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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
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: Wed Aug 26 2015 Return: Mon Aug 31 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
Depart: Tue Sep 1 2015 Return: Tue Sep 15 2015 Trip spans 15 days
United
United
BOS
5:30a
ORD
8:14a
2h 44m
nonstop
ORD
12:04p
BOS
2:38p
2h 34m
nonstop
Depart: Tue Oct 6 2015 Return: Tue Oct 13 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
BOS
3:11a
ORD
5:55a
2h 44m
nonstop
ORD
5:36a
BOS
7:53a
2h 17m
nonstop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
Depart: Sat Aug 29 2015 Return: Tue Sep 1 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
Depart: Sun Aug 30 2015 Return: Mon Aug 31 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
Depart: Wed Sep 2 2015 Return: Wed Sep 9 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
Depart: Wed Sep 9 2015 Return: Tue Sep 15 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
9:53a
ORD
12:45p
2h 52m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Thu Sep 10 2015 Return: Wed Sep 16 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Mon Sep 14 2015 Return: Wed Sep 16 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Tue Sep 15 2015 Return: Sat Sep 19 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Thu Sep 17 2015 Return: Sat Sep 19 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Mon Sep 21 2015 Return: Tue Sep 22 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Tue Sep 22 2015 Return: Thu Sep 24 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Wed Sep 23 2015 Return: Thu Sep 24 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
Depart: Tue Aug 25 2015 Return: Thu Aug 27 2015 Trip spans 3 days
US Airways
US Airways
BOS
5:00a
ORD
7:48a
2h 48m
nonstop
ORD
3:04a
BOS
5:28a
2h 24m
nonstop
Depart: Mon Oct 12 2015 Return: Tue Oct 20 2015 Trip spans 9 days
American Airlines
American Airlines
BOS
1:00p
ORD
6:03p
5h 03m
1 stop
ORD
5:45p
BOS
8:07p
2h 22m
nonstop
Depart: Tue Oct 13 2015 Return: Sat Oct 17 2015 Trip spans 5 days
Delta
Delta
BOS
1:45a
MDW
5:43a
3h 58m
1 stop
MDW
1:59p
BOS
7:29p
5h 30m
1 stop
Depart: Wed Dec 30 2015 Return: Tue Jan 5 2016 Trip spans 7 days
Delta
Delta
BOS
4:15a
ORD
8:40a
4h 25m
1 stop
ORD
2:00a
BOS
6:00a
4h 00m
1 stop
Direct flights BOS to CHI on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1500 5:00 am 6:44 am Aug 6 - Sep 8
1500 5:00 am 6:47 am Sep 9 - Oct 16
1488 6:00 am 7:48 am Aug 6 - Sep 8
1488 6:00 am 7:51 am Sep 9 - Oct 4
289 7:10 am 9:03 am Sep 9 - Oct 16
289 7:10 am 9:07 am Aug 18 - Sep 8
289 7:15 am 9:12 am Aug 6 - Aug 17
160 9:00 am 10:54 am Sep 9 - Oct 16
160 9:00 am 10:48 am Aug 6 - Sep 8
2253 9:40 am 11:28 am Aug 8 - Aug 15
2253 9:40 am 11:34 am Sep 9 - Oct 16
2253 9:40 am 11:28 am Aug 22 - Sep 5
2253 9:40 am 11:28 am Aug 6 - Sep 8
1240 12:31 pm 2:22 pm Sep 9 - Oct 4
1240 12:35 pm 2:19 pm Aug 18 - Sep 2
1240 12:35 pm 2:19 pm Aug 7 - Aug 16
1240 12:35 pm 2:19 pm Sep 3 - Sep 8
1240 12:35 pm 2:19 pm Aug 6 - Aug 17
1240 12:35 pm 2:19 pm Aug 20 - Aug 27
1240 12:35 pm 2:19 pm Aug 21 - Aug 30
1240 12:35 pm 2:19 pm Sep 4 - Sep 6
187 2:10 pm 3:56 pm Sep 9 - Oct 4
187 2:12 pm 4:04 pm Aug 22 - Sep 5
187 2:12 pm 4:04 pm Aug 18 - Sep 8
187 2:15 pm 4:07 pm Aug 8 - Aug 15
187 2:15 pm 4:07 pm Aug 6 - Aug 17
1404 3:55 pm 5:44 pm Sep 9 - Oct 4
1404 3:57 pm 5:45 pm Aug 6 - Sep 8
197 5:35 pm 7:35 pm Aug 19 - Sep 6
197 5:35 pm 7:35 pm Sep 8 - Sep 8
197 5:35 pm 7:35 pm Sep 7 - Sep 7
197 5:35 pm 7:35 pm Aug 20 - Sep 5
197 5:35 pm 7:35 pm Aug 6 - Aug 15
197 5:35 pm 7:35 pm Aug 18 - Sep 1
197 5:35 pm 7:35 pm Aug 10 - Aug 17
197 5:35 pm 7:35 pm Aug 7 - Aug 16
197 5:37 pm 7:30 pm Sep 9 - Sep 23
40 7:30 pm 9:16 pm Aug 9 - Sep 8
40 7:30 pm 9:16 pm Aug 6 - Sep 5
40 7:30 pm 9:11 pm Sep 9 - Oct 16
Airports
Origin

Boston
$81
Destination

Chicago
only $81
only $184