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: Mon Nov 6 2017 Return: Tue Nov 7 2017 Trip spans 2 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Sun Oct 22 2017 Return: Sun Oct 29 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 37m
nonstop
Depart: Wed Oct 25 2017 Return: Mon Oct 30 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 30m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Sat Dec 2 2017 Return: Mon Dec 4 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 14m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed Oct 11 2017 Return: Wed Oct 18 2017 Trip spans 8 days
United
United
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Mon Oct 23 2017 Return: Sat Oct 28 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 51m
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: Tue Oct 17 2017 Return: Tue Oct 24 2017 Trip spans 8 days
United
United
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed Oct 25 2017 Return: Tue Nov 7 2017 Trip spans 14 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Wed Oct 18 2017 Return: Tue Oct 24 2017 Trip spans 7 days
United
United
ORD
BOS
2h 23m
nonstop
BOS
ORD
2h 44m
nonstop
Depart: Sat Oct 28 2017 Return: Tue Nov 7 2017 Trip spans 11 days
American Airlines
American Airlines
ORD
BOS
2h 20m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Thu Oct 26 2017 Return: Mon Oct 30 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 30m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Sat Oct 21 2017 Return: Wed Oct 25 2017 Trip spans 5 days
United
United
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Sun Oct 29 2017 Return: Thu Nov 2 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 37m
nonstop
Depart: Tue Oct 24 2017 Return: Wed Nov 1 2017 Trip spans 9 days
United
United
ORD
BOS
2h 38m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Tue Oct 31 2017 Return: Wed Nov 8 2017 Trip spans 9 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Sat Nov 4 2017 Return: Wed Nov 8 2017 Trip spans 5 days
United
United
ORD
BOS
2h 17m
nonstop
BOS
ORD
2h 54m
nonstop
Depart: Thu Nov 2 2017 Return: Sun Nov 5 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Tue Nov 7 2017 Return: Wed Nov 8 2017 Trip spans 2 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 54m
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 9:16 am Sep 14 - Oct 6
256 6:00 am 9:16 am Oct 8 - Nov 3
1240 7:14 am 10:32 am Oct 1 - Oct 4
1240 7:14 am 10:32 am Sep 16 - Sep 30
1240 7:14 am 10:32 am Sep 13 - Sep 29
1240 7:14 am 10:32 am Sep 12 - Sep 26
2586 8:50 am 12:07 pm Sep 2 - Nov 4
1257 10:10 am 1:27 pm Sep 2 - Oct 4
1466 11:50 am 3:05 pm Oct 4 - Oct 4
1466 11:50 am 3:05 pm Oct 3 - Oct 3
1466 11:50 am 3:05 pm Sep 3 - Oct 2
1466 11:55 am 3:11 pm Oct 10 - Oct 24
1466 11:55 am 3:11 pm Oct 5 - Oct 28
2626 1:20 pm 4:38 pm Oct 12 - Oct 12
2626 1:20 pm 4:38 pm Oct 7 - Oct 14
2626 1:20 pm 4:38 pm Sep 6 - Oct 6
2626 1:20 pm 4:38 pm Oct 26 - Nov 1
2626 1:20 pm 4:38 pm Oct 19 - Oct 19
2626 1:20 pm 4:38 pm Oct 15 - Oct 25
2387 3:00 pm 6:18 pm Sep 4 - Oct 4
2387 3:00 pm 6:18 pm Sep 16 - Sep 30
2387 3:01 pm 6:21 pm Oct 5 - Oct 28
1205 4:40 pm 7:59 pm Sep 9 - Sep 30
1205 4:40 pm 7:59 pm Sep 11 - Oct 2
1205 4:40 pm 7:59 pm Sep 12 - Sep 26
1205 4:40 pm 7:59 pm Oct 1 - Oct 1
1205 4:40 pm 7:59 pm Oct 3 - Oct 7
1205 4:40 pm 7:59 pm Oct 5 - Oct 16
1205 4:40 pm 7:59 pm Oct 8 - Oct 22
1205 4:40 pm 7:59 pm Oct 14 - Oct 28
1205 4:40 pm 7:59 pm Oct 17 - Oct 24
1205 4:40 pm 7:59 pm Oct 18 - Oct 27
1320 6:35 pm 9:55 pm Sep 3 - Oct 6
1320 6:35 pm 9:55 pm Oct 8 - Oct 25
1320 6:35 pm 9:55 pm Oct 12 - Oct 19
1320 6:35 pm 9:55 pm Oct 26 - Oct 27
688 6:35 pm 9:55 pm Oct 7 - Oct 14
688 6:35 pm 9:55 pm Oct 21 - Oct 21
2740 8:10 pm 11:28 pm Sep 4 - Oct 9
2740 8:10 pm 11:28 pm Oct 10 - Oct 17
2740 8:10 pm 11:28 pm Oct 11 - Oct 18
2740 8:10 pm 11:28 pm Oct 19 - Oct 26
2740 8:10 pm 11:28 pm Oct 20 - Oct 20
2740 8:10 pm 11:28 pm Oct 27 - Oct 27
1569 9:42 pm 12:58 am Sep 4 - Oct 9
1569 9:42 pm 12:58 am Sep 6 - Oct 4
1569 9:42 pm 12:58 am Sep 12 - Oct 3
1569 9:42 pm 12:58 am Oct 10 - Oct 17
1569 9:42 pm 12:58 am Oct 11 - Oct 18
1569 9:42 pm 12:58 am Oct 19 - Oct 26
1569 9:42 pm 12:58 am Oct 20 - Oct 20
1569 9:42 pm 12:58 am Oct 27 - Oct 27
* 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.

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Airports
Origin

Chicago
$90
Destination

Boston
$90
Airlines Airline reviews

378 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
6.8
Comfort
6.1
Food
4.9
Entertainment
5.0