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 $54 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 july: one-way - $54, two-way – $93.
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
10:00 am — 11:03 pm
10:00 am — 1:39 pm NK1113 Spirit Airlines
Chicago — Orlando
6h 16m stop
7:55 pm — 11:03 pm NK1452 Spirit Airlines
Orlando — Boston
12h 3m
including layover
Find flight
from$97
11:11 am — 9:54 pm
11:11 am — 2:11 pm NK1819 Spirit Airlines
Chicago — Myrtle Beach
5h 35m stop
7:46 pm — 9:54 pm NK1005 Spirit Airlines
Myrtle Beach — Boston
9h 43m
including layover
Find flight
from$66
11:21 am — 7:21 pm
11:21 am — 1:51 pm NK1633 Spirit Airlines
Chicago — Dallas
45m stop
2:36 pm — 7:21 pm NK1838 Spirit Airlines
Dallas — Boston
7h
including layover
Find flight
from$67
1:03 pm — 3:35 pm
+1 day
1:03 pm — 4:51 pm NK1108 Spirit Airlines
Chicago — Orlando
19h 39m stop
12:30 pm — 3:35 pm NK3796 Spirit Airlines
Orlando — Boston
25h 32m
including layover
Find flight
from$98
1:34 pm — 7:39 pm
1:34 pm — 4:36 pm NK2521 Spirit Airlines
Chicago — Myrtle Beach
55m stop
5:31 pm — 7:39 pm NK2522 Spirit Airlines
Myrtle Beach — Boston
5h 5m
including layover
Find flight
from$89
3:29 pm — 0:39 am
+1 day
3:29 pm — 7:39 pm NK867 Spirit Airlines
Chicago — Miami
1h 46m stop
9:25 pm — 0:39 am NK616 Spirit Airlines
Miami — Boston
8h 10m
including layover
Find flight
from$54
4:36 pm — 11:03 pm
+1 day
4:36 pm — 8:23 pm NK1370 Spirit Airlines
Chicago — Orlando
23h 32m stop
7:55 pm — 11:03 pm NK1452 Spirit Airlines
Orlando — Boston
29h 27m
including layover
Find flight
from$123
5:05 am — 7:34 pm
5:05 am — 9:12 am NK1 Spirit Airlines
Chicago — Miami
7h 3m stop
4:15 pm — 7:34 pm NK1230 Spirit Airlines
Miami — Boston
13h 29m
including layover
Find flight
from$82
6:34 pm — 10:30 am
+1 day
6:34 pm — 10:32 pm NK1027 Spirit Airlines
Chicago — Miami
8h 44m stop
7:16 am — 10:30 am NK2886 Spirit Airlines
Miami — Boston
14h 56m
including layover
Find flight
from$105
6:34 pm — 0:39 am
+2 days
6:34 pm — 10:32 pm NK1027 Spirit Airlines
Chicago — Miami
22h 53m stop
9:25 pm — 0:39 am NK616 Spirit Airlines
Miami — Boston
29h 5m
including layover
Find flight
from$105
7:15 am — 3:35 pm
7:15 am — 11:03 am NK3200 Spirit Airlines
Chicago — Orlando
1h 27m stop
12:30 pm — 3:35 pm NK3796 Spirit Airlines
Orlando — Boston
7h 20m
including layover
Find flight
from$54
7:39 pm — 3:35 pm
+1 day
7:39 pm — 11:32 pm NK507 Spirit Airlines
Chicago — Orlando
12h 58m stop
12:30 pm — 3:35 pm NK3796 Spirit Airlines
Orlando — Boston
18h 56m
including layover
Find flight
from$98
9:47 am — 3:20 pm
9:47 am — 12:41 pm NK2440 Spirit Airlines
Chicago — Baltimore
1h 10m stop
1:51 pm — 3:20 pm NK934 Spirit Airlines
Baltimore — Boston
4h 33m
including layover
Find flight
from$101
9:47 am — 11:29 pm
9:47 am — 12:41 pm NK2440 Spirit Airlines
Chicago — Baltimore
9h 18m stop
9:59 pm — 11:29 pm NK3075 Spirit Airlines
Baltimore — Boston
12h 42m
including layover
Find flight
from$117
10:43 am — 12:11 pm
+1 day
10:31 am — 1:30 pm NK2708 Spirit Airlines
Chicago — Atlanta
15h 30m stop
5:30 am — 7:10 am NK2343 Spirit Airlines
Atlanta — Baltimore
3h 56m stop
10:45 am — 12:11 pm NK2105 Spirit Airlines
Baltimore — Boston
24h 28m
including layover
Find flight
from$144
2:31 pm — 9:03 am
+1 day
2:31 pm — 4:59 pm NK2047 Spirit Airlines
