Find Deals on 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
Students
under 26
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: Wed Oct 12 2016 Return: Tue Oct 18 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
9:16a
ORD
12:06p
2h 50m
nonstop
ORD
9:47a
BOS
12:13p
2h 26m
nonstop
Depart: Tue Oct 11 2016 Return: Wed Oct 19 2016 Trip spans 9 days
Major Airline
Major Airline
BOS
11:58p
ORD
2:42a
2h 44m
nonstop
ORD
2:24a
BOS
4:40a
2h 16m
nonstop
Depart: Tue Oct 4 2016 Return: Tue Nov 15 2016 Trip spans 43 days
United
United
BOS
3:45a
ORD
6:31a
2h 46m
nonstop
ORD
5:40a
BOS
7:57a
2h 17m
nonstop
Depart: Sat Nov 5 2016 Return: Tue Nov 8 2016 Trip spans 4 days
American Airlines
American Airlines
BOS
1:15p
ORD
4:23p
3h 08m
nonstop
ORD
2:05a
BOS
4:14a
2h 09m
nonstop
Depart: Wed Jan 25 2017 Return: Sat Jan 28 2017 Trip spans 4 days
JetBlue
JetBlue
BOS
5:46a
ORD
8:48a
3h 02m
nonstop
ORD
8:24a
BOS
10:46a
2h 22m
nonstop
Depart: Tue Oct 18 2016 Return: Wed Oct 19 2016 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
9:16a
ORD
12:06p
2h 50m
nonstop
ORD
9:47a
BOS
12:13p
2h 26m
nonstop
Depart: Mon Oct 17 2016 Return: Wed Oct 19 2016 Trip spans 3 days
Major Airline
Major Airline
BOS
11:58p
ORD
2:42a
2h 44m
nonstop
ORD
2:24a
BOS
4:40a
2h 16m
nonstop
Depart: Wed Oct 19 2016 Return: Sat Oct 22 2016 Trip spans 4 days
United
United
BOS
2:15a
ORD
4:59a
2h 44m
nonstop
ORD
1:35p
BOS
4:04p
2h 29m
nonstop
Depart: Sat Nov 12 2016 Return: Sun Nov 13 2016 Trip spans 2 days
American Airlines
American Airlines
BOS
11:00a
ORD
2:01p
3h 01m
nonstop
ORD
1:05a
BOS
3:13a
2h 08m
nonstop
Depart: Tue Oct 25 2016 Return: Wed Oct 26 2016 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
9:16a
ORD
12:06p
2h 50m
nonstop
ORD
9:47a
BOS
12:13p
2h 26m
nonstop
Depart: Mon Jan 9 2017 Return: Tue Jan 10 2017 Trip spans 2 days
Major Airline
Major Airline
BOS
9:00p
ORD
12:01a
3h 01m
nonstop
ORD
8:57a
BOS
11:11a
2h 14m
nonstop
Depart: Thu Oct 27 2016 Return: Fri Oct 28 2016 Trip spans 2 days
United
United
BOS
3:45a
ORD
6:29a
2h 44m
nonstop
ORD
2:07a
BOS
4:28a
2h 21m
nonstop
Depart: Sun Nov 13 2016 Return: Wed Nov 30 2016 Trip spans 18 days
American Airlines
American Airlines
BOS
4:00a
ORD
6:58a
2h 58m
nonstop
ORD
7:00a
BOS
9:11a
2h 11m
nonstop
Depart: Wed Oct 26 2016 Return: Tue Nov 1 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
9:16a
ORD
12:06p
2h 50m
nonstop
ORD
9:47a
BOS
12:13p
2h 26m
nonstop
Depart: Wed Feb 8 2017 Return: Sat Feb 11 2017 Trip spans 4 days
JetBlue
JetBlue
BOS
5:46a
ORD
8:48a
3h 02m
nonstop
ORD
8:24a
BOS
10:46a
2h 22m
nonstop
Depart: Sat Oct 22 2016 Return: Tue Oct 25 2016 Trip spans 4 days
Major Airline
Major Airline
BOS
3:01a
ORD
5:47a
2h 46m
nonstop
ORD
2:24a
BOS
4:40a
2h 16m
nonstop
Depart: Sat Oct 29 2016 Return: Tue Nov 1 2016 Trip spans 4 days
United
United
BOS
1:35p
ORD
4:20p
2h 45m
nonstop
ORD
2:00a
BOS
4:16a
2h 16m
nonstop
Depart: Tue Nov 15 2016 Return: Wed Nov 16 2016 Trip spans 2 days
American Airlines
American Airlines
BOS
10:10a
ORD
