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: Wed Mar 8 2017 Return: Wed Mar 15 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
BOS
2h 12m
nonstop
BOS
ORD
2h 58m
nonstop
Depart: Tue Jun 6 2017 Return: Wed Jun 7 2017 Trip spans 2 days
Major Airline
Major Airline
ORD
BOS
2h 19m
nonstop
BOS
ORD
3h 01m
nonstop
Depart: Tue May 2 2017 Return: Sat May 6 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 51m
nonstop
Depart: Wed Mar 1 2017 Return: Sun Mar 5 2017 Trip spans 5 days
Delta
Delta
MDW
BOS
6h 17m
1 stop
BOS
MDW
4h 42m
1 stop
Depart: Wed Jun 7 2017 Return: Sat Jun 10 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
BOS
2h 31m
nonstop
BOS
ORD
2h 48m
nonstop
Depart: Wed Aug 23 2017 Return: Tue Sep 5 2017 Trip spans 14 days
JetBlue
JetBlue
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Wed Jul 12 2017 Return: Mon Jul 17 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Tue Jul 18 2017 Return: Mon Jul 24 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Tue Apr 4 2017 Return: Tue Apr 11 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Wed Aug 2 2017 Return: Wed Aug 9 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Tue Feb 28 2017 Return: Tue Mar 7 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
BOS
2h 11m
nonstop
BOS
ORD
2h 58m
nonstop
Depart: Thu Mar 2 2017 Return: Mon Mar 6 2017 Trip spans 5 days
Delta
Delta
MDW
BOS
3h 47m
1 stop
BOS
MDW
5h 59m
1 stop
Depart: Wed May 31 2017 Return: Wed Jun 7 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
BOS
2h 31m
nonstop
BOS
ORD
3h 01m
nonstop
Depart: Fri Mar 3 2017 Return: Sun Mar 5 2017 Trip spans 3 days
Delta
Delta
MDW
BOS
4h 31m
1 stop
BOS
MDW
6h 38m
1 stop
Depart: Sat Jun 24 2017 Return: Tue Jul 4 2017 Trip spans 11 days
JetBlue
JetBlue
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Fri Mar 3 2017 Return: Sun Mar 5 2017 Trip spans 3 days
Delta
Delta
ORD
BOS
5h 10m
1 stop
BOS
ORD
6h 47m
1 stop
Depart: Sat May 13 2017 Return: Fri May 19 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 51m
nonstop
Depart: Wed Mar 22 2017 Return: Wed Mar 29 2017 Trip spans 8 days
Delta
Delta
MDW
BOS
4h 13m
1 stop
BOS
MDW
4h 11m
1 stop
Depart: Mon Apr 3 2017 Return: Tue Apr 4 2017 Trip spans 2 days
Delta
Delta
MDW
BOS
6h 23m
1 stop
BOS
MDW
6h 36m
1 stop
Depart: Thu Apr 27 2017 Return: Sat Apr 29 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
BOS
4h 48m
1 stop
BOS
ORD
5h 16m
1 stop
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
1240 7:25 am 10:38 am Mar 18 - Apr 1
1240 7:25 am 10:38 am Mar 26 - Apr 2
1240 7:25 am 10:38 am Feb 25 - Mar 11
1240 7:25 am 10:38 am Mar 12 - Mar 24
1240 7:25 am 10:38 am Feb 23 - Mar 10
1240 7:25 am 10:38 am Apr 3 - Apr 3
1240 7:25 am 10:38 am Mar 27 - Mar 27
252 8:25 am 11:36 am Feb 25 - Mar 11
252 8:25 am 11:36 am Apr 1 - Apr 1
252 8:25 am 11:36 am Mar 18 - Mar 25
252 8:55 am 12:09 pm Mar 13 - Mar 24
252 8:55 am 12:09 pm Mar 12 - Mar 19
252 8:55 am 12:09 pm Mar 7 - Mar 10
252 8:55 am 12:09 pm Feb 26 - Mar 5
252 8:55 am 12:09 pm Feb 23 - Mar 6
252 8:55 am 12:09 pm Mar 27 - Apr 3
252 8:55 am 12:09 pm Mar 26 - Apr 2
1257 10:00 am 1:10 pm Feb 23 - Mar 11
1257 10:00 am 1:10 pm Feb 26 - Mar 5
1257 10:00 am 1:10 pm Mar 12 - Apr 2
1257 10:00 am 1:10 pm Mar 13 - Apr 3
2224 11:54 am 3:05 pm Apr 2 - Apr 2
2224 11:54 am 3:05 pm Mar 29 - Apr 3
2224 11:54 am 3:05 pm Mar 28 - Mar 31
2224 11:54 am 3:05 pm Mar 27 - Mar 27
2224 11:54 am 3:05 pm Mar 18 - Mar 18
2224 11:54 am 3:05 pm Mar 25 - Mar 25
2224 11:54 am 3:05 pm Mar 26 - Mar 26
2224 11:54 am 3:05 pm Mar 12 - Mar 19
2224 11:54 am 3:05 pm Mar 13 - Mar 24
2224 11:54 am 3:05 pm Mar 6 - Mar 10
2224 11:54 am 3:05 pm Mar 4 - Mar 11
2224 11:54 am 3:05 pm Mar 5 - Mar 5
2224 11:54 am 3:05 pm Mar 2 - Mar 9
2224 11:54 am 3:05 pm Feb 24 - Mar 3
2387 3:05 pm 6:16 pm Mar 12 - Mar 24
2387 3:05 pm 6:16 pm Mar 26 - Apr 3
2387 3:05 pm 6:16 pm Feb 23 - Mar 10
1205 4:44 pm 7:58 pm Mar 26 - Apr 2
1205 4:44 pm 7:58 pm Mar 27 - Mar 27
1205 4:44 pm 7:58 pm Apr 3 - Apr 3
1205 4:44 pm 7:58 pm Feb 23 - Mar 6
1205 4:44 pm 7:58 pm Mar 7 - Mar 10
1205 4:44 pm 7:58 pm Mar 12 - Mar 24
2387 4:50 pm 8:04 pm Mar 11 - Mar 11
2387 4:50 pm 8:04 pm Mar 18 - Mar 25
2387 4:50 pm 8:04 pm Apr 1 - Apr 1
1320 6:30 pm 9:43 pm Feb 24 - Mar 3
1320 6:30 pm 9:43 pm Feb 25 - Mar 4
1320 6:34 pm 9:48 pm Mar 5 - Mar 10
1320 6:34 pm 9:48 pm Mar 7 - Mar 11
1320 6:34 pm 9:48 pm Mar 12 - Mar 24
1320 6:34 pm 9:48 pm Mar 14 - Mar 23
1320 6:34 pm 9:48 pm Mar 18 - Mar 25
1320 6:34 pm 9:48 pm Mar 26 - Apr 3
1320 6:34 pm 9:48 pm Mar 30 - Mar 30
2387 8:35 pm 11:46 pm Mar 4 - Mar 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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Chicago
only $97
only $184
Destination

Boston
$97
Airlines Airline reviews

34 travelers who booked a flight from Chicago to Boston rated their chosen airlines with an average of 7.8.

Overall
8.2
Boarding
8.1
Crew
8.2
Comfort
7.6
Food
6.8
Entertainment
7.4