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

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 Chicago to Boston Logan International

(Round-trip)
Depart: Tue Sep 8 2015 Return: Tue Sep 15 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
ORD
3:30p
BOS
5:49p
2h 19m
nonstop
BOS
3:11a
ORD
5:55a
2h 44m
nonstop
Depart: Wed Sep 9 2015 Return: Thu Sep 10 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:39a
BOS
12:05p
2h 26m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Sat Sep 12 2015 Return: Wed Sep 16 2015 Trip spans 5 days
United
United
ORD
3:30a
BOS
5:53a
2h 23m
nonstop
BOS
3:48p
ORD
6:44p
2h 56m
nonstop
Depart: Fri Sep 11 2015 Return: Mon Sep 14 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Tue Sep 15 2015 Return: Mon Sep 21 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Thu Sep 17 2015 Return: Mon Sep 21 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Sat Sep 19 2015 Return: Tue Sep 22 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Mon Sep 21 2015 Return: Sat Sep 26 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Tue Sep 22 2015 Return: Wed Sep 23 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Wed Sep 23 2015 Return: Sat Sep 26 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Thu Sep 24 2015 Return: Sat Sep 26 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Sat Sep 26 2015 Return: Sat Oct 3 2015 Trip spans 8 days
United
United
ORD
4:55p
BOS
7:19p
2h 24m
nonstop
BOS
4:03a
ORD
6:47a
2h 44m
nonstop
Depart: Tue Sep 29 2015 Return: Wed Sep 30 2015 Trip spans 2 days
United
United
ORD
3:30a
BOS
5:51a
2h 21m
nonstop
BOS
7:10a
ORD
9:50a
2h 40m
nonstop
Depart: Wed Sep 30 2015 Return: Tue Oct 6 2015 Trip spans 7 days
United
United
ORD
3:30a
BOS
5:50a
2h 20m
nonstop
BOS
5:45a
ORD
8:23a
2h 38m
nonstop
Depart: Mon Oct 5 2015 Return: Wed Oct 14 2015 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Tue Oct 6 2015 Return: Wed Oct 14 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Wed Oct 7 2015 Return: Wed Oct 14 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
9:25a
BOS
11:48a
2h 23m
nonstop
BOS
8:56a
ORD
11:47a
2h 51m
nonstop
Depart: Tue Aug 18 2015 Return: Tue Aug 25 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
3:04a
BOS
5:28a
2h 24m
nonstop
BOS
2:00a
ORD
4:48a
2h 48m
nonstop
Depart: Sat Dec 19 2015 Return: Tue Dec 29 2015 Trip spans 11 days
Delta
Delta
ORD
12:00p
BOS
3:56p
3h 56m
1 stop
BOS
4:15a
ORD
8:40a
4h 25m
1 stop
Depart: Fri Nov 20 2015 Return: Sat Nov 28 2015 Trip spans 9 days
Delta
Delta
MDW
1:30p
BOS
5:32p
4h 02m
1 stop
BOS
2:10a
MDW
8:15a
6h 05m
1 stop
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
1240 7:00 am 10:24 am Aug 7 - Aug 16
1240 7:00 am 10:24 am Aug 6 - Aug 17
1240 7:00 am 10:24 am Aug 8 - Aug 15
1240 7:04 am 10:28 am Aug 21 - Aug 30
1240 7:04 am 10:28 am Aug 18 - Sep 2
1240 7:04 am 10:28 am Sep 4 - Sep 6
1240 7:04 am 10:28 am Aug 22 - Sep 5
1240 7:04 am 10:28 am Sep 3 - Sep 8
1240 7:04 am 10:28 am Aug 20 - Aug 27
1299 8:40 am 12:05 pm Aug 6 - Sep 8
1435 10:05 am 1:25 pm Aug 6 - Sep 8
186 11:55 am 3:22 pm Aug 6 - Sep 8
186 11:55 am 3:22 pm Aug 8 - Sep 5
2503 1:28 pm 4:52 pm Jul 30 - Aug 17
2503 1:29 pm 4:53 pm Aug 18 - Sep 8
26 3:17 pm 6:45 pm Aug 29 - Sep 5
26 3:17 pm 6:45 pm Aug 24 - Sep 2
26 3:17 pm 6:45 pm Aug 23 - Aug 30
26 3:17 pm 6:45 pm Aug 10 - Aug 19
26 3:17 pm 6:45 pm Aug 8 - Aug 22
26 3:17 pm 6:45 pm Aug 6 - Aug 21
26 3:17 pm 6:45 pm Sep 3 - Sep 8
1205 5:00 pm 8:34 pm Aug 23 - Sep 8
1205 5:00 pm 8:34 pm Aug 6 - Aug 22
366 6:45 pm 10:18 pm Aug 6 - Aug 18
366 6:45 pm 10:18 pm Aug 20 - Sep 8
366 6:45 pm 10:18 pm Aug 7 - Aug 19
288 8:35 pm 12:06 am Sep 2 - Sep 4
288 8:35 pm 12:06 am Aug 8 - Sep 5
288 8:35 pm 12:06 am Aug 6 - Sep 1
288 8:35 pm 12:06 am Sep 6 - Sep 8
1557 9:46 pm 1:08 am Aug 6 - Sep 11
Airports
Origin

Chicago
only $81
only $205
Destination

Boston
$81