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 Nov 3 2015 Return: Wed Nov 4 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
4:40p
BOS
7:02p
2h 22m
nonstop
BOS
12:00a
ORD
2:47a
2h 47m
nonstop
Depart: Tue Nov 10 2015 Return: Wed Nov 11 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
4:45p
BOS
7:00p
2h 15m
nonstop
BOS
12:00a
ORD
3:08a
3h 08m
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: Wed Nov 11 2015 Return: Tue Nov 17 2015 Trip spans 7 days
JetBlue Airways
JetBlue Airways
ORD
8:20a
BOS
10:36a
2h 16m
nonstop
BOS
2:15a
ORD
5:08a
2h 53m
nonstop
Depart: Mon Sep 21 2015 Return: Fri Sep 25 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: 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: Tue Sep 29 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 28 2015 Return: Tue Sep 29 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: Tue Sep 29 2015 Return: Wed Sep 30 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 30 2015 Return: Sat Oct 3 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 Oct 1 2015 Return: Sat Oct 3 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: Mon Oct 5 2015 Return: Tue Oct 6 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: Tue Oct 6 2015 Return: Wed Oct 7 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 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: Mon Aug 31 2015 Return: Tue Sep 22 2015 Trip spans 23 days
United
United
ORD
6:59a
BOS
9:21a
2h 22m
nonstop
BOS
3:48p
ORD
6:44p
2h 56m
nonstop
Depart: Sun Sep 27 2015 Return: Thu Oct 1 2015 Trip spans 5 days
US Airways
US Airways
ORD
2:30a
BOS
8:17a
5h 47m
1 stop
BOS
1:00a
ORD
3:47a
2h 47m
nonstop
Depart: Tue Dec 1 2015 Return: Sat Dec 5 2015 Trip spans 5 days
Delta
Delta
MDW
7:40a
BOS
11:36a
3h 56m
1 stop
BOS
7:30a
MDW
12:10p
4h 40m
1 stop
Depart: Fri Nov 20 2015 Return: Fri Nov 27 2015 Trip spans 8 days
Delta
Delta
ORD
7:00a
BOS
2:26p
7h 26m
1 stop
BOS
12:45a
ORD
5:02a
4h 17m
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 10:27 am Oct 5 - Oct 16
1240 7:04 am 10:31 am Sep 12 - Oct 3
1240 7:04 am 10:31 am Sep 9 - Oct 4
1240 7:04 am 10:28 am Sep 3 - Sep 8
1240 7:04 am 10:28 am Sep 4 - Sep 6
1299 8:35 am 12:02 pm Oct 5 - Oct 16
1299 8:40 am 12:08 pm Sep 9 - Oct 4
1299 8:40 am 12:08 pm Sep 12 - Oct 3
1299 8:40 am 12:05 pm Sep 3 - Sep 8
1435 9:55 am 1:16 pm Oct 5 - Oct 16
1435 9:55 am 1:16 pm Sep 9 - Oct 4
1435 10:05 am 1:25 pm Sep 3 - Sep 8
186 11:55 am 3:24 pm Sep 9 - Oct 16
186 11:55 am 3:22 pm Sep 4 - Sep 8
186 11:55 am 3:24 pm Sep 12 - Oct 10
2503 1:25 pm 4:50 pm Oct 5 - Oct 9
2503 1:28 pm 4:53 pm Sep 9 - Oct 4
2503 1:29 pm 4:53 pm Aug 27 - Sep 8
26 3:10 pm 6:37 pm Sep 9 - Oct 16
26 3:10 pm 6:37 pm Sep 12 - Oct 10
26 3:17 pm 6:45 pm Sep 3 - Sep 8
1205 4:45 pm 8:13 pm Oct 1 - Oct 4
1205 4:45 pm 8:11 pm Oct 5 - Oct 16
1205 5:00 pm 8:28 pm Sep 9 - Sep 30
1205 5:00 pm 8:34 pm Sep 3 - Sep 8
165 6:45 pm 10:13 pm Oct 5 - Oct 16
366 6:45 pm 10:13 pm Sep 24 - Oct 1
366 6:45 pm 10:13 pm Sep 25 - Oct 4
366 6:45 pm 10:13 pm Sep 9 - Sep 23
366 6:45 pm 10:18 pm Sep 3 - Sep 8
288 8:35 pm 12:06 am Sep 6 - Sep 8
288 8:37 pm 12:04 am Sep 30 - Oct 4
288 8:37 pm 12:04 am Sep 9 - Sep 29
288 8:37 pm 12:04 am Sep 12 - Oct 3
366 8:40 pm 12:08 am Oct 5 - Oct 16
1557 9:40 pm 1:02 am Oct 5 - Oct 16
1557 9:46 pm 1:08 am Sep 13 - Oct 4
1557 9:46 pm 1:08 am Sep 3 - Sep 11
Airports
Origin

Chicago
only $75
only $184
Destination

Boston
$75