Find Deals on Flights from Chicago to Boston Logan International (CHI - BOS)

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 Chicago to Boston Logan International

(Round-trip)
Depart: Sat Feb 13 2016 Return: Tue Feb 16 2016 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
2h 10m
nonstop
BOS
ORD
3h 12m
nonstop
Depart: Thu Feb 25 2016 Return: Sun Feb 28 2016 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
2h 10m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Fri Feb 26 2016 Return: Sun Feb 28 2016 Trip spans 3 days
American Airlines
American Airlines
ORD
BOS
2h 14m
nonstop
BOS
ORD
2h 59m
nonstop
Depart: Wed Mar 23 2016 Return: Fri Mar 25 2016 Trip spans 3 days
American Airlines
American Airlines
ORD
BOS
2h 14m
nonstop
BOS
ORD
2h 59m
nonstop
Depart: Mon Apr 18 2016 Return: Sun Apr 24 2016 Trip spans 7 days
American Airlines
American Airlines
ORD
BOS
2h 10m
nonstop
BOS
ORD
2h 49m
nonstop
Depart: Thu Apr 21 2016 Return: Wed Apr 27 2016 Trip spans 7 days
American Airlines
American Airlines
ORD
BOS
2h 12m
nonstop
BOS
ORD
2h 49m
nonstop
Depart: Wed Apr 27 2016 Return: Sun May 1 2016 Trip spans 5 days
American Airlines
American Airlines
ORD
BOS
2h 12m
nonstop
BOS
ORD
2h 49m
nonstop
Depart: Thu May 5 2016 Return: Sun May 8 2016 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 39m
nonstop
Depart: Wed May 11 2016 Return: Wed May 18 2016 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 39m
nonstop
Depart: Sat Feb 27 2016 Return: Sun Feb 28 2016 Trip spans 2 days
American Airlines
American Airlines
ORD
BOS
2h 14m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Thu Jun 2 2016 Return: Sat Jun 4 2016 Trip spans 3 days
United
United
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed Jul 6 2016 Return: Tue Jul 12 2016 Trip spans 7 days
United
United
ORD
BOS
2h 17m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Thu Mar 24 2016 Return: Sun Mar 27 2016 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
3h 47m
1 stop
BOS
ORD
2h 59m
nonstop
Depart: Tue May 24 2016 Return: Sun May 29 2016 Trip spans 6 days
American Airlines
American Airlines
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 51m
nonstop
Depart: Mon Jul 18 2016 Return: Wed Jul 20 2016 Trip spans 3 days
American Airlines
American Airlines
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 51m
nonstop
Depart: Sat Aug 20 2016 Return: Sat Sep 3 2016 Trip spans 15 days
American Airlines
American Airlines
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 39m
nonstop
Depart: Tue Mar 1 2016 Return: Wed Mar 2 2016 Trip spans 2 days
Delta
Delta
MDW
BOS
3h 52m
1 stop
BOS
MDW
4h 22m
1 stop
Depart: Wed Jun 1 2016 Return: Thu Jun 2 2016 Trip spans 2 days
Delta
Delta
MDW
BOS
3h 56m
1 stop
BOS
MDW
6h 13m
1 stop
Depart: Wed Aug 17 2016 Return: Fri Sep 2 2016 Trip spans 17 days
Delta
Delta
MDW
BOS
5h 42m
1 stop
BOS
MDW
4h 10m
1 stop
Depart: Thu Apr 14 2016 Return: Mon Apr 18 2016 Trip spans 5 days
Southwest
Southwest
MDW
BOS
2h 10m
nonstop
BOS
MDW
2h 40m
nonstop
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
1240 6:00 am 9:10 am Mar 6 - Mar 6
1240 6:00 am 9:10 am Mar 13 - May 1
1240 7:00 am 10:14 am Mar 14 - Apr 4
1240 7:00 am 10:14 am Feb 4 - Mar 12
1240 7:00 am 10:14 am Feb 14 - Feb 28
1299 8:20 am 11:30 am Feb 11 - Mar 11
1299 8:20 am 11:30 am Mar 13 - Mar 25
1299 8:25 am 11:35 am Feb 13 - Feb 27
1299 8:25 am 11:35 am Mar 5 - Mar 12
252 10:05 am 1:15 pm Mar 3 - Mar 11
252 10:05 am 1:15 pm Mar 14 - Mar 25
252 10:05 am 1:15 pm Mar 13 - Mar 13
197 11:50 am 3:00 pm Feb 5 - Mar 2
197 11:50 am 3:00 pm Mar 4 - Mar 11
197 11:50 am 3:00 pm Feb 4 - Mar 1
197 11:50 am 3:00 pm Mar 13 - Mar 25
197 11:50 am 3:00 pm Mar 5 - Mar 12
197 11:50 am 3:00 pm Mar 3 - Mar 10
197 11:50 am 3:00 pm Mar 15 - Mar 24
2387 3:00 pm 6:11 pm Mar 13 - Apr 4
2387 3:00 pm 6:11 pm Feb 4 - Mar 11
2387 3:00 pm 6:11 pm Feb 13 - Mar 12
1205 5:15 pm 8:28 pm Mar 3 - Mar 12
1205 5:15 pm 8:28 pm Mar 14 - Mar 24
1205 5:15 pm 8:28 pm Mar 13 - Mar 20
1205 5:19 pm 8:32 pm Feb 17 - Feb 17
1205 5:19 pm 8:32 pm Feb 4 - Feb 25
1205 5:19 pm 8:32 pm Feb 13 - Feb 22
1205 5:19 pm 8:32 pm Feb 24 - Mar 2
366 6:45 pm 9:59 pm Feb 13 - Mar 12
366 6:45 pm 9:59 pm Feb 5 - Feb 15
366 6:45 pm 9:59 pm Feb 16 - Mar 10
366 6:45 pm 9:59 pm Mar 15 - Mar 24
366 6:45 pm 9:59 pm Feb 17 - Mar 11
366 6:45 pm 9:59 pm Mar 13 - Mar 27
366 6:45 pm 9:59 pm Mar 14 - Mar 23
1167 8:39 pm 11:49 pm Feb 11 - Mar 2
1167 8:39 pm 11:49 pm Feb 6 - Feb 27
1167 9:55 pm 1:03 am Mar 5 - Mar 12
1167 9:56 pm 1:04 am Mar 13 - Apr 4
1167 9:56 pm 1:04 am Mar 3 - 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.

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Airports
Origin

Chicago
only $163
only $204
Destination

Boston
$163