Find Cheap Flights from Boston Logan International to Chicago (BOS - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Boston Logan International to Chicago

(Round-trip)
Depart: Tue Jun 6 2017 Return: Wed Jun 14 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 31m
nonstop
Depart: Mon Sep 11 2017 Return: Wed Sep 13 2017 Trip spans 3 days
Major Airline
Major Airline
BOS
ORD
2h 44m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Wed Aug 30 2017 Return: Tue Sep 12 2017 Trip spans 14 days
JetBlue
JetBlue
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Sat May 6 2017 Return: Mon May 8 2017 Trip spans 3 days
Delta
Delta
BOS
MDW
6h 32m
1 stop
MDW
BOS
4h 17m
1 stop
Depart: Tue Oct 31 2017 Return: Wed Nov 8 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 33m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Tue Sep 5 2017 Return: Tue Sep 12 2017 Trip spans 8 days
JetBlue
JetBlue
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Thu Aug 10 2017 Return: Sun Aug 13 2017 Trip spans 4 days
United
United
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 20m
nonstop
Depart: Thu Sep 14 2017 Return: Tue Sep 19 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 33m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Thu Jun 8 2017 Return: Mon Jun 12 2017 Trip spans 5 days
Major Airline
Major Airline
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 31m
nonstop
Depart: Thu May 11 2017 Return: Sat May 13 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 45m
nonstop
ORD
BOS
2h 32m
nonstop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 45m
nonstop
ORD
BOS
2h 31m
nonstop
Depart: Sat Oct 7 2017 Return: Mon Oct 9 2017 Trip spans 3 days
American Airlines
American Airlines
BOS
ORD
5h 35m
1 stop
ORD
BOS
4h 27m
1 stop
Depart: Fri Aug 18 2017 Return: Sat Aug 19 2017 Trip spans 2 days
Major Airline
Major Airline
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Tue May 23 2017 Return: Wed May 31 2017 Trip spans 9 days
Delta
Delta
BOS
MDW
7h 20m
1 stop
MDW
BOS
6h 02m
1 stop
Depart: Tue May 30 2017 Return: Sun Jun 4 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 31m
nonstop
Depart: Fri Oct 20 2017 Return: Sun Oct 22 2017 Trip spans 3 days
Major Airline
Major Airline
BOS
ORD
2h 33m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
Delta
Delta
BOS
MDW
4h 16m
1 stop
MDW
BOS
8h 01m
1 stop
Depart: Wed Aug 30 2017 Return: Tue Sep 12 2017 Trip spans 14 days
Delta
Delta
BOS
MDW
4h 34m
1 stop
MDW
BOS
3h 40m
1 stop
Depart: Thu Apr 27 2017 Return: Thu May 4 2017 Trip spans 8 days
Major Airline
Major Airline
BOS
ORD
2h 43m
nonstop
ORD
BOS
0h 43m
nonstop
Depart: Thu Sep 7 2017 Return: Sat Sep 9 2017 Trip spans 3 days
Delta
Delta
BOS
MDW
4h 15m
1 stop
MDW
BOS
5h 59m
1 stop
Direct flights BOS to CHI on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1562 5:00 am 6:42 am Jun 2 - Aug 5
1562 5:30 am 7:21 am May 6 - Jun 1
1562 5:30 am 7:21 am May 7 - May 21
2264 6:00 am 7:55 am Jun 2 - Jun 30
1404 7:00 am 8:55 am Apr 27 - May 4
1404 7:00 am 9:01 am May 5 - Jun 1
1404 7:00 am 9:00 am Jun 2 - Aug 3
1404 7:00 am 9:00 am Jun 3 - Jul 30
2459 9:00 am 10:55 am Jun 2 - Aug 3
2459 9:00 am 10:55 am Jun 3 - Jul 29
2459 9:25 am 11:20 am Apr 27 - May 4
2459 9:25 am 11:26 am May 5 - Jun 1
2459 9:25 am 11:26 am May 6 - May 27
2459 9:25 am 11:26 am May 7 - May 21
2459 9:25 am 11:26 am May 28 - May 28
2253 10:10 am 12:11 pm May 5 - May 26
2253 10:10 am 12:11 pm May 28 - May 28
2253 10:10 am 12:11 pm May 29 - Jun 1
2253 10:20 am 12:15 pm Apr 27 - May 4
2253 10:35 am 12:36 pm May 6 - May 27
2253 10:35 am 12:33 pm Jun 2 - Aug 3
2253 10:35 am 12:33 pm Jun 3 - Jun 3
1240 11:40 am 1:36 pm May 7 - May 21
1240 12:00 pm 1:50 pm Apr 27 - May 4
1240 12:00 pm 1:56 pm May 5 - Jun 1
1240 12:00 pm 1:59 pm Jun 2 - Jun 15
252 1:55 pm 3:52 pm Apr 30 - May 4
252 1:55 pm 3:53 pm May 5 - Jun 1
252 1:55 pm 3:53 pm May 9 - May 30
252 2:05 pm 3:57 pm Jun 2 - Jun 14
252 2:05 pm 3:57 pm Jun 3 - Jun 10
252 2:10 pm 4:03 pm May 6 - May 20
252 2:10 pm 4:03 pm May 27 - May 27
197 3:45 pm 5:38 pm Apr 30 - May 4
197 3:45 pm 5:39 pm May 5 - May 26
197 3:45 pm 5:39 pm May 7 - Jun 1
197 3:45 pm 5:39 pm May 9 - May 30
197 3:49 pm 5:46 pm Jun 2 - Aug 18
1530 5:20 pm 7:20 pm Apr 29 - May 4
1530 5:27 pm 7:31 pm May 5 - May 26
1530 5:27 pm 7:35 pm Jun 2 - Jul 28
1530 5:27 pm 7:31 pm May 6 - Jun 1
2626 5:35 pm 7:43 pm Jun 3 - Jun 3
40 7:10 pm 9:03 pm Apr 27 - May 4
1319 7:12 pm 9:09 pm May 5 - Jun 1
1319 7:14 pm 9:14 pm Jun 2 - Jun 7
1628 9:00 pm 10:57 pm Jun 2 - Jun 7
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Boston
$109
Destination

Chicago
only $109
only $184
Airlines Airline reviews

264 travelers who booked a flight from Boston to Chicago rated their chosen airlines with an average of 6.0.

Overall
6.3
Boarding
6.4
Crew
7.0
Comfort
5.9
Food
4.8
Entertainment
5.0