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 $150 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 march: one-way - $150, two-way – $257.
Direct flights
  • Check to choose departure date Check to choose departure date
Check prices for return flight
Find flights
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
10:50 am — 8:40 pm
10:50 am — 2:05 pm NK637 Spirit Airlines
Boston — Miami
4h 15m stop
6:20 pm — 8:40 pm NK3 Spirit Airlines
Miami — Chicago
10h 50m
including layover
Find flight
from$283
11:06 am — 10:52 pm
11:06 am — 2:21 pm NK2071 Spirit Airlines
Boston — Orlando
1h 15m 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
12h 46m
including layover
Find flight
from$320
11:06 am — 10:52 pm
11:06 am — 2:21 pm NK2071 Spirit Airlines
Boston — Orlando
2h 28m stop
4:49 pm — 7:39 pm NK916 Spirit Airlines
Orlando — Newark
1h 36m stop
9:15 pm — 10:52 pm NK329 Spirit Airlines
Newark — Chicago
12h 46m
including layover
Find flight
from$324
12:09 pm — 8:40 pm
12:09 pm — 3:30 pm NK2887 Spirit Airlines
Boston — Miami
2h 50m stop
6:20 pm — 8:40 pm NK3 Spirit Airlines
Miami — Chicago
9h 31m
including layover
Find flight
from$283
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$415
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$181
6:00 am — 10:52 pm
6:00 am — 8:57 am NK1179 Spirit Airlines
Boston — Atlanta
4h 48m stop
1:45 pm — 4:15 pm NK841 Spirit Airlines
Atlanta — Newark
5h stop
9:15 pm — 10:52 pm NK329 Spirit Airlines
Newark — Chicago
17h 52m
including layover
Find flight
from$150
6:00 am — 1:13 am
+1 day
6:00 am — 8:57 am NK1179 Spirit Airlines
Boston — Atlanta
6h 9m stop
3:06 pm — 4:31 pm NK827 Spirit Airlines
Atlanta — Dallas
6h 28m stop
10:59 pm — 1:13 am NK828 Spirit Airlines
Dallas — Chicago
20h 13m
including layover
Find flight
from$150
6:00 am — 7:11 pm
6:00 am — 8:57 am NK1179 Spirit Airlines
Boston — Atlanta
1h stop
9:57 am — 12:11 pm NK741 Spirit Airlines
Atlanta — New York
5h 29m stop
5:40 pm — 7:11 pm NK918 Spirit Airlines
New York — Chicago
14h 11m
including layover
Find flight
from$193
6:00 am — 12:55 pm
6:00 am — 8:57 am NK1179 Spirit Airlines
Boston — Atlanta
1h 38m stop
10:35 am — 10:35 am KG5872 Aerogaviota
Atlanta — Jackson
40m stop
11:15 am — 12:55 pm KG5880 Aerogaviota
Jackson — Chicago
7h 55m
including layover
Find flight
from$195
6:00 am — 8:40 pm
6:00 am — 7:33 am NK2072 Spirit Airlines
Boston — Baltimore
4h 42m stop
12:15 pm — 2:53 pm NK223 Spirit Airlines
Baltimore — Miami
3h 27m stop
6:20 pm — 8:40 pm NK3 Spirit Airlines
Miami — Chicago
15h 40m
including layover
Find flight
from$205
6:00 am — 3:57 pm
6:00 am — 7:33 am NK2072 Spirit Airlines
Boston — Baltimore
1h 27m stop
9:00 am — 11:37 am NK1185 Spirit Airlines
Baltimore — Miami
2h 3m stop
1:40 pm — 3:57 pm NK327 Spirit Airlines
Miami — Chicago
10h 57m
including layover
Find flight
from$237
6:00 am — 8:40 pm
6:00 am — 7:33 am NK2072 Spirit Airlines
Boston — Baltimore
1h 27m stop
9:00 am — 11:37 am NK1185 Spirit Airlines
Baltimore — Miami
6h 43m stop
6:20 pm — 8:40 pm NK3 Spirit Airlines
Miami — Chicago
15h 40m
including layover
Find flight
from$237
6:10 am — 3:57 pm
6:10 am — 9:32 am NK296 Spirit Airlines
Boston — Miami
4h 8m stop
1:40 pm — 3:57 pm NK327 Spirit Airlines
Miami — Chicago
10h 47m
including layover
Find flight
from$283
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$320
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$283
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$320
9:35 am — 10:52 pm
9:35 am — 12:50 pm NK1849 Spirit Airlines
Boston — Orlando
3h 59m stop
4:49 pm — 7:39 pm NK916 Spirit Airlines
Orlando — Newark
1h 36m stop
9:15 pm — 10:52 pm NK329 Spirit Airlines
Newark — Chicago
14h 17m
including layover
Find flight
from$324
*Departure and arrival times are local. Last updated on 02/23/2025

Flight Information

There are 19 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 10:50 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 12h 56m
  • The earliest flight 10:50 am
  • The latest flight 9:35 am
  • Distance 852 ml

The cheapest months for traveling to Chicago are february (from 150 $).

The cheapest flight by Spirit Airlines that our users were able to find is $150. This airfare is economy class on one-way NK1179 flight for February 21, 2025 leaving Logan in Boston at 6:00 am, it includes all taxes and additional fees.

Find same flight?

Other Popular Airlines on the Route

Besides Spirit Airlines there are other 1 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 1 direct flights every day from Boston. Airlines and fares are below:

See more direct flights

Connecting Flights

List of flights with layovers (1 and more stops):

See more connecting flights

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.

Back