Find Cheap 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 Sep 16 2017 Return: Wed Sep 20 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 33m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Tue Oct 17 2017 Return: Wed Oct 18 2017 Trip spans 2 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 26m
nonstop
BOS
ORD
2h 51m
nonstop
Depart: Mon Sep 18 2017 Return: Sat Sep 23 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 33m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Tue Nov 14 2017 Return: Wed Nov 15 2017 Trip spans 2 days
United
United
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Wed Oct 4 2017 Return: Thu Oct 12 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 30m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Mon Jul 31 2017 Return: Wed Aug 2 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 42m
nonstop
Depart: Fri Aug 4 2017 Return: Wed Aug 23 2017 Trip spans 20 days
Delta
Delta
MDW
BOS
5h 55m
1 stop
BOS
MDW
5h 39m
1 stop
Depart: Wed Jan 3 2018 Return: Tue Jan 9 2018 Trip spans 7 days
United
United
ORD
BOS
2h 17m
nonstop
BOS
ORD
3h 00m
nonstop
Depart: Fri Nov 3 2017 Return: Tue Nov 7 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 30m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Sat Dec 2 2017 Return: Wed Dec 6 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Tue Aug 8 2017 Return: Tue Aug 22 2017 Trip spans 15 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Wed Dec 13 2017 Return: Sun Dec 17 2017 Trip spans 5 days
United
United
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 44m
nonstop
Depart: Wed Aug 16 2017 Return: Wed Aug 30 2017 Trip spans 15 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Thu Aug 17 2017 Return: Tue Aug 22 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Sat Sep 9 2017 Return: Sun Sep 10 2017 Trip spans 2 days
Delta
Delta
MDW
BOS
7h 14m
1 stop
BOS
MDW
5h 32m
1 stop
Depart: Wed Aug 9 2017 Return: Tue Aug 15 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Wed Sep 20 2017 Return: Sat Sep 23 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 30m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Tue Oct 3 2017 Return: Tue Oct 10 2017 Trip spans 8 days
Delta
Delta
MDW
BOS
3h 54m
1 stop
BOS
MDW
6h 33m
1 stop
Depart: Sat Oct 7 2017 Return: Tue Oct 17 2017 Trip spans 11 days
Delta
Delta
MDW
BOS
7h 45m
1 stop
BOS
MDW
6h 33m
1 stop
Depart: Mon Jul 31 2017 Return: Fri Aug 4 2017 Trip spans 5 days
United
United
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 43m
nonstop
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
256 6:00 am 9:18 am Jul 23 - Aug 3
256 6:00 am 9:16 am Aug 4 - Aug 22
256 6:00 am 9:16 am Aug 23 - Sep 5
1240 7:14 am 10:35 am Jul 22 - Jul 29
1240 7:14 am 10:32 am Aug 26 - Sep 2
1240 7:14 am 10:32 am Aug 22 - Sep 1
1240 7:14 am 10:33 am Aug 5 - Aug 19
1240 7:14 am 10:33 am Aug 6 - Aug 20
1240 7:14 am 10:33 am Aug 4 - Aug 21
1240 7:14 am 10:35 am Jul 30 - Jul 30
1240 7:14 am 10:35 am Jul 27 - Aug 3
2586 8:15 am 11:30 am Jul 29 - Jul 29
2586 8:50 am 12:09 pm Jul 27 - Aug 3
2586 8:50 am 12:07 pm Aug 4 - Aug 25
2586 8:50 am 12:07 pm Aug 5 - Aug 19
2586 8:50 am 12:07 pm Aug 26 - Nov 4
1257 9:55 am 1:16 pm Jul 22 - Aug 3
1257 9:55 am 1:14 pm Aug 4 - Aug 21
1257 10:10 am 1:27 pm Aug 22 - Oct 4
1466 11:50 am 3:05 pm Aug 22 - Sep 1
2224 11:54 am 3:13 pm Jul 22 - Aug 3
2224 11:54 am 3:11 pm Aug 5 - Aug 19
2224 11:54 am 3:11 pm Aug 4 - Aug 21
2626 1:20 pm 4:42 pm Aug 4 - Aug 21
2626 1:20 pm 4:44 pm Jul 27 - Aug 3
2626 1:20 pm 4:38 pm Aug 22 - Sep 1
2626 1:25 pm 4:48 pm Aug 5 - Aug 19
2626 1:25 pm 4:50 pm Jul 29 - Jul 29
2387 3:00 pm 6:18 pm Aug 22 - Sep 1
2387 3:00 pm 6:18 pm Aug 26 - Sep 2
2387 3:02 pm 6:26 pm Jul 27 - Aug 3
2387 3:02 pm 6:24 pm Aug 4 - Aug 21
1205 4:40 pm 8:03 pm Jul 27 - Aug 3
1205 4:40 pm 7:59 pm Aug 22 - Sep 8
1205 4:40 pm 7:59 pm Aug 27 - Aug 27
1205 4:44 pm 8:06 pm Aug 4 - Aug 21
2387 4:50 pm 8:14 pm Jul 29 - Jul 29
2387 4:50 pm 8:12 pm Aug 5 - Aug 19
1320 6:35 pm 9:55 pm Aug 22 - Sep 8
1320 6:40 pm 10:06 pm Jul 22 - Jul 29
1320 6:40 pm 10:06 pm Jul 27 - Aug 3
1320 6:40 pm 10:06 pm Jul 30 - Jul 30
1320 6:40 pm 10:04 pm Aug 4 - Aug 21
1320 6:40 pm 10:04 pm Aug 5 - Aug 19
1320 6:40 pm 10:04 pm Aug 6 - Aug 20
1320 7:31 pm 10:48 pm Aug 26 - Sep 2
2194 8:10 pm 11:27 pm Aug 6 - Aug 20
2194 8:10 pm 11:29 pm Jul 23 - Jul 30
2740 8:10 pm 11:27 pm Aug 8 - Aug 15
2740 8:10 pm 11:28 pm Aug 22 - Sep 5
2740 8:10 pm 11:28 pm Aug 23 - Sep 1
2740 8:10 pm 11:44 pm Jul 27 - Jul 31
2740 8:10 pm 11:29 pm Aug 1 - Aug 1
2740 8:10 pm 11:29 pm Aug 2 - Aug 3
2740 8:10 pm 11:27 pm Aug 4 - Aug 21
1569 9:42 pm 12:58 am Aug 22 - Sep 5
1569 9:42 pm 12:58 am Aug 23 - Sep 1
1569 9:44 pm 1:04 am Jul 27 - Aug 3
1569 9:44 pm 1:04 am Jul 29 - Jul 29
1569 9:44 pm 1:04 am Aug 1 - Aug 1
1569 9:44 pm 1:04 am Aug 2 - Aug 2
1569 9:44 pm 1:02 am Aug 4 - Aug 21
1569 9:44 pm 1:02 am Aug 5 - Aug 19
1569 9:44 pm 1:02 am Aug 8 - Aug 15
* 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.

Airports
Origin

Chicago
only $55
only $184
Destination

Boston
$55
Airlines Airline reviews

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

Overall
6.3
Boarding
6.3
Crew
6.8
Comfort
6.1
Food
4.9
Entertainment
4.9