time difference between Boston and Chicago is 1h.

  • The fastest flight 2h 53m
  • Average flight time 2h 54m
  • The earliest flight 10:00 am
  • The latest flight 9:45 pm
  • Distance 852 ml

The cheapest months for traveling to Chicago are april (from 76 $), may (from 156 $).

The cheapest flight by JetBlue that our users were able to find is $76. This airfare is economy class on one-way B64105 flight for April 24, 2024 leaving Logan in Boston at 9:00 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

JetBlue 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 7 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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