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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Boston Logan International

(Round-trip)
Depart: Sat Nov 4 2017 Return: Sat Nov 11 2017 Trip spans 8 days
United
United
ORD
BOS
2h 20m
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: Tue Nov 7 2017 Return: Wed Nov 8 2017 Trip spans 2 days
United
United
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 54m
nonstop
Depart: Tue Oct 24 2017 Return: Thu Nov 2 2017 Trip spans 10 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 37m
nonstop
Depart: Sat Nov 11 2017 Return: Tue Nov 14 2017 Trip spans 4 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Thu Oct 26 2017 Return: Sun Oct 29 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Tue Nov 14 2017 Return: Wed Nov 15 2017 Trip spans 2 days
United
United
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Fri Oct 27 2017 Return: Mon Oct 30 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Sat Oct 28 2017 Return: Sat Nov 4 2017 Trip spans 8 days
United
United
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Mon Nov 6 2017 Return: Tue Nov 7 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
BOS
2h 08m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
United
United
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Wed Nov 8 2017 Return: Wed Nov 15 2017 Trip spans 8 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 55m
nonstop
Depart: Mon Oct 30 2017 Return: Wed Nov 8 2017 Trip spans 10 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Thu Nov 30 2017 Return: Mon Dec 4 2017 Trip spans 5 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 58m
nonstop
Depart: Wed Nov 1 2017 Return: Thu Nov 2 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 37m
nonstop
Depart: Mon Dec 4 2017 Return: Wed Dec 6 2017 Trip spans 3 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 54m
nonstop
Depart: Mon Oct 16 2017 Return: Wed Oct 18 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 49m
nonstop
Depart: Mon Dec 4 2017 Return: Wed Dec 6 2017 Trip spans 3 days
United
United
ORD
BOS
2h 15m
nonstop
BOS
ORD
2h 54m
nonstop
Depart: Tue Oct 24 2017 Return: Mon Oct 30 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 49m
nonstop
Depart: Tue Dec 5 2017 Return: Wed Dec 6 2017 Trip spans 2 days
United
United
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 50m
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 Oct 8 - Nov 3
2614 6:00 am 9:12 am Nov 5 - Nov 23
2586 8:50 am 12:07 pm Oct 7 - Nov 4
2586 8:50 am 12:03 pm Nov 6 - Nov 18
2586 9:35 am 12:47 pm Nov 5 - Dec 17
1466 11:55 am 3:11 pm Oct 7 - Oct 28
1466 11:55 am 3:11 pm Oct 29 - Nov 4
1466 11:55 am 3:11 pm Oct 10 - Oct 24
1326 12:05 pm 3:17 pm Nov 5 - Nov 19
1326 12:05 pm 3:17 pm Nov 6 - Nov 23
2626 1:20 pm 4:32 pm Nov 5 - Nov 17
2626 1:20 pm 4:38 pm Nov 3 - Nov 3
2626 1:20 pm 4:38 pm Oct 31 - Oct 31
2626 1:20 pm 4:38 pm Oct 28 - Nov 4
2626 1:20 pm 4:38 pm Oct 26 - Nov 1
2626 1:20 pm 4:38 pm Oct 15 - Oct 25
2626 1:20 pm 4:32 pm Nov 18 - Nov 29
2626 1:20 pm 4:32 pm Nov 7 - Nov 16
2387 3:01 pm 6:21 pm Oct 7 - Oct 28
2387 3:01 pm 6:21 pm Oct 29 - Nov 4
2387 3:01 pm 6:21 pm Oct 31 - Oct 31
2387 3:05 pm 6:17 pm Nov 5 - Dec 17
2387 3:05 pm 6:17 pm Nov 6 - Nov 13
2387 3:05 pm 6:17 pm Nov 14 - Nov 20
2387 3:05 pm 6:17 pm Nov 15 - Nov 22
1205 4:40 pm 7:59 pm Oct 12 - Oct 30
1205 4:40 pm 7:59 pm Oct 14 - Nov 4
1205 4:40 pm 7:59 pm Oct 15 - Oct 22
1205 4:40 pm 7:59 pm Oct 17 - Oct 24
1205 4:40 pm 7:59 pm Oct 29 - Oct 29
1205 4:40 pm 7:59 pm Oct 31 - Nov 3
1205 4:44 pm 7:56 pm Nov 5 - Nov 5
1205 4:44 pm 7:56 pm Nov 6 - Nov 7
1205 4:44 pm 7:56 pm Nov 8 - Nov 20
1205 4:44 pm 7:56 pm Nov 11 - Nov 25
1205 4:44 pm 7:56 pm Nov 12 - Dec 10
1320 6:35 pm 9:55 pm Oct 8 - Oct 25
1320 6:35 pm 9:55 pm Oct 26 - Oct 27
1320 6:35 pm 9:55 pm Oct 29 - Nov 3
1320 6:35 pm 9:55 pm Oct 31 - Nov 2
688 6:35 pm 9:55 pm Oct 28 - Oct 28
688 6:35 pm 9:55 pm Nov 4 - Nov 4
688 6:35 pm 9:55 pm Oct 21 - Oct 21
1320 6:45 pm 9:58 pm Nov 5 - Nov 22
1320 6:45 pm 9:58 pm Nov 7 - Nov 21
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
2740 8:10 pm 11:28 pm Oct 29 - Nov 3
2740 8:15 pm 11:26 pm Nov 5 - Nov 17
2740 8:15 pm 11:26 pm Nov 18 - Nov 18
2740 8:15 pm 11:26 pm Nov 19 - Nov 29
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
1569 9:42 pm 12:58 am Oct 29 - Nov 3
1569 9:42 pm 12:50 am Nov 5 - Nov 22
* 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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^ 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
$89
Destination

Boston
$89
Airlines Airline reviews

204 travelers who booked a flight from Chicago to Boston rated their chosen airlines with an average of 7.2.

Overall
7.5
Boarding
7.5
Crew
7.9
Comfort
7.1
Food
6.1
Entertainment
6.4