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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Boston Logan International to Chicago O'Hare International

(Round-trip)
Depart: Tue Feb 23 2016 Return: Wed Feb 24 2016 Trip spans 2 days
United
United
BOS
11:33a
ORD
2:29p
2h 56m
nonstop
ORD
1:00a
BOS
3:20a
2h 20m
nonstop
Depart: Thu Feb 25 2016 Return: Wed Mar 2 2016 Trip spans 7 days
American Airlines
American Airlines
BOS
5:00a
ORD
7:58a
2h 58m
nonstop
ORD
2:00a
BOS
4:14a
2h 14m
nonstop
Depart: Tue Apr 26 2016 Return: Tue May 3 2016 Trip spans 8 days
JetBlue
JetBlue
BOS
3:00a
ORD
5:56a
2h 56m
nonstop
ORD
5:40a
BOS
7:52a
2h 12m
nonstop
Depart: Wed Feb 24 2016 Return: Wed Mar 2 2016 Trip spans 8 days
United
United
BOS
6:57a
ORD
9:55a
2h 58m
nonstop
ORD
1:00a
BOS
3:20a
2h 20m
nonstop
Depart: Fri Feb 26 2016 Return: Mon Feb 29 2016 Trip spans 4 days
American Airlines
American Airlines
BOS
4:00a
ORD
7:05a
3h 05m
nonstop
ORD
1:45p
BOS
3:59p
2h 14m
nonstop
Depart: Sat Feb 27 2016 Return: Sun Feb 28 2016 Trip spans 2 days
American Airlines
American Airlines
BOS
10:45a
ORD
1:45p
3h 00m
nonstop
ORD
2:00a
BOS
4:14a
2h 14m
nonstop
Depart: Sun Feb 28 2016 Return: Wed Mar 2 2016 Trip spans 4 days
American Airlines
American Airlines
BOS
4:00a
ORD
7:05a
3h 05m
nonstop
ORD
3:39p
BOS
5:49p
2h 10m
nonstop
Depart: Mon Feb 29 2016 Return: Wed Mar 2 2016 Trip spans 3 days
American Airlines
American Airlines
BOS
5:00a
ORD
7:58a
2h 58m
nonstop
ORD
3:39p
BOS
5:49p
2h 10m
nonstop
Depart: Tue Mar 1 2016 Return: Wed Mar 2 2016 Trip spans 2 days
United
United
BOS
2:54p
ORD
5:50p
2h 56m
nonstop
ORD
5:40a
BOS
7:57a
2h 17m
nonstop
Depart: Wed Mar 2 2016 Return: Sun Mar 6 2016 Trip spans 5 days
American Airlines
American Airlines
BOS
12:30a
ORD
3:29a
2h 59m
nonstop
ORD
1:00a
BOS
3:10a
2h 10m
nonstop
Depart: Thu Mar 3 2016 Return: Fri Mar 4 2016 Trip spans 2 days
American Airlines
American Airlines
BOS
12:30a
ORD
3:29a
2h 59m
nonstop
ORD
2:00a
BOS
4:14a
2h 14m
nonstop
Depart: Sun Mar 6 2016 Return: Tue Mar 8 2016 Trip spans 3 days
American Airlines
American Airlines
BOS
12:30a
ORD
3:29a
2h 59m
nonstop
ORD
3:20a
BOS
5:30a
2h 10m
nonstop
Depart: Tue Mar 8 2016 Return: Wed Mar 9 2016 Trip spans 2 days
United
United
BOS
4:42a
ORD
7:29a
2h 47m
nonstop
ORD
2:30a
BOS
4:51a
2h 21m
nonstop
Depart: Wed Mar 9 2016 Return: Thu Mar 10 2016 Trip spans 2 days
American Airlines
American Airlines
BOS
12:30a
ORD
3:29a
2h 59m
nonstop
ORD
2:00a
BOS
4:14a
2h 14m
nonstop
Depart: Tue Mar 15 2016 Return: Wed Mar 16 2016 Trip spans 2 days
American Airlines
American Airlines
BOS
6:00a
ORD
8:58a
2h 58m
nonstop
ORD
3:00a
BOS
5:14a
2h 14m
