Spirit Airlines Chicago to Boston Flights

Cheapflightsplus.com will find cheap Spirit Airlines flights from Chicago to Boston. Compare airline ticket prices and book air tickets starting from $135 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 Chicago (IL) — Boston (MA) 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 august: one-way - $135, two-way – $232.
Direct flights
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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
10:19 am — 11:47 pm
10:19 am — 1:13 pm NK2440 Spirit Airlines
Chicago — Baltimore
3h 51m stop
5:04 pm — 7:37 pm NK1961 Spirit Airlines
Baltimore — Orlando
1h 5m stop
8:42 pm — 11:47 pm NK2258 Spirit Airlines
Orlando — Boston
12h 28m
including layover
Find flight
from$165
10:43 am — 11:47 pm
10:31 am — 1:30 pm NK2708 Spirit Airlines
Chicago — Atlanta
1h 5m stop
4:30 pm — 5:58 pm NK2460 Spirit Airlines
Atlanta — Orlando
4h 29m stop
8:42 pm — 11:47 pm NK2258 Spirit Airlines
Orlando — Boston
12h 4m
including layover
Find flight
from$207
1:43 pm — 7:12 am
+1 day
8:17 am — 12:30 pm NK2193 Spirit Airlines
Chicago — Miami
2h 45m stop
8:52 pm — 11:33 pm NK2426 Spirit Airlines
Miami — Baltimore
6h 18m stop
5:35 am — 7:03 am NK2516 Spirit Airlines
Baltimore — Boston
16h 29m
including layover
Find flight
from$266
5:05 am — 3:37 pm
5:05 am — 9:12 am NK1 Spirit Airlines
Chicago — Miami
3h 10m stop
12:22 pm — 3:37 pm NK2126 Spirit Airlines
Miami — Boston
9h 32m
including layover
Find flight
from$177
5:15 am — 2:31 pm
5:15 am — 8:58 am NK2189 Spirit Airlines
Chicago — Orlando
1h 9m stop
10:07 am — 11:31 am NK2645 Spirit Airlines
Orlando — Myrtle Beach
55m stop
12:26 pm — 2:31 pm NK2658 Spirit Airlines
Myrtle Beach — Boston
8h 16m
including layover
Find flight
from$275
5:15 am — 8:45 pm
4:35 pm — 8:20 pm NK2189 Spirit Airlines
Chicago — Orlando
1h 9m stop
9:33 am — 10:59 am NK2645 Spirit Airlines
Orlando — Myrtle Beach
7h 5m stop
4:42 pm — 6:52 pm NK2522 Spirit Airlines
Myrtle Beach — Boston
14h 30m
including layover
Find flight
from$304
5:15 am — 9:25 am
+1 day
5:15 am — 8:58 am NK2189 Spirit Airlines
Chicago — Orlando
4h 50m stop
1:48 pm — 2:47 pm NK2252 Spirit Airlines
Orlando — Nashville
15h 13m stop
6:00 am — 9:25 am NK2237 Spirit Airlines
Nashville — Boston
27h 10m
including layover
Find flight
from$376
7:56 am — 9:03 am
+1 day
7:47 am — 11:26 am NK2550 Spirit Airlines
Chicago — Orlando
18h 25m stop
6:07 am — 9:09 am NK2090 Spirit Airlines
Orlando — Boston
24h 7m
including layover
Find flight
from$180
7:56 am — 11:47 pm
7:56 am — 11:40 am NK2550 Spirit Airlines
Chicago — Orlando
9h 2m stop
8:42 pm — 11:47 pm NK2258 Spirit Airlines
Orlando — Boston
14h 51m
including layover
Find flight
from$221
9:08 pm — 11:47 pm
+1 day
9:08 pm — 11:31 pm NK2430 Spirit Airlines
Chicago — New Orleans
5h 29m stop
5:00 am — 7:46 am NK2277 Spirit Airlines
New Orleans — Orlando
12h 56m stop
8:42 pm — 11:47 pm NK2258 Spirit Airlines
Orlando — Boston
25h 39m
including layover
Find flight
from$430
9:28 pm — 11:47 pm
+1 day
9:08 pm — 0:29 am NK2542 Spirit Airlines
Chicago — New York
11h 9m stop
11:55 am — 2:40 pm NK2392 Spirit Airlines
New York — Orlando
5h 55m stop
8:42 pm — 11:47 pm NK2258 Spirit Airlines
Orlando — Boston
25h 19m
including layover
Find flight
from$135
9:28 pm — 4:41 pm
+1 day
9:28 pm — 0:46 am NK2542 Spirit Airlines
Chicago — Newark
4h 39m stop
6:59 am — 9:24 am NK2217 Spirit Airlines
Newark — Atlanta
6h 16m stop
2:07 pm — 4:41 pm NK2092 Spirit Airlines
Atlanta — Boston
18h 13m
including layover
Find flight
from$252
9:45 pm — 11:47 pm
+1 day
9:45 pm — 0:34 am NK2274 Spirit Airlines
Chicago — Houston
4h 26m stop
5:00 am — 8:23 am NK2397 Spirit Airlines
Houston — Orlando
12h 19m stop
8:42 pm — 11:47 pm NK2258 Spirit Airlines
Orlando — Boston
25h 2m
including layover
Find flight
from$399
9:55 am — 10:56 pm
9:55 am — 2:06 pm NK3187 Spirit Airlines
Chicago — Miami
5h 32m stop
7:38 pm — 10:56 pm NK2212 Spirit Airlines
Miami — Boston
12h 1m
including layover
Find flight
from$309
*Departure and arrival times are local. Last updated on 07/24/2025

Flight Information

There are 15 flights by Spirit Airlines from Chicago to Boston every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail.

Departures start from 10:19 am to 9:55 am. Nonstop flight is 8h 16m. The time difference between Chicago and Boston is 1h.

  • The fastest flight 8h 16m
  • Average flight time 15h 40m
  • The earliest flight 10:19 am
  • The latest flight 9:55 am
  • Distance 852 ml

The cheapest months for traveling to Boston are may (from 135 $), june (from 140 $), july (from 182 $).

The cheapest flight by Spirit Airlines that our users were able to find is $135. This airfare is economy class on one-way NK2542 flight for June 15, 2025 leaving O'Hare International in Chicago at 9:28 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Spirit Airlines there are other 6 airline carriers between Chicago and Boston. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Boston.

Nonstop flights

There are 3 direct flights every day from Chicago. Airlines and fares are below:

See more direct flights

Connecting Flights

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

  • from $137
    Find
  • AS - Alaska Airlines
    from $426
    Find
  • F9 - Frontier Airlines
    from $116
    Find
  • AY - Finnair
    from $2099
    Find
  • HA - Hawaiian Airlines
    from $288
    Find
  • LF - flynordic
    from $188
    Find
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.

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