Chicago — Dallas
3h 30m stop
8:29 pm — 0:15 am NK2263 Spirit Airlines
Dallas — Orlando
5h 50m stop
6:05 am — 9:03 am NK2090 Spirit Airlines
Orlando — Boston
17h 32m
including layover
Find flight
from$245
2:31 pm — 7:12 am
+1 day
2:31 pm — 4:59 pm NK2047 Spirit Airlines
Chicago — Dallas
2h 29m stop
7:28 pm — 11:23 pm NK2666 Spirit Airlines
Dallas — Baltimore
6h 22m stop
5:45 am — 7:12 am NK2516 Spirit Airlines
Baltimore — Boston
15h 41m
including layover
Find flight
from$279
3:36 pm — 11:03 pm
+1 day
3:36 pm — 5:05 pm NK1184 Spirit Airlines
Chicago — Nashville
21h 16m stop
2:21 pm — 5:19 pm NK1747 Spirit Airlines
Nashville — Orlando
2h 36m stop
7:55 pm — 11:03 pm NK1452 Spirit Airlines
Orlando — Boston
30h 27m
including layover
Find flight
from$103
4:26 pm — 11:03 pm
+1 day
4:26 pm — 6:47 pm NK2168 Spirit Airlines
Chicago — New Orleans
1h 23m stop
8:10 pm — 11:01 pm NK1068 Spirit Airlines
New Orleans — Orlando
20h 54m stop
7:55 pm — 11:03 pm NK1452 Spirit Airlines
Orlando — Boston
29h 37m
including layover
Find flight
from$126
5:10 pm — 10:12 pm
+1 day
5:10 pm — 8:28 pm NK328 Spirit Airlines
Chicago — Newark
16h 55m stop
1:23 pm — 3:42 pm NK742 Spirit Airlines
Newark — Atlanta
3h 48m stop
7:30 pm — 10:12 pm NK1180 Spirit Airlines
Atlanta — Boston
28h 2m
including layover
Find flight
from$88
8:12 pm — 6:18 pm
+1 day
8:12 pm — 11:31 pm NK919 Spirit Airlines
Chicago — Newark
13h 47m stop
1:18 pm — 3:13 pm NK3021 Spirit Airlines
Newark — Myrtle Beach
55m stop
4:08 pm — 6:18 pm NK138 Spirit Airlines
Myrtle Beach — Boston
21h 6m
including layover
Find flight
from$92
8:12 pm — 10:12 pm
+1 day
8:12 pm — 11:31 pm NK919 Spirit Airlines
Chicago — Newark
13h 52m stop
1:23 pm — 3:42 pm NK742 Spirit Airlines
Newark — Atlanta
3h 48m stop
7:30 pm — 10:12 pm NK1180 Spirit Airlines
Atlanta — Boston
25h
including layover
Find flight
from$92
*Departure and arrival times are local. Last updated on 07/01/2025

Flight Information

There are 131 flight 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 10:00 am to 9:55 am. Nonstop flight is 4h 33m. The time difference between Chicago and Boston is 1h.

  • The fastest flight 4h 33m
  • Average flight time 17h 54m
  • The earliest flight 10:00 am
  • The latest flight 9:55 am
  • Distance 852 ml

The cheapest months for traveling to Boston are october (from 72 $), august (from 89 $), july (from 90 $).

The most expensive and popular months are june (from 138 $), may (from 107 $), september (from 99 $).

The cheapest flight by Spirit Airlines that our users were able to find is $54. This airfare is economy class on one-way NK867 flight for October 7, 2025 leaving O'Hare International in Chicago at 3:29 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Spirit Airlines there are other 8 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 14 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 $88
    Find
  • AS - Alaska Airlines
    from $159
    Find
  • F9 - Frontier Airlines
    from $64
    Find
  • SY - Sun Country Airlines
    from $102
    Find
  • TK - Turkish Airlines
    from $2019
    Find
  • AY - Finnair
    from $798
    Find
  • HA - Hawaiian Airlines
    from $184
    Find
  • G4 - Allegiant Air
    from $81
    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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