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: Wed Sep 23 2015 Return: Wed Sep 30 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: Wed Nov 11 2015 Return: Tue Nov 17 2015 Trip spans 7 days
JetBlue Airways
JetBlue Airways
ORD
4:50a
BOS
7:01a
2h 11m
nonstop
BOS
2:15a
ORD
5:08a
2h 53m
nonstop
Depart: Thu Sep 24 2015 Return: Tue Sep 29 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 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: Sat Oct 3 2015 Return: Tue Oct 6 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 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: Wed Oct 14 2015 Return: Tue Oct 20 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 Oct 15 2015 Return: Tue Oct 20 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: Sat Oct 17 2015 Return: Tue Oct 20 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 Oct 19 2015 Return: Wed Oct 21 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: Tue Nov 17 2015 Return: Thu Nov 19 2015 Trip spans 3 days
United
United
ORD
7:22a
BOS
9:41a
2h 19m
nonstop
BOS
2:30a
ORD
5:28a
2h 58m
nonstop
Depart: Sun Sep 27 2015 Return: Sat Oct 3 2015 Trip spans 7 days
US Airways
US Airways
ORD
2:30a
BOS
8:17a
5h 47m
1 stop
BOS
2:00a
ORD
4:51a
2h 51m
nonstop
Depart: Sat Dec 19 2015 Return: Sat Dec 26 2015 Trip spans 8 days
Delta
Delta
ORD
12:00p
BOS
3:56p
3h 56m
1 stop
BOS
12:55a
ORD
6:48a
5h 53m
1 stop
Depart: Thu Mar 24 2016 Return: Tue Mar 29 2016 Trip spans 6 days
Delta
Delta
MDW
7:05a
BOS
1:43p
6h 38m
1 stop
BOS
7:25a
MDW
3:45p
8h 20m
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 10 - Oct 4
1240 7:04 am 10:31 am Sep 12 - Oct 3
1299 8:35 am 12:02 pm Oct 5 - Oct 16
1299 8:35 am 12:02 pm Oct 10 - Oct 10
1299 8:40 am 12:08 pm Sep 10 - Oct 4
1299 8:40 am 12:08 pm Sep 12 - Oct 3
1435 9:55 am 1:16 pm Sep 10 - Oct 4
1435 9:55 am 1:16 pm Oct 5 - Oct 16
186 11:55 am 3:24 pm Sep 12 - Oct 10
186 11:55 am 3:24 pm Sep 10 - Oct 16
2503 1:25 pm 4:50 pm Oct 11 - Oct 16
2503 1:25 pm 4:50 pm Oct 5 - Oct 9
2503 1:28 pm 4:53 pm Sep 9 - Oct 4
26 3:10 pm 6:37 pm Sep 10 - Oct 16
26 3:10 pm 6:37 pm Sep 12 - Oct 10
1205 4:45 pm 8:11 pm Oct 5 - Oct 16
1205 4:45 pm 8:11 pm Oct 10 - Oct 10
1205 4:45 pm 8:11 pm Oct 1 - Oct 4
1205 5:00 pm 8:28 pm Sep 10 - Sep 30
165 6:45 pm 10:13 pm Oct 5 - Oct 16
165 6:45 pm 10:13 pm Oct 8 - Oct 15
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 10 - Sep 23
288 8:37 pm 12:04 am Sep 10 - Sep 29
288 8:37 pm 12:04 am Sep 30 - Oct 4
288 8:37 pm 12:04 am Sep 12 - Oct 3
366 8:40 pm 12:08 am Oct 5 - Oct 16
366 8:40 pm 12:08 am Oct 10 - Oct 10
1557 9:40 pm 1:02 am Oct 5 - Oct 16
1557 9:46 pm 1:08 am Sep 10 - Oct 4
Airports
Origin

Chicago
only $75
only $224
Destination

Boston
$75