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
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: Mon Mar 6 2017 Return: Tue Mar 7 2017 Trip spans 2 days
Major Airline
Major Airline
BOS
9:00p
ORD
11:58p
2h 58m
nonstop
ORD
9:30a
BOS
11:45a
2h 15m
nonstop
Depart: Tue Mar 7 2017 Return: Wed Mar 8 2017 Trip spans 2 days
American Airlines
American Airlines
BOS
5:20a
ORD
8:19a
2h 59m
nonstop
ORD
2:25a
BOS
4:38a
2h 13m
nonstop
Depart: Wed Mar 8 2017 Return: Tue Mar 14 2017 Trip spans 6 days
United
United
BOS
1:02a
ORD
3:59a
2h 57m
nonstop
ORD
6:48a
BOS
9:05a
2h 17m
nonstop
Depart: Sat Apr 29 2017 Return: Wed May 3 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
8:59a
ORD
11:44a
2h 45m
nonstop
ORD
9:56a
BOS
12:28p
2h 32m
nonstop
Depart: Mon Aug 14 2017 Return: Sat Aug 26 2017 Trip spans 13 days
JetBlue
JetBlue
BOS
3:47a
ORD
6:33a
2h 46m
nonstop
ORD
3:36p
BOS
5:57p
2h 21m
nonstop
Depart: Sat Mar 4 2017 Return: Sun Mar 5 2017 Trip spans 2 days
Delta
Delta
BOS
12:00p
ORD
4:47p
4h 47m
1 stop
ORD
3:00a
BOS
8:00a
5h 00m
1 stop
Depart: Tue Mar 14 2017 Return: Wed Mar 15 2017 Trip spans 2 days
United
United
BOS
11:00a
ORD
1:47p
2h 47m
nonstop
ORD
2:00a
BOS
4:17a
2h 17m
nonstop
Depart: Fri Mar 10 2017 Return: Fri Mar 17 2017 Trip spans 7 days
American Airlines
American Airlines
BOS
2:00a
ORD
5:05a
3h 05m
nonstop
ORD
3:25a
BOS
5:38a
2h 13m
nonstop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
Major Airline
Major Airline
BOS
4:59a
ORD
7:44a
2h 45m
nonstop
ORD
6:00a
BOS
8:29a
2h 29m
nonstop
Depart: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
8:59a
ORD
11:44a
2h 45m
nonstop
ORD
9:56a
BOS
12:28p
2h 32m
nonstop
Depart: Wed Mar 15 2017 Return: Tue Mar 21 2017 Trip spans 7 days
United
United
BOS
11:03a
ORD
1:50p
2h 47m
nonstop
ORD
6:48a
BOS
9:05a
2h 17m
nonstop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
American Airlines
American Airlines
BOS
1:30a
ORD
4:21a
2h 51m
nonstop
ORD
4:45a
BOS
7:03a
2h 18m
nonstop
Depart: Wed May 3 2017 Return: Sat May 6 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
8:59a
ORD
11:44a
2h 45m
nonstop
ORD
9:56a
BOS
12:28p
2h 32m
nonstop
Depart: Thu Aug 24 2017 Return: Tue Aug 29 2017 Trip spans 6 days
Major Airline
Major Airline
BOS
4:59a
ORD
7:44a
2h 45m
nonstop
ORD
2:19a
BOS
4:39a
2h 20m
nonstop
Depart: Mon May 8 2017 Return: Tue May 9 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BOS
8:59a
ORD
11:44a
2h 45m
nonstop
ORD
9:56a
BOS
12:28p
2h 32m
nonstop
Depart: Sun Mar 19 2017 Return: Thu Mar 23 2017 Trip spans 5 days
American Airlines
American Airlines
BOS
9:55a
ORD
12:54p
2h 59m
nonstop
ORD
6:00a
BOS
8:10a
2h 10m
nonstop
Depart: Mon Mar 20 2017 Return: Tue Mar 21 2017 Trip spans 2 days
United
United
BOS
2:10p
ORD
4:57p
2h 47m
nonstop
ORD
6:48a
BOS
9:05a
2h 17m
nonstop
Depart: Tue Apr 4 2017 Return: Wed Apr 5 2017 Trip spans 2 days
Major Airline
Major Airline
BOS
8:56a
ORD
11:52a
2h 56m
nonstop
ORD
5:25a
BOS
7:37a
2h 12m
nonstop
Depart: Tue May 9 2017 Return: Tue May 16 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
8:59a
ORD
11:44a
2h 45m
nonstop
ORD
9:56a
BOS
12:28p
2h 32m
nonstop
Depart: Sun Aug 13 2017 Return: Wed Aug 23 2017 Trip spans 11 days
JetBlue
JetBlue
BOS
3:47a
ORD
6:33a
2h 46m
nonstop
ORD
3:36p
BOS
5:57p
2h 21m
nonstop
Direct flights BOS to ORD on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1404 7:00 am 9:05 am Feb 23 - Mar 11
1404 7:00 am 9:05 am Mar 12 - Apr 3
2253 10:20 am 12:19 pm Mar 12 - Mar 24
2253 10:20 am 12:19 pm Feb 23 - Mar 10
2253 10:20 am 12:19 pm Mar 26 - Apr 3
2253 10:35 am 12:34 pm Feb 25 - Mar 11
2253 10:35 am 12:34 pm Mar 18 - Mar 18
2253 10:35 am 12:34 pm Mar 25 - Mar 25
1240 12:00 pm 2:01 pm Feb 23 - Mar 10
1240 12:00 pm 2:01 pm Mar 27 - Mar 27
1240 12:00 pm 2:01 pm Mar 26 - Apr 2
1240 12:00 pm 2:01 pm Mar 12 - Mar 24
252 1:55 pm 3:54 pm Feb 23 - Mar 6
252 1:55 pm 3:54 pm Feb 26 - Mar 5
252 1:55 pm 3:54 pm Mar 27 - Apr 3
252 1:55 pm 3:54 pm Mar 13 - Mar 24
252 1:55 pm 3:54 pm Mar 12 - Mar 19
252 1:55 pm 3:54 pm Mar 7 - Mar 10
252 1:55 pm 3:54 pm Feb 28 - Feb 28
252 1:55 pm 3:54 pm Mar 26 - Apr 2
252 2:05 pm 4:06 pm Mar 18 - Mar 25
252 2:05 pm 4:06 pm Feb 25 - Mar 11
197 3:45 pm 5:43 pm Mar 12 - Apr 3
197 3:45 pm 5:43 pm Feb 23 - Mar 10
1530 5:15 pm 7:18 pm Mar 6 - Mar 10
1530 5:15 pm 7:18 pm Mar 16 - Mar 30
1530 5:15 pm 7:18 pm Mar 12 - Mar 20
1530 5:15 pm 7:18 pm Mar 27 - Apr 3
1530 5:15 pm 7:18 pm Mar 26 - Mar 31
1530 5:15 pm 7:18 pm Mar 14 - Mar 25
1530 5:15 pm 7:18 pm Mar 15 - Mar 24
1530 5:15 pm 7:18 pm Mar 4 - Mar 11
1530 5:15 pm 7:18 pm Mar 2 - Mar 9
1530 5:15 pm 7:18 pm Feb 24 - Mar 3
1530 5:15 pm 7:18 pm Feb 23 - Feb 28
1530 5:15 pm 7:18 pm Mar 5 - Mar 5
40 7:06 pm 9:05 pm Feb 23 - Mar 10
40 7:06 pm 9:05 pm Mar 12 - Apr 3
* 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,
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^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Boston
$91
Destination

Chicago
$91
Airlines Airline reviews

253 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
5.0