nonstop
Depart: Wed Mar 16 2016 Return: Tue Mar 22 2016 Trip spans 7 days
American Airlines
American Airlines
BOS
1:30a
ORD
4:29a
2h 59m
nonstop
ORD
5:56p
BOS
8:04p
2h 08m
nonstop
Depart: Thu Mar 17 2016 Return: Tue Mar 22 2016 Trip spans 6 days
American Airlines
American Airlines
BOS
1:30a
ORD
4:29a
2h 59m
nonstop
ORD
6:05a
BOS
8:15a
2h 10m
nonstop
Depart: Fri Mar 18 2016 Return: Tue Mar 22 2016 Trip spans 5 days
American Airlines
American Airlines
BOS
1:30a
ORD
4:29a
2h 59m
nonstop
ORD
5:56p
BOS
8:04p
2h 08m
nonstop
Depart: Sun Apr 24 2016 Return: Fri Apr 29 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BOS
9:30a
ORD
12:19p
2h 49m
nonstop
ORD
9:46a
BOS
12:12p
2h 26m
nonstop
Depart: Mon May 16 2016 Return: Tue May 17 2016 Trip spans 2 days
Delta
Delta
BOS
1:00p
ORD
5:14p
4h 14m
1 stop
ORD
8:00a
BOS
12:16p
4h 16m
1 stop
Direct flights BOS to ORD on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1155 5:30 am 7:29 am Mar 13 - Apr 4
1155 5:30 am 7:29 am Feb 11 - Mar 2
1155 5:30 am 7:29 am Mar 3 - Mar 12
1404 7:00 am 9:07 am Mar 13 - Apr 4
1404 7:00 am 9:07 am Mar 3 - Mar 11
2253 7:05 am 9:12 am Mar 19 - Apr 2
2253 7:05 am 9:12 am Mar 5 - Mar 12
1435 8:55 am 10:53 am Feb 6 - Feb 27
1435 8:55 am 10:53 am Mar 5 - Mar 12
1435 8:55 am 10:53 am Mar 19 - Apr 2
1435 9:00 am 11:05 am Feb 17 - Mar 11
1435 9:00 am 11:05 am Mar 13 - Mar 25
2253 10:00 am 11:58 am Feb 4 - Mar 4
2253 10:00 am 11:58 am Mar 6 - Mar 11
2253 10:00 am 11:58 am Mar 13 - Mar 25
1299 12:15 pm 2:14 pm Feb 11 - Mar 11
1299 12:15 pm 2:14 pm Mar 13 - Mar 25
1299 12:20 pm 2:19 pm Feb 13 - Feb 27
1299 12:20 pm 2:19 pm Mar 19 - Mar 19
1299 12:20 pm 2:19 pm Mar 5 - Mar 12
1404 2:00 pm 4:02 pm Feb 5 - Feb 29
1404 2:00 pm 4:02 pm Mar 1 - Mar 2
1404 2:00 pm 4:02 pm Feb 4 - Feb 25
252 2:00 pm 4:02 pm Mar 14 - Mar 25
252 2:00 pm 4:02 pm Mar 3 - Mar 11
252 2:00 pm 4:02 pm Mar 13 - Mar 13
197 3:45 pm 5:45 pm Feb 4 - Mar 1
197 3:45 pm 5:45 pm Feb 5 - Mar 2
197 3:45 pm 5:45 pm Mar 13 - Mar 25
197 3:45 pm 5:45 pm Mar 4 - Mar 11
197 3:45 pm 5:45 pm Mar 15 - Mar 24
197 3:45 pm 5:45 pm Mar 5 - Mar 12
197 3:45 pm 5:45 pm Mar 19 - Mar 19
197 3:45 pm 5:45 pm Mar 3 - Mar 10
40 6:56 pm 9:08 pm Mar 13 - Apr 4
40 6:56 pm 9:08 pm Feb 13 - Mar 12
40 6:56 pm 9:08 pm Mar 19 - Mar 19
40 6:56 pm 9:08 pm Feb 4 - Mar 11
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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

We aggregate tons of data for you
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 don'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.

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
$103
Destination

Chicago
$103