Find Cheap Flights from Boston Logan International to Chicago O'Hare International (BOS - ORD)

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 O'Hare International

(Round-trip)
Depart: Thu Oct 19 2017 Return: Tue Oct 24 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
BOS
12:00a
ORD
2:37a
2h 37m
nonstop
ORD
12:00a
BOS
2:19a
2h 19m
nonstop
Depart: Wed Oct 25 2017 Return: Sat Oct 28 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
12:00a
ORD
2:50a
2h 50m
nonstop
ORD
12:00a
BOS
2:30a
2h 30m
nonstop
Depart: Sat Sep 30 2017 Return: Mon Oct 2 2017 Trip spans 3 days
United
United
BOS
12:00a
ORD
2:46a
2h 46m
nonstop
ORD
12:00a
BOS
2:19a
2h 19m
nonstop
Depart: Thu Nov 30 2017 Return: Sun Dec 3 2017 Trip spans 4 days
American Airlines
American Airlines
BOS
12:00a
ORD
3:02a
3h 02m
nonstop
ORD
12:00a
BOS
2:12a
2h 12m
nonstop
Depart: Wed Feb 7 2018 Return: Sat Feb 10 2018 Trip spans 4 days
JetBlue
JetBlue
BOS
12:00a
ORD
3:03a
3h 03m
nonstop
ORD
12:00a
BOS
2:15a
2h 15m
nonstop
Depart: Mon Mar 5 2018 Return: Mon Mar 12 2018 Trip spans 7 days
Delta
Delta
BOS
12:00a
ORD
4:30a
4h 30m
1 stop
ORD
12:00a
BOS
4:10a
4h 10m
1 stop
Depart: Tue Nov 7 2017 Return: Wed Nov 8 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
12:00a
ORD
2:50a
2h 50m
nonstop
ORD
12:00a
BOS
2:30a
2h 30m
nonstop
Depart: Wed Oct 4 2017 Return: Sat Oct 7 2017 Trip spans 4 days
United
United
BOS
12:00a
ORD
2:44a
2h 44m
nonstop
ORD
12:00a
BOS
2:21a
2h 21m
nonstop
Depart: Sat Sep 23 2017 Return: Sat Sep 30 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
12:00a
ORD
2:50a
2h 50m
nonstop
ORD
12:00a
BOS
2:33a
2h 33m
nonstop
Depart: Sat Nov 4 2017 Return: Thu Nov 9 2017 Trip spans 6 days
United
United
BOS
12:00a
ORD
2:47a
2h 47m
nonstop
ORD
12:00a
BOS
2:15a
2h 15m
nonstop
Depart: Sat Dec 2 2017 Return: Sun Dec 3 2017 Trip spans 2 days
United
United
BOS
12:00a
ORD
2:57a
2h 57m
nonstop
ORD
12:00a
BOS
2:18a
2h 18m
nonstop
Depart: Wed Jan 3 2018 Return: Mon Jan 8 2018 Trip spans 6 days
United
United
BOS
12:00a
ORD
2:55a
2h 55m
nonstop
ORD
12:00a
BOS
2:17a
2h 17m
nonstop
Depart: Mon Feb 12 2018 Return: Fri Mar 9 2018 Trip spans 26 days
American Airlines
American Airlines
BOS
12:00a
ORD
2:46a
2h 46m
nonstop
ORD
12:00a
BOS
2:21a
2h 21m
nonstop
Depart: Thu Oct 26 2017 Return: Sun Oct 29 2017 Trip spans 4 days
United
United
BOS
12:00a
ORD
2:44a
2h 44m
nonstop
ORD
12:00a
BOS
2:15a
2h 15m
nonstop
Depart: Sat Mar 10 2018 Return: Mon Mar 12 2018 Trip spans 2 days
American Airlines
American Airlines
BOS
12:00a
ORD
2:47a
2h 47m
nonstop
ORD
12:00a
BOS
2:27a
2h 27m
nonstop
Depart: Thu Mar 8 2018 Return: Sun Mar 11 2018 Trip spans 4 days
American Airlines
American Airlines
BOS
12:00a
ORD
2:49a
2h 49m
nonstop
ORD
12:00a
BOS
