Find Cheap Flights from Boston Logan International to Chicago (BOS - CHI)

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 Boston Logan International to Chicago

(Round-trip)
Depart: Tue Oct 31 2017 Return: Sat Nov 4 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Tue Oct 31 2017 Return: Wed Nov 8 2017 Trip spans 9 days
United
United
BOS
ORD
2h 55m
nonstop
ORD
BOS
2h 19m
nonstop
Depart: Sat Dec 2 2017 Return: Tue Dec 5 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 54m
nonstop
ORD
BOS
2h 14m
nonstop
Depart: Tue Oct 24 2017 Return: Tue Oct 31 2017 Trip spans 8 days
American Airlines
American Airlines
BOS
ORD
2h 37m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Wed Oct 25 2017 Return: Wed Nov 1 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
United
United
BOS
ORD
2h 52m
nonstop
ORD
BOS
2h 19m
nonstop
Depart: Wed Dec 6 2017 Return: Sat Dec 9 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 58m
nonstop
ORD
BOS
2h 20m
nonstop
Depart: Sat Oct 28 2017 Return: Sat Nov 4 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Tue Nov 7 2017 Return: Wed Nov 15 2017 Trip spans 9 days
United
United
BOS
ORD
2h 55m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Wed Oct 25 2017 Return: Mon Oct 30 2017 Trip spans 6 days
American Airlines
American Airlines
BOS
ORD
2h 37m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Wed Nov 8 2017 Return: Wed Nov 15 2017 Trip spans 8 days
United
United
BOS
ORD
2h 55m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Wed Nov 8 2017 Return: Wed Nov 15 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Thu Oct 26 2017 Return: Tue Oct 31 2017 Trip spans 6 days
American Airlines
American Airlines
BOS
ORD
2h 37m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Sat Nov 11 2017 Return: Wed Nov 15 2017 Trip spans 5 days
United
United
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Mon Oct 30 2017 Return: Wed Nov 1 2017 Trip spans 3 days
American Airlines
American Airlines
BOS
ORD
2h 49m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Sat Oct 28 2017 Return: Wed Nov 1 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Wed Dec 6 2017 Return: Tue Dec 12 2017 Trip spans 7 days
United
United
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 20m
nonstop
Depart: Tue Oct 31 2017 Return: Mon Nov 6 2017 Trip spans 7 days
American Airlines
American Airlines
BOS
ORD
2h 37m
nonstop
ORD
BOS
2h 08m
nonstop
Depart: Sat Dec 9 2017 Return: Tue Dec 12 2017 Trip spans 4 days
United
United
BOS
ORD
2h 57m
nonstop
ORD
BOS
2h 20m
nonstop
Direct flights BOS to CHI on American Airlines
Flight # Depart BOS Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1562 5:00 am 6:37 am Oct 8 - Nov 3
1562 5:00 am 7:05 am Nov 5 - Nov 19
1562 5:00 am 7:05 am Nov 7 - Nov 15
1562 5:00 am 7:05 am Nov 20 - Nov 22
1562 5:00 am 7:05 am Nov 23 - Nov 30
2264 5:58 am 8:00 am Nov 5 - Nov 19
2264 5:58 am 8:00 am Nov 23 - Nov 30
2264 5:58 am 8:00 am Nov 26 - Nov 26
2264 6:00 am 7:51 am Oct 7 - Nov 4
1404 6:45 am 8:52 am Nov 26 - Nov 26
1404 7:00 am 8:52 am Oct 7 - Nov 4
1404 7:00 am 9:07 am Nov 5 - Nov 23
1404 7:00 am 9:07 am Nov 25 - Dec 2
1520 7:30 am 9:42 am Nov 26 - Nov 26
2459 9:00 am 10:50 am Oct 7 - Nov 4
2459 9:00 am 10:50 am Oct 8 - Oct 29
89 9:00 am 11:01 am Nov 5 - Dec 10
89 9:00 am 11:01 am Nov 6 - Nov 13
89 9:00 am 11:01 am Nov 14 - Nov 20
89 9:00 am 11:01 am Nov 15 - Nov 21
89 9:00 am 11:01 am Nov 22 - Nov 22
89 9:00 am 11:01 am Nov 23 - Nov 23
89 9:00 am 11:01 am Nov 24 - Dec 9
2253 10:42 am 12:34 pm Oct 27 - Oct 28
2253 10:42 am 12:34 pm Oct 29 - Nov 4
2253 10:42 am 12:34 pm Oct 31 - Oct 31
2253 10:43 am 12:40 pm Nov 5 - Nov 22
2253 10:43 am 12:40 pm Nov 24 - Dec 3
2253 10:43 am 12:40 pm Nov 27 - Nov 27
252 1:55 pm 3:51 pm Nov 27 - Nov 27
252 2:00 pm 3:52 pm Oct 27 - Oct 28
252 2:00 pm 3:52 pm Oct 29 - Nov 4
252 2:00 pm 3:56 pm Nov 5 - Nov 22
252 2:00 pm 3:56 pm Nov 24 - Nov 24
252 2:00 pm 3:56 pm Nov 25 - Dec 1
2626 5:20 pm 7:29 pm Nov 5 - Nov 17
2626 5:20 pm 7:29 pm Nov 7 - Nov 16
2626 5:20 pm 7:29 pm Nov 21 - Nov 28
2626 5:20 pm 7:29 pm Nov 18 - Nov 29
2626 5:28 pm 7:24 pm Oct 26 - Nov 1
2626 5:28 pm 7:24 pm Oct 28 - Nov 4
2626 5:28 pm 7:24 pm Oct 31 - Oct 31
2626 5:28 pm 7:24 pm Nov 3 - Nov 3
1319 7:10 pm 9:00 pm Oct 8 - Nov 3
1319 7:10 pm 9:04 pm Nov 5 - Dec 10
1319 7:10 pm 9:04 pm Nov 6 - Nov 22
1319 7:10 pm 9:04 pm Nov 27 - Dec 14
1628 8:30 pm 10:19 pm Oct 8 - Oct 30
1628 8:30 pm 10:19 pm Nov 1 - Nov 3
1628 8:30 pm 10:27 pm Nov 5 - Nov 22
1628 8:30 pm 10:27 pm Nov 26 - Dec 14
* 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

Boston
$86
Destination

Chicago
$86
Airlines Airline reviews

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

Overall
6.3
Boarding
6.5
Crew
7.1
Comfort
5.9
Food
4.9
Entertainment
5.0