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: Fri Oct 27 2017 Return: Sun Oct 29 2017 Trip spans 3 days
American Airlines
American Airlines
BOS
ORD
2h 37m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Sat Sep 9 2017 Return: Thu Sep 14 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 45m
nonstop
ORD
BOS
2h 33m
nonstop
Depart: Sat Nov 11 2017 Return: Tue Nov 14 2017 Trip spans 4 days
United
United
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 18m
nonstop
Depart: Mon Oct 23 2017 Return: Wed Oct 25 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 26m
nonstop
Depart: Sat Sep 16 2017 Return: Mon Sep 18 2017 Trip spans 3 days
Delta
Delta
BOS
MDW
5h 58m
1 stop
MDW
BOS
4h 08m
1 stop
Depart: Sat Sep 9 2017 Return: Thu Sep 14 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 45m
nonstop
ORD
BOS
2h 33m
nonstop
Depart: Fri Sep 15 2017 Return: Wed Sep 20 2017 Trip spans 6 days
Major Airline
Major Airline
BOS
MDW
2h 40m
nonstop
MDW
BOS
2h 15m
nonstop
Depart: Tue Aug 22 2017 Return: Tue Aug 29 2017 Trip spans 8 days
United
United
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 24m
nonstop
Depart: Tue Oct 3 2017 Return: Tue Nov 28 2017 Trip spans 57 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 44m
nonstop
ORD
BOS
2h 12m
nonstop
Depart: Wed Jan 10 2018 Return: Sat Jan 13 2018 Trip spans 4 days
American Airlines
American Airlines
BOS
ORD
2h 49m
nonstop
ORD
BOS
2h 21m
nonstop
Depart: Wed Sep 6 2017 Return: Fri Sep 8 2017 Trip spans 3 days
United
United
BOS
ORD
2h 46m
nonstop
ORD
BOS
2h 38m
nonstop
Depart: Tue Aug 29 2017 Return: Wed Sep 6 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 47m
nonstop
ORD
BOS
2h 21m
nonstop
Depart: Sat Jan 13 2018 Return: Tue Jan 16 2018 Trip spans 4 days
American Airlines
American Airlines
BOS
ORD
2h 39m
nonstop
ORD
BOS
2h 19m
nonstop
Depart: Tue Oct 10 2017 Return: Tue Oct 17 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 44m
nonstop
ORD
BOS
2h 26m
nonstop
Depart: Thu Feb 1 2018 Return: Wed Feb 7 2018 Trip spans 7 days
American Airlines
American Airlines
BOS
ORD
2h 43m
nonstop
ORD
BOS
2h 21m
nonstop
Depart: Tue Aug 22 2017 Return: Tue Aug 29 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
BOS
ORD
2h 43m
nonstop
ORD
BOS
2h 16m
nonstop
Depart: Fri Dec 8 2017 Return: Sun Dec 10 2017 Trip spans 3 days
American Airlines
American Airlines
BOS
ORD
3h 05m
nonstop
ORD
BOS
2h 12m
nonstop
Depart: Sun Oct 1 2017 Return: Tue Oct 3 2017 Trip spans 3 days
Delta
Delta
BOS
MDW
5h 47m
1 stop
MDW
BOS
5h 25m
1 stop
Depart: Fri Oct 27 2017 Return: Sun Oct 29 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 50m
nonstop
ORD
BOS
2h 30m
nonstop
Depart: Sat Oct 14 2017 Return: Sat Oct 21 2017 Trip spans 8 days
Delta
Delta
BOS
MDW
5h 45m
1 stop
MDW
BOS
6h 32m
1 stop
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 Aug 22 - Oct 6
2264 6:00 am 7:51 am Aug 22 - Sep 5
2264 6:00 am 7:51 am Sep 7 - Oct 9
1404 7:00 am 8:52 am Aug 22 - Sep 9
1404 7:00 am 8:52 am Sep 10 - Oct 1
1404 7:00 am 8:52 am Sep 11 - Oct 7
2459 9:00 am 10:50 am Aug 16 - Aug 25
2459 9:00 am 10:50 am Aug 26 - Aug 26
2459 9:00 am 10:50 am Aug 27 - Oct 7
2253 10:35 am 12:27 pm Aug 22 - Sep 5
2253 10:35 am 12:27 pm Sep 6 - Oct 4
2253 10:35 am 12:27 pm Sep 7 - Oct 2
1240 12:00 pm 1:48 pm Aug 26 - Sep 2
1240 12:00 pm 1:48 pm Sep 3 - Sep 9
1240 12:00 pm 1:48 pm Sep 4 - Sep 11
1240 12:00 pm 1:48 pm Sep 12 - Sep 12
1240 12:00 pm 1:48 pm Sep 13 - Sep 25
1240 12:00 pm 1:48 pm Sep 16 - Sep 30
1240 12:00 pm 1:48 pm Aug 22 - Sep 1
252 2:00 pm 3:52 pm Aug 22 - Sep 26
252 2:00 pm 3:52 pm Aug 23 - Sep 1
252 2:00 pm 3:52 pm Aug 26 - Sep 2
252 2:00 pm 3:52 pm Sep 3 - Sep 9
252 2:00 pm 3:52 pm Sep 4 - Sep 29
252 2:00 pm 3:52 pm Sep 16 - Sep 30
197 3:35 pm 5:29 pm Aug 22 - Oct 3
197 3:35 pm 5:29 pm Aug 23 - Sep 1
197 3:35 pm 5:29 pm Sep 4 - Oct 1
1530 5:28 pm 7:24 pm Aug 22 - Sep 1
1530 5:28 pm 7:24 pm Sep 2 - Sep 5
2626 5:28 pm 7:24 pm Sep 6 - Oct 6
2626 5:28 pm 7:24 pm Sep 9 - Sep 30
1319 7:10 pm 9:10 pm Aug 22 - Aug 30
1319 7:10 pm 9:10 pm Aug 24 - Aug 31
1319 7:10 pm 9:00 pm Sep 1 - Sep 1
1319 7:10 pm 9:00 pm Sep 4 - Nov 3
1628 8:50 pm 10:39 pm Aug 22 - Aug 30
1628 8:50 pm 10:39 pm Aug 24 - Aug 31
1628 8:50 pm 10:39 pm Aug 27 - Aug 27
1628 8:50 pm 10:39 pm Sep 1 - Sep 1
1628 8:50 pm 10:39 pm Sep 4 - Sep 10
1628 8:50 pm 10:39 pm Sep 11 - Oct 2
* 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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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

Boston
$93
Destination

Chicago
only $93
only $164
Airlines Airline reviews

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

Overall
6.3
Boarding
6.4
Crew
7.1
Comfort
5.9
Food
4.8
Entertainment
5.0