3:21a
2h 21m
nonstop
Depart: Fri Oct 13 2017 Return: Sun Oct 15 2017 Trip spans 3 days
United
United
BOS
12:00a
ORD
2:44a
2h 44m
nonstop
ORD
12:00a
BOS
2:19a
2h 19m
nonstop
Depart: Fri Oct 6 2017 Return: Tue Oct 10 2017 Trip spans 5 days
United
United
BOS
12:00a
ORD
2:44a
2h 44m
nonstop
ORD
12:00a
BOS
2:19a
2h 19m
nonstop
Depart: Sat Dec 23 2017 Return: Sat Dec 30 2017 Trip spans 8 days
United
United
BOS
12:00a
ORD
6:58p
18h 58m
1 stop
ORD
12:00a
BOS
2:18a
2h 18m
nonstop
Depart: Fri Dec 22 2017 Return: Fri Dec 29 2017 Trip spans 8 days
United
United
BOS
12:00a
ORD
4:48a
4h 48m
1 stop
ORD
12:00a
BOS
2:14a
2h 14m
nonstop
Direct flights BOS to ORD on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1562 5:00 am 6:37 am Sep 2 - Oct 6
1562 5:00 am 6:37 am Oct 8 - Nov 3
2264 6:00 am 7:51 am Sep 14 - Oct 9
2264 6:00 am 7:51 am Oct 10 - Nov 4
1404 7:00 am 8:52 am Sep 10 - Oct 1
1404 7:00 am 8:52 am Sep 11 - Oct 7
1404 7:00 am 8:52 am Oct 8 - Nov 4
2459 9:00 am 10:50 am Sep 2 - Oct 7
2459 9:00 am 10:50 am Oct 8 - Oct 29
2459 9:00 am 10:50 am Oct 9 - Nov 4
2253 10:35 am 12:27 pm Sep 6 - Oct 4
2253 10:35 am 12:27 pm Sep 14 - Oct 2
2253 10:42 am 12:34 pm Oct 5 - Oct 18
2253 10:42 am 12:34 pm Oct 10 - Oct 10
2253 10:42 am 12:34 pm Oct 17 - Oct 24
2253 10:42 am 12:34 pm Oct 19 - Oct 26
2253 10:42 am 12:34 pm Oct 20 - Oct 20
2253 10:42 am 12:34 pm Oct 27 - Oct 28
2253 10:42 am 12:34 pm Oct 29 - Nov 4
1240 12:00 pm 1:48 pm Sep 13 - Sep 29
1240 12:00 pm 1:48 pm Sep 16 - Sep 30
1240 12:00 pm 1:48 pm Oct 1 - Oct 4
252 2:00 pm 3:52 pm Sep 4 - Sep 29
252 2:00 pm 3:52 pm Sep 16 - Sep 30
252 2:00 pm 3:52 pm Oct 1 - Oct 4
252 2:00 pm 3:52 pm Oct 3 - Oct 3
252 2:00 pm 3:52 pm Oct 5 - Oct 18
252 2:00 pm 3:52 pm Oct 10 - Oct 17
252 2:00 pm 3:52 pm Oct 19 - Oct 26
252 2:00 pm 3:52 pm Oct 20 - Oct 20
252 2:00 pm 3:52 pm Oct 27 - Oct 28
252 2:00 pm 3:52 pm Oct 29 - Nov 4
197 3:15 pm 5:09 pm Oct 2 - Oct 2
197 3:35 pm 5:29 pm Sep 4 - Oct 1
197 3:35 pm 5:29 pm Sep 5 - Oct 3
197 3:35 pm 5:29 pm Oct 4 - Oct 4
2626 5:28 pm 7:24 pm Oct 7 - Oct 14
2626 5:28 pm 7:24 pm Sep 6 - Oct 6
2626 5:28 pm 7:24 pm Sep 9 - Sep 30
2626 5:28 pm 7:24 pm Oct 12 - Oct 12
2626 5:28 pm 7:24 pm Oct 15 - Oct 25
2626 5:28 pm 7:24 pm Oct 19 - Oct 19
2626 5:28 pm 7:24 pm Oct 26 - Nov 1
2626 5:28 pm 7:24 pm Oct 28 - Nov 4
1319 7:10 pm 9:00 pm Sep 4 - Nov 3
1628 8:30 pm 10:19 pm Oct 5 - Oct 30
1628 8:50 pm 10:39 pm Sep 11 - Oct 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Airports
Origin

Boston
$91
Destination

Chicago
$91
Airlines Airline reviews

383 travelers who booked a flight from Boston to Chicago rated their chosen airlines with an average of 6.1.

Overall
6.4
Boarding
6.5
Crew
7.1
Comfort
6.0
Food
5.0
Entertainment
5.1