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: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
Major Airline
Major Airline
BOS
2:55a
ORD
5:48a
2h 53m
nonstop
ORD
2:30a
BOS
4:49a
2h 19m
nonstop
Depart: Tue Mar 14 2017 Return: Wed Mar 22 2017 Trip spans 9 days
United
United
BOS
2:10p
ORD
4:57p
2h 47m
nonstop
ORD
2:00a
BOS
4:17a
2h 17m
nonstop
Depart: Tue May 9 2017 Return: Wed May 10 2017 Trip spans 2 days
American Airlines
American Airlines
BOS
1:30a
ORD
4:21a
2h 51m
nonstop
ORD
4:45a
BOS
7:03a
2h 18m
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 7 2017 Return: Tue Aug 15 2017 Trip spans 9 days
JetBlue
JetBlue
BOS
3:47a
ORD
6:33a
2h 46m
nonstop
ORD
3:36p
BOS
5:57p
2h 21m
nonstop
Depart: Thu Apr 6 2017 Return: Mon Apr 10 2017 Trip spans 5 days
Delta
Delta
BOS
1:30a
ORD
7:23a
5h 53m
1 stop
ORD
10:50a
BOS
6:11p
7h 21m
1 stop
Depart: Wed Mar 15 2017 Return: Thu Mar 16 2017 Trip spans 2 days
United
United
BOS
2:20a
ORD
5:12a
2h 52m
nonstop
ORD
2:00a
BOS
4:17a
2h 17m
nonstop
Depart: Sun Apr 23 2017 Return: Thu May 4 2017 Trip spans 12 days
Major Airline
Major Airline
BOS
11:00p
ORD
2:02a
3h 02m
nonstop
ORD
2:30a
BOS
4:49a
2h 19m
nonstop
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
8:59a
ORD
11:44a
2h 45m
nonstop
ORD
9:56a
BOS
12:28p
2h 32m
nonstop
Depart: Tue Mar 28 2017 Return: Wed Mar 29 2017 Trip spans 2 days
American Airlines
American Airlines
BOS
11:45a
ORD
2:43p
2h 58m
nonstop
ORD
3:25a
BOS
5:38a
2h 13m
nonstop
Depart: Tue Apr 25 2017 Return: Wed May 3 2017 Trip spans 9 days
United
United
BOS
2:10p
ORD
4:56p
2h 46m
nonstop
ORD
2:19a
BOS
4:35a
2h 16m
nonstop
Depart: Fri May 5 2017 Return: Tue May 9 2017 Trip spans 5 days
Major Airline
Major Airline
BOS
4:59a
ORD
7:44a
2h 45m
nonstop
ORD
5:56a
BOS
8:28a
2h 32m
nonstop
Depart: Sat May 6 2017 Return: Tue May 9 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: Sun May 7 2017 Return: Wed May 10 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: Mon May 8 2017 Return: Tue May 16 2017 Trip spans 9 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 May 11 2017 Return: Mon May 15 2017 Trip spans 5 days
Major Airline
Major Airline
BOS
4:59a
ORD
7:44a
2h 45m
nonstop
ORD
5:56a
BOS
8:28a
2h 32m
nonstop
Depart: Mon Mar 20 2017 Return: Wed Mar 22 2017 Trip spans 3 days
United
United
BOS
2:10p
ORD
4:57p
2h 47m
nonstop
ORD
6:48a
BOS
9:05a
2h 17m
nonstop
Depart: Wed May 10 2017 Return: Tue May 16 2017 Trip spans 7 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 Jun 11 2017 Return: Tue Jun 13 2017 Trip spans 3 days
Major Airline
Major Airline
BOS
3:01a
ORD
5:50a
2h 49m
nonstop
ORD
11:42a
BOS
2:00p
2h 18m
nonstop
Depart: Thu Aug 10 2017 Return: Tue Aug 15 2017 Trip spans 6 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 8:55 am Apr 4 - Apr 4
1404 7:00 am 9:05 am Mar 12 - Apr 3
1404 7:00 am 9:05 am Feb 23 - Mar 11
2253 10:20 am 12:19 pm Feb 23 - Mar 10
2253 10:20 am 12:19 pm Mar 12 - Mar 24
2253 10:20 am 12:19 pm Mar 26 - Apr 3
2253 10:20 am 12:15 pm Apr 4 - Apr 24
2253 10:35 am 12:34 pm Mar 18 - Mar 18
2253 10:35 am 12:34 pm Mar 25 - Mar 25
2253 10:35 am 12:34 pm Apr 1 - Apr 1
2253 10:35 am 12:34 pm Feb 25 - Mar 11
1240 12:00 pm 2:01 pm Mar 27 - Mar 27
1240 12:00 pm 2:01 pm Apr 3 - Apr 3
1240 12:00 pm 1:50 pm Apr 4 - Apr 10
1240 12:00 pm 2:01 pm Mar 26 - Apr 2
1240 12:00 pm 2:01 pm Mar 12 - Mar 24
1240 12:00 pm 2:01 pm Feb 23 - Mar 10
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 7 - Mar 10
252 1:55 pm 3:54 pm Mar 12 - Mar 19
252 1:55 pm 3:54 pm Mar 13 - Mar 24
252 1:55 pm 3:54 pm Mar 26 - Apr 2
252 1:55 pm 3:54 pm Mar 27 - Apr 3
252 1:55 pm 3:52 pm Apr 4 - Apr 28
252 2:05 pm 4:06 pm Mar 18 - Mar 25
252 2:05 pm 4:06 pm Feb 25 - Mar 11
252 2:05 pm 4:06 pm Apr 1 - Apr 1
197 3:45 pm 5:43 pm Feb 23 - Mar 10
197 3:45 pm 5:38 pm Apr 4 - Apr 28
197 3:45 pm 5:43 pm Mar 12 - Apr 3
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 16 - Mar 30
1530 5:15 pm 7:18 pm Mar 15 - Mar 24
1530 5:15 pm 7:18 pm Mar 14 - Mar 25
1530 5:15 pm 7:18 pm Mar 12 - Mar 20
1530 5:15 pm 7:18 pm Mar 6 - Mar 10
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 Mar 5 - Mar 5
1530 5:20 pm 7:20 pm Apr 4 - May 2
40 7:06 pm 9:05 pm Feb 23 - Mar 10
40 7:06 pm 9:05 pm Mar 12 - Apr 3
40 7:10 pm 9:03 pm Apr 4 - May 4
* 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.

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Airports
Origin

Boston
$104
Destination

Chicago
$104
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