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 $247 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 september: one-way - $247, two-way – $424.
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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
10:26 am — 11:18 am
+1 day
10:26 am — 2:30 pm NK2380 Spirit Airlines
Chicago — Miami
17h 35m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
23h 52m
including layover
Find flight
from$401
10:26 am — 11:12 pm
10:26 am — 2:30 pm NK2380 Spirit Airlines
Chicago — Miami
3h 50m stop
6:20 pm — 8:09 pm NK2349 Spirit Airlines
Miami — Myrtle Beach
55m stop
9:04 pm — 11:12 pm NK2350 Spirit Airlines
Myrtle Beach — Boston
11h 46m
including layover
Find flight
from$442
10:26 am — 9:39 am
+1 day
10:26 am — 2:30 pm NK2380 Spirit Airlines
Chicago — Miami
7h 15m stop
9:45 pm — 10:52 pm NK2204 Spirit Airlines
Miami — Orlando
7h 38m stop
6:30 am — 9:39 am NK2443 Spirit Airlines
Orlando — Boston
22h 13m
including layover
Find flight
from$543
10:27 am — 10:34 pm
10:27 am — 2:49 pm NK2531 Spirit Airlines
Chicago — Miami
2h 4m stop
4:53 pm — 7:54 pm NK2052 Spirit Airlines
Miami — Detroit
41m stop
8:35 pm — 10:34 pm NK2152 Spirit Airlines
Detroit — Boston
11h 7m
including layover
Find flight
from$557
11:21 am — 11:18 am
+1 day
11:21 am — 2:11 pm NK2493 Spirit Airlines
Chicago — Atlanta
6h 51m stop
9:02 pm — 10:57 pm NK2269 Spirit Airlines
Atlanta — Miami
9h 8m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
22h 57m
including layover
Find flight
from$430
11:21 am — 10:34 pm
11:21 am — 2:11 pm NK2493 Spirit Airlines
Chicago — Atlanta
2h 2m stop
4:13 pm — 6:15 pm NK2140 Spirit Airlines
Atlanta — Detroit
2h 20m stop
8:35 pm — 10:34 pm NK2152 Spirit Airlines
Detroit — Boston
10h 13m
including layover
Find flight
from$474
5:05 am — 11:18 am
+1 day
5:05 am — 9:13 am NK1 Spirit Airlines
Chicago — Miami
22h 52m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
29h 13m
including layover
Find flight
from$401
5:05 am — 10:34 pm
5:05 am — 9:13 am NK1 Spirit Airlines
Chicago — Miami
2h 57m stop
12:10 pm — 3:11 pm NK2239 Spirit Airlines
Miami — Detroit
5h 24m stop
8:35 pm — 10:34 pm NK2152 Spirit Airlines
Detroit — Boston
16h 29m
including layover
Find flight
from$442
5:05 am — 11:12 pm
5:05 am — 9:13 am NK1 Spirit Airlines
Chicago — Miami
9h 7m stop
6:20 pm — 8:09 pm NK2349 Spirit Airlines
Miami — Myrtle Beach
55m stop
9:04 pm — 11:12 pm NK2350 Spirit Airlines
Myrtle Beach — Boston
17h 7m
including layover
Find flight
from$442
5:16 pm — 11:18 am
+1 day
5:16 pm — 9:01 pm NK2411 Spirit Airlines
Chicago — Orlando
9h 19m stop
6:20 am — 7:33 am NK2205 Spirit Airlines
Orlando — Miami
32m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
17h 2m
including layover
Find flight
from$434
5:16 pm — 9:39 am
+1 day
5:16 pm — 9:01 pm NK2411 Spirit Airlines
Chicago — Orlando
9h 29m stop
6:30 am — 9:39 am NK2443 Spirit Airlines
Orlando — Boston
15h 23m
including layover
Find flight
from$459
5:16 pm — 1:48 pm
+1 day
5:16 pm — 9:01 pm NK2411 Spirit Airlines
Chicago — Orlando
13h 42m stop
10:43 am — 1:48 pm NK2178 Spirit Airlines
Orlando — Boston
19h 32m
including layover
Find flight
from$536
5:21 pm — 11:18 am
+1 day
5:21 pm — 8:55 pm NK2495 Spirit Airlines
Chicago — Tampa
55m stop
9:50 pm — 11:00 pm NK2284 Spirit Airlines
Tampa — Miami
9h 5m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
16h 57m
including layover
Find flight
from$399
5:21 pm — 11:18 am
+1 day
5:21 pm — 8:55 pm NK2495 Spirit Airlines
Chicago — Tampa
9h 5m stop
6:00 am — 7:12 am NK2378 Spirit Airlines
Tampa — Miami
53m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
16h 57m
including layover
Find flight
from$484
5:35 pm — 11:18 am
+1 day
5:35 pm — 7:27 pm NK2075 Spirit Airlines
Chicago — Las Vegas
2h 48m stop
10:15 pm — 6:03 am NK954 Spirit Airlines
Las Vegas — Miami
2h 2m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
16h 43m
including layover
Find flight
from$382
6:56 am — 11:12 pm
6:56 am — 10:34 am NK915 Spirit Airlines
Chicago — Orlando
7h 38m stop
6:12 pm — 7:45 pm NK2398 Spirit Airlines
Orlando — Myrtle Beach
1h 19m stop
9:04 pm — 11:12 pm NK2350 Spirit Airlines
Myrtle Beach — Boston
15h 16m
including layover
Find flight
from$480
8:12 pm — 11:18 am
+1 day
8:12 pm — 0:20 am NK2126 Spirit Airlines
Chicago — Miami
7h 45m stop
8:05 am — 11:18 am NK2300 Spirit Airlines
Miami — Boston
14h 6m
including layover
Find flight
from$247
8:12 pm — 1:48 pm
+1 day
8:12 pm — 0:20 am NK2126 Spirit Airlines
Chicago — Miami
6h 40m stop
7:00 am — 8:04 am NK2212 Spirit Airlines
Miami — Orlando
2h 39m stop
10:43 am — 1:48 pm NK2178 Spirit Airlines
Orlando — Boston
16h 36m
including layover
Find flight
from$620
8:47 pm — 1:48 pm
+1 day
8:47 pm — 11:29 pm NK2691 Spirit Airlines
Chicago — Houston
6h 16m stop
5:45 am — 9:11 am NK2534 Spirit Airlines
Houston — Orlando
1h 32m stop
10:43 am — 1:48 pm NK2178 Spirit Airlines
Orlando — Boston
16h 1m
including layover
Find flight
from$625
*Departure and arrival times are local. Last updated on 09/08/2025

Flight Information

There are 20 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 10:26 am to 8:47 pm. Nonstop flight is 10h 13m. The time difference between Chicago and Boston is 1h.

  • The fastest flight 10h 13m
  • Average flight time 16h 43m
  • The earliest flight 10:26 am
  • The latest flight 8:47 pm
  • Distance 852 ml

The cheapest months for traveling to Boston are august (from 247 $).

The cheapest flight by Spirit Airlines that our users were able to find is $247. This airfare is economy class on one-way NK2126 flight for August 25, 2025 leaving O'Hare International in Chicago at 8:12 pm, 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 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 8 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 $138
    Find
  • F9 - Frontier Airlines
    from $357
    Find
  • TK - Turkish Airlines
    from $4578
    Find
  • AY - Finnair
    from $1928
    Find
  • G4 - Allegiant Air
    from $289
    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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