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: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Tue Apr 11 2017 Return: Thu Apr 27 2017 Trip spans 17 days
Major Airline
Major Airline
ORD
BOS
2h 12m
nonstop
BOS
ORD
2h 56m
nonstop
Depart: Wed Aug 16 2017 Return: Wed Aug 23 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Tue May 16 2017 Return: Wed May 17 2017 Trip spans 2 days
Southwest
Southwest
MDW
BOS
2h 15m
nonstop
BOS
MDW
2h 40m
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: Tue Apr 4 2017 Return: Tue Apr 11 2017 Trip spans 8 days
United
United
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 49m
nonstop
Depart: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 31m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Thu Mar 30 2017 Return: Tue Apr 4 2017 Trip spans 6 days
Delta
Delta
MDW
BOS
3h 40m
1 stop
BOS
MDW
6h 20m
1 stop
Depart: Sat May 6 2017 Return: Mon May 8 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
BOS
2h 24m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed Jun 14 2017 Return: Tue Jun 20 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 31m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Wed Jun 21 2017 Return: Mon Jul 3 2017 Trip spans 13 days
Major Airline
Major Airline
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Wed May 10 2017 Return: Wed May 17 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Tue Jul 11 2017 Return: Tue Jul 18 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
BOS
2h 22m
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 Aug 1 2017 Return: Tue Aug 15 2017 Trip spans 15 days
Major Airline
Major Airline
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Tue May 23 2017 Return: Sun May 28 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Mon Apr 3 2017 Return: Tue Apr 4 2017 Trip spans 2 days
Delta
Delta
MDW
BOS
5h 34m
1 stop
BOS
MDW
6h 20m
1 stop
Depart: Sat Apr 1 2017 Return: Tue Apr 4 2017 Trip spans 4 days
JetBlue
JetBlue
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 56m
nonstop
Depart: Fri Mar 31 2017 Return: Tue Apr 4 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
BOS
2h 10m
nonstop
BOS
ORD
2h 57m
nonstop
Depart: Tue May 2 2017 Return: Sat May 6 2017 Trip spans 5 days
Delta
Delta
MDW
BOS
5h 29m
1 stop
BOS
MDW
5h 34m
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 7:14 am 10:32 am Apr 25 - May 4
1240 7:14 am 10:32 am Apr 12 - Apr 24
1240 7:14 am 10:32 am Apr 8 - Apr 29
1240 7:14 am 10:32 am Apr 11 - Apr 18
1240 7:14 am 10:32 am Apr 4 - Apr 10
1240 7:25 am 10:38 am Mar 25 - Apr 1
1240 7:25 am 10:38 am Mar 26 - Apr 2
1240 7:25 am 10:38 am Apr 3 - Apr 3
252 8:25 am 11:39 am Apr 8 - Apr 29
252 8:25 am 11:36 am Apr 1 - Apr 1
252 8:55 am 12:10 pm Apr 4 - Apr 28
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 Mar 23 - Apr 3
1257 10:00 am 1:10 pm Mar 26 - Apr 2
1257 10:05 am 1:20 pm Apr 4 - May 4
2224 11:54 am 3:10 pm Apr 25 - May 2
2224 11:54 am 3:10 pm Apr 14 - Apr 21
2224 11:54 am 3:10 pm Apr 11 - Apr 18
2224 11:54 am 3:10 pm Apr 5 - May 4
2224 11:54 am 3:10 pm Apr 4 - Apr 7
2224 11:54 am 3:05 pm Mar 28 - Mar 31
2224 11:54 am 3:05 pm Mar 29 - Apr 3
2224 11:54 am 3:05 pm Apr 2 - Apr 2
2626 1:20 pm 4:36 pm Apr 4 - May 4
2387 3:05 pm 6:16 pm Mar 26 - Apr 3
2387 3:05 pm 6:24 pm Apr 4 - May 4
1205 4:44 pm 8:03 pm Apr 25 - May 4
1205 4:44 pm 7:58 pm Mar 26 - Apr 2
1205 4:44 pm 7:58 pm Apr 3 - Apr 3
1205 4:44 pm 8:03 pm Apr 4 - Apr 10
1205 4:44 pm 8:03 pm Apr 11 - Apr 18
1205 4:44 pm 8:03 pm Apr 12 - Apr 24
2387 4:50 pm 8:04 pm Apr 1 - Apr 1
2387 4:50 pm 8:09 pm Apr 8 - Apr 29
1320 6:34 pm 9:48 pm Mar 26 - Apr 3
1320 6:34 pm 9:48 pm Mar 30 - Mar 30
1320 6:35 pm 9:54 pm Apr 4 - Apr 24
1320 6:35 pm 9:54 pm Apr 6 - Apr 27
1320 6:35 pm 9:54 pm Apr 25 - Apr 25
1320 6:35 pm 9:54 pm Apr 26 - May 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.

We compile tonnes 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 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,
please send us an email and someone from our team will get back to you promptly.

^ 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

Chicago
only $96
only $125
Destination

Boston
$96
Airlines Airline reviews

270 travelers who booked a flight from Chicago to Boston rated their chosen airlines with an average of 6.1.

Overall
6.3
Boarding
6.4
Crew
6.9
Comfort
6.1
Food
5.0
Entertainment
5.1