1:12p
3h 02m
nonstop
ORD
2:05a
BOS
4:14a
2h 09m
nonstop
Depart: Tue Nov 1 2016 Return: Wed Nov 2 2016 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
9:16a
ORD
12:06p
2h 50m
nonstop
ORD
9:47a
BOS
12:13p
2h 26m
nonstop
Depart: Fri Oct 28 2016 Return: Tue Nov 1 2016 Trip spans 5 days
Major Airline
Major Airline
BOS
5:16a
ORD
8:06a
2h 50m
nonstop
ORD
10:55a
BOS
1:09p
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
1155 5:34 am 7:45 am Nov 4 - Nov 4
1155 6:00 am 7:50 am Sep 29 - Oct 28
1155 6:00 am 7:50 am Nov 3 - Nov 3
1404 7:00 am 9:11 am Nov 6 - Nov 24
1404 7:00 am 9:11 am Nov 4 - Nov 5
1404 7:00 am 8:58 am Sep 29 - Nov 3
1435 9:00 am 10:58 am Nov 4 - Nov 5
1435 9:00 am 10:58 am Nov 6 - Nov 22
1435 9:00 am 10:51 am Sep 29 - Oct 29
1435 9:00 am 10:51 am Oct 30 - Nov 3
2253 10:05 am 12:05 pm Nov 6 - Dec 11
2253 10:07 am 11:59 am Oct 29 - Nov 3
2253 10:07 am 11:59 am Oct 6 - Oct 28
2253 10:07 am 11:59 am Oct 8 - Oct 22
2253 10:10 am 12:10 pm Nov 4 - Nov 4
2253 10:15 am 12:15 pm Nov 5 - Nov 5
1240 12:00 pm 1:53 pm Nov 4 - Nov 4
1240 12:00 pm 1:53 pm Nov 6 - Nov 23
1240 12:15 pm 2:05 pm Sep 29 - Oct 28
1240 12:15 pm 2:05 pm Oct 9 - Oct 23
1240 12:15 pm 2:05 pm Oct 30 - Oct 30
1240 12:15 pm 2:05 pm Nov 1 - Nov 3
252 1:50 pm 3:52 pm Nov 4 - Nov 4
252 1:50 pm 3:52 pm Nov 6 - Nov 22
252 2:01 pm 4:00 pm Nov 5 - Nov 5
252 2:10 pm 4:01 pm Oct 31 - Oct 31
252 2:10 pm 4:01 pm Oct 23 - Oct 30
252 2:10 pm 4:01 pm Sep 29 - Oct 22
252 2:10 pm 4:01 pm Nov 1 - Nov 3
197 3:10 pm 5:12 pm Nov 4 - Nov 4
197 3:10 pm 5:12 pm Nov 6 - Nov 23
197 3:30 pm 5:24 pm Oct 23 - Nov 3
197 3:30 pm 5:24 pm Sep 29 - Oct 21
2591 4:00 pm 6:01 pm Nov 5 - Nov 5
2591 4:10 pm 6:11 pm Nov 6 - Nov 23
2591 4:10 pm 6:11 pm Nov 4 - Nov 4
2591 4:20 pm 6:14 pm Oct 6 - Oct 28
2591 4:20 pm 6:14 pm Oct 8 - Oct 22
2591 4:20 pm 6:14 pm Oct 29 - Nov 3
1503 5:15 pm 7:23 pm Nov 4 - Nov 4
1503 5:15 pm 7:23 pm Nov 6 - Nov 23
1503 5:15 pm 7:23 pm Nov 5 - Nov 5
1503 5:26 pm 7:20 pm Oct 19 - Oct 30
1503 5:26 pm 7:20 pm Oct 31 - Oct 31
1503 5:26 pm 7:20 pm Nov 2 - Nov 2
1503 5:26 pm 7:20 pm Oct 18 - Nov 3
1503 5:26 pm 7:20 pm Sep 29 - Oct 13
1503 5:26 pm 7:20 pm Sep 30 - Oct 17
1503 5:31 pm 7:25 pm Oct 1 - Oct 22
1503 5:31 pm 7:25 pm Oct 29 - Oct 29
40 7:11 pm 9:01 pm Nov 1 - Nov 3
40 7:11 pm 9:01 pm Oct 1 - Oct 29
40 7:11 pm 9:05 pm Nov 4 - Nov 4
40 7:11 pm 9:01 pm Oct 7 - Oct 28
40 7:11 pm 9:05 pm Nov 6 - Nov 20
40 7:25 pm 9:15 pm Oct 23 - Oct 30
40 7:25 pm 9:15 pm Oct 9 - Oct 9
40 8:47 pm 10:41 pm Oct 16 - Oct 16
40 9:23 pm 11:14 pm Oct 6 - Oct 6
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
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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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Boston
$80
Destination

Chicago
$80
Airlines Airline reviews

196 travelers who booked a flight from Boston to Chicago rated their chosen airlines with an average of 6.0.

Overall
6.2
Boarding
6.4
Crew
7.0
Comfort
5.8
Food
4.8
Entertainment
4.9