Spirit Airlines Boston to Chicago Flights

Return flight: Chicago – Boston

Cheapflightsplus.com will find cheap Spirit Airlines flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $59 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Spirit Airlines, arrivals and departure details below.

Find Cheap Airfare Boston (MA) — Chicago (IL) by Spirit 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 january: one-way - $59, two-way – $101.
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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
11:26 am — 10:51 pm
11:26 am — 3:03 pm NK2975 Spirit Airlines
Boston — Miami
5h 27m stop
8:30 pm — 10:51 pm NK718 Spirit Airlines
Miami — Chicago
12h 25m
including layover
Find flight
from$59
11:26 am — 8:13 pm
11:26 am — 3:03 pm NK2975 Spirit Airlines
Boston — Miami
2h 47m stop
5:50 pm — 8:13 pm NK19 Spirit Airlines
Miami — Chicago
9h 47m
including layover
Find flight
from$59
6:00 am — 4:08 pm
6:00 am — 9:32 am NK2990 Spirit Airlines
Boston — Orlando
4h 25m stop
1:57 pm — 4:08 pm NK223 Spirit Airlines
Orlando — Chicago
11h 8m
including layover
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from$59
9:35 am — 4:52 pm
9:35 am — 12:50 pm NK1849 Spirit Airlines
Boston — Orlando
1h 55m stop
2:45 pm — 4:52 pm NK506 Spirit Airlines
Orlando — Chicago
8h 17m
including layover
Find flight
from$272
10:00 am — 10:51 pm
10:00 am — 1:29 pm NK793 Spirit Airlines
Boston — Orlando
4h 36m stop
6:05 pm — 7:19 pm NK359 Spirit Airlines
Orlando — Miami
1h 11m stop
8:30 pm — 10:51 pm NK718 Spirit Airlines
Miami — Chicago
13h 51m
including layover
Find flight
from$148
10:08 am — 10:55 pm
10:08 am — 12:22 pm NK1367 Spirit Airlines
Boston — Detroit
5h 54m stop
6:16 pm — 8:00 pm NK229 Spirit Airlines
Detroit — New York
1h 15m stop
9:15 pm — 10:55 pm NK225 Spirit Airlines
New York — Chicago
13h 47m
including layover
Find flight
from$149
12:00 pm — 7:18 am
+1 day
12:00 pm — 2:55 pm NK1372 Spirit Airlines
Boston — New Orleans
4h 21m stop
7:16 pm — 10:06 pm NK725 Spirit Airlines
New Orleans — Orlando
7h 4m stop
5:10 am — 7:18 am NK1683 Spirit Airlines
Orlando — Chicago
20h 18m
including layover
Find flight
from$140
12:00 pm — 9:52 am
+1 day
12:00 pm — 2:55 pm NK1372 Spirit Airlines
Boston — New Orleans
5h 43m stop
8:38 pm — 11:30 pm NK402 Spirit Airlines
New Orleans — Miami
8h stop
7:30 am — 9:52 am NK1986 Spirit Airlines
Miami — Chicago
22h 52m
including layover
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from$140
1:07 pm — 1:13 am
+1 day
1:07 pm — 4:22 pm NK643 Spirit Airlines
Boston — Orlando
2h 41m stop
7:03 pm — 8:58 pm NK1096 Spirit Airlines
Orlando — Dallas
2h 1m stop
10:59 pm — 1:13 am NK828 Spirit Airlines
Dallas — Chicago
13h 6m
including layover
Find flight
from$399
3:15 pm — 1:13 am
+1 day
3:15 pm — 5:15 pm NK2328 Spirit Airlines
Boston — Detroit
1h 27m stop
6:42 pm — 8:32 pm NK1020 Spirit Airlines
Detroit — Dallas
2h 27m stop
10:59 pm — 1:13 am NK828 Spirit Airlines
Dallas — Chicago
10h 58m
including layover
Find flight
from$174
4:20 pm — 7:18 am
+1 day
4:20 pm — 5:57 pm NK1376 Spirit Airlines
Boston — Baltimore
2h 36m stop
8:33 pm — 11:09 pm NK1625 Spirit Airlines
Baltimore — Orlando
6h 1m stop
5:10 am — 7:18 am NK1683 Spirit Airlines
Orlando — Chicago
15h 58m
including layover
Find flight
from$202
4:25 pm — 9:52 am
+1 day
4:25 pm — 7:35 pm NK1363 Spirit Airlines
Boston — Atlanta
2h 17m stop
9:52 pm — 11:48 pm NK501 Spirit Airlines
Atlanta — Miami
7h 42m stop
7:30 am — 9:52 am NK1986 Spirit Airlines
Miami — Chicago
18h 27m
including layover
Find flight
from$97
6:00 am — 10:55 pm
6:00 am — 9:32 am NK2990 Spirit Airlines
Boston — Orlando
2h 28m stop
12:00 pm — 2:37 pm NK204 Spirit Airlines
Orlando — New York
6h 38m stop
9:15 pm — 10:55 pm NK225 Spirit Airlines
New York — Chicago
17h 55m
including layover
Find flight
from$83
7:00 am — 10:52 pm
7:00 am — 10:30 am NK1923 Spirit Airlines
Boston — Miami
2h 32m stop
1:02 pm — 4:13 pm NK671 Spirit Airlines
Miami — Newark
5h 2m stop
9:15 pm — 10:52 pm NK329 Spirit Airlines
Newark — Chicago
16h 52m
including layover
Find flight
from$308
9:35 am — 10:52 pm
9:35 am — 12:50 pm NK1849 Spirit Airlines
Boston — Orlando
2h 46m stop
3:36 pm — 6:26 pm NK994 Spirit Airlines
Orlando — Newark
2h 49m stop
9:15 pm — 10:52 pm NK329 Spirit Airlines
Newark — Chicago
14h 17m
including layover
Find flight
from$308
*Departure and arrival times are local. Last updated on 01/15/2025

Flight Information

There are 35 flights by Spirit 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 9:35 am. Nonstop flight is 7h 55m. The time difference between Boston and Chicago is 1h.

  • The fastest flight 7h 55m
  • Average flight time 14h 14m
  • The earliest flight 10:00 am
  • The latest flight 9:35 am
  • Distance 852 ml

The cheapest months for traveling to Chicago are january (from 59 $), february (from 83 $).

The cheapest flight by Spirit Airlines that our users were able to find is $59. This airfare is economy class on one-way NK2975 flight for January 22, 2025 leaving Logan in Boston at 11:26 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Spirit Airlines there are other 5 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 6 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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