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 $56 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 december: one-way - $56, two-way – $96.
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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
10:34 am — 9:07 pm
10:23 am — 1:52 pm NK1988 Spirit Airlines
Boston — Miami
4h 39m stop
6:45 pm — 9:08 pm NK7 Spirit Airlines
Miami — Chicago
11h 33m
including layover
Find flight
from$56
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$62
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$62
12:00 pm — 8:15 pm
11:30 am — 2:57 pm NK2071 Spirit Airlines
Boston — Orlando
2h 45m stop
6:05 pm — 8:15 pm NK1147 Spirit Airlines
Orlando — Chicago
9h 15m
including layover
Find flight
from$56
12:35 pm — 9:07 pm
12:11 pm — 3:39 pm NK2887 Spirit Airlines
Boston — Miami
2h 39m stop
6:45 pm — 9:08 pm NK7 Spirit Airlines
Miami — Chicago
9h 32m
including layover
Find flight
from$82
1:53 pm — 10:51 pm
1:53 pm — 5:30 pm NK370 Spirit Airlines
Boston — Miami
3h stop
8:30 pm — 10:51 pm NK718 Spirit Airlines
Miami — Chicago
9h 58m
including layover
Find flight
from$133
2:18 pm — 8:58 pm
2:18 pm — 5:43 pm NK502 Spirit Airlines
Boston — Orlando
1h 11m stop
6:54 pm — 8:58 pm NK1842 Spirit Airlines
Orlando — Chicago
7h 40m
including layover
Find flight
from$82
3:55 pm — 11:11 pm
3:55 pm — 7:40 pm NK1578 Spirit Airlines
Boston — Fort Myers
1h 30m stop
9:10 pm — 11:11 pm NK488 Spirit Airlines
Fort Myers — Chicago
8h 16m
including layover
Find flight
from$97
5:00 am — 4:06 pm
6:00 am — 9:31 am NK296 Spirit Airlines
Boston — Miami
5h 14m stop
4:20 pm — 6:41 pm NK157 Spirit Airlines
Miami — Chicago
12h 6m
including layover
Find flight
from$56
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
Find flight
from$62
7:24 pm — 7:18 am
+1 day
7:24 pm — 10:55 pm NK870 Spirit Airlines
Boston — Orlando
6h 15m stop
5:10 am — 7:18 am NK1683 Spirit Airlines
Orlando — Chicago
12h 54m
including layover
Find flight
from$133
9:57 am — 8:58 pm
9:57 am — 1:25 pm NK2206 Spirit Airlines
Boston — Orlando
5h 29m stop
6:54 pm — 8:58 pm NK1842 Spirit Airlines
Orlando — Chicago
12h 1m
including layover
Find flight
from$82
10:34 am — 0:24 am
+1 day
10:34 am — 2:06 pm NK1988 Spirit Airlines
Boston — Miami
1h 11m stop
3:17 pm — 5:12 pm NK909 Spirit Airlines
Miami — Houston
4h 35m stop
9:47 pm — 0:24 am NK962 Spirit Airlines
Houston — Chicago
14h 50m
including layover
Find flight
from$104
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$420
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$183
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$212
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$102
5:00 am — 0:24 am
+1 day
5:00 am — 8:29 am NK296 Spirit Airlines
Boston — Miami
6h 48m stop
3:17 pm — 5:17 pm NK909 Spirit Airlines
Miami — Houston
4h 30m stop
9:47 pm — 0:24 am NK962 Spirit Airlines
Houston — Chicago
20h 24m
including layover
Find flight
from$104
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$87
7:24 pm — 12:39 pm
+1 day
7:24 pm — 10:55 pm NK870 Spirit Airlines
Boston — Orlando
6h 7m stop
5:02 am — 7:30 am NK1351 Spirit Airlines
Orlando — New York
3h 29m stop
10:59 am — 12:39 pm NK1681 Spirit Airlines
New York — Chicago
18h 15m
including layover
Find flight
from$173
8:30 pm — 4:06 pm
+1 day
8:30 pm — 11:34 pm NK1161 Spirit Airlines
Boston — Atlanta
5h 56m stop
5:30 am — 7:25 am NK3176 Spirit Airlines
Atlanta — Miami
6h 18m stop
1:43 pm — 4:06 pm NK157 Spirit Airlines
Miami — Chicago
20h 36m
including layover
Find flight
from$122
8:30 pm — 10:32 am
+1 day
8:27 pm — 11:29 pm NK1161 Spirit Airlines
Boston — Atlanta
5h 56m stop
5:25 am — 7:18 am NK3176 Spirit Airlines
Atlanta — Miami
45m stop
12:56 pm — 3:16 pm NK2 Spirit Airlines
Miami — Chicago
15h 2m
including layover
Find flight
from$144
9:00 am — 0:24 am
+1 day
9:00 am — 12:03 pm NK1460 Spirit Airlines
Boston — Atlanta
5h 32m stop
5:35 pm — 6:56 pm NK967 Spirit Airlines
Atlanta — Houston
2h 51m stop
9:47 pm — 0:24 am NK962 Spirit Airlines
Houston — Chicago
16h 24m
including layover
Find flight
from$99
*Departure and arrival times are local. Last updated on 12/03/2024

Flight Information

There are 76 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 9:57 am. Nonstop flight is 7h 40m. The time difference between Boston and Chicago is 1h.

  • The fastest flight 7h 40m
  • Average flight time 14h 17m
  • The earliest flight 10:00 am
  • The latest flight 9:57 am
  • Distance 852 ml

The cheapest months for traveling to Chicago are december (from 56 $), january (from 62 $), november (from 82 $).

The most expensive and popular months are february (from 87 $), november (from 82 $), january (from 62 $).

The cheapest flight by Spirit Airlines that our users were able to find is $56. This airfare is economy class on one-way NK1988 flight for December 10, 2024 leaving Logan in Boston at 10:34 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Spirit Airlines there are other 9 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 13 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):

  • from $215
    Find
  • from $277
    Find
  • from $132
    Find
  • F9 - Frontier Airlines
    from $59
    Find
  • OS - Austrian Airlines
    from $6303
    Find
  • TK - Turkish Airlines
    from $1910
    Find
  • TP - TAP Portugal
    from $1058
    Find
  • LX - SWISS International Air Lines
    from $5946
    Find
  • TS - Air Transat
    from $329
    Find
See more connecting flights

How to book an air ticket yourself?

How to book an air ticket yourself?
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  • 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.
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  • 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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