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: Wed Jun 14 2017 Return: Tue Jun 20 2017 Trip spans 7 days
United
United
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Tue Jun 20 2017 Return: Wed Jul 5 2017 Trip spans 16 days
Major Airline
Major Airline
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 51m
nonstop
Depart: Sat Aug 26 2017 Return: Tue Aug 29 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Thu Sep 7 2017 Return: Tue Sep 12 2017 Trip spans 6 days
Southwest
Southwest
MDW
BOS
2h 15m
nonstop
BOS
MDW
2h 40m
nonstop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
Delta
Delta
MDW
BOS
5h 33m
1 stop
BOS
MDW
7h 03m
1 stop
Depart: Sat May 27 2017 Return: Sat Jun 3 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 42m
nonstop
Depart: Sat Aug 12 2017 Return: Tue Aug 22 2017 Trip spans 11 days
JetBlue
JetBlue
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Mon Oct 23 2017 Return: Mon Oct 30 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
BOS
2h 20m
2 stops
BOS
ORD
2h 58m
2 stops
Depart: Wed Sep 6 2017 Return: Mon Sep 11 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Thu Aug 17 2017 Return: Tue Aug 29 2017 Trip spans 13 days
Major Airline
Major Airline
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Tue Aug 22 2017 Return: Fri Aug 25 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Fri Sep 22 2017 Return: Mon Sep 25 2017 Trip spans 4 days
Southwest
Southwest
MDW
BOS
2h 15m
nonstop
BOS
MDW
2h 35m
nonstop
Depart: Sat Sep 9 2017 Return: Mon Sep 11 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Sat Aug 26 2017 Return: Mon Aug 28 2017 Trip spans 3 days
Southwest
Southwest
MDW
BOS
2h 15m
nonstop
BOS
MDW
4h 10m
1 stop
Depart: Tue Jul 11 2017 Return: Tue Jul 18 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Tue Aug 15 2017 Return: Tue Aug 22 2017 Trip spans 8 days
Delta
Delta
MDW
BOS
6h 35m
1 stop
BOS
MDW
4h 33m
1 stop
Depart: Sat Jun 10 2017 Return: Tue Jun 13 2017 Trip spans 4 days
United
United
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 44m
nonstop
Depart: Fri Nov 10 2017 Return: Sun Nov 12 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
BOS
2h 21m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Wed Jul 19 2017 Return: Tue Jul 25 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Wed Sep 6 2017 Return: Thu Sep 7 2017 Trip spans 2 days
Delta
Delta
MDW
BOS
4h 08m
1 stop
BOS
MDW
4h 05m
1 stop
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 Jun 2 - Jun 30
1240 7:14 am 10:34 am May 25 - Jun 1
1240 7:14 am 10:35 am Jun 18 - Jul 30
1240 7:14 am 10:35 am Jun 16 - Aug 3
1240 7:14 am 10:35 am Jun 3 - Jul 29
1240 7:14 am 10:35 am Jun 4 - Jun 11
1240 7:14 am 10:35 am Jun 2 - Jun 15
252 8:45 am 12:03 pm May 25 - Jun 1
252 8:45 am 12:03 pm May 30 - May 30
2586 8:50 am 12:09 pm Jun 2 - Aug 3
2586 8:50 am 12:09 pm Jun 3 - Jul 1
1257 9:55 am 1:16 pm Jun 2 - Aug 3
1257 10:05 am 1:22 pm May 25 - Jun 1
2224 11:54 am 3:13 pm Jun 2 - Aug 3
2224 11:54 am 3:12 pm May 30 - May 30
2224 11:54 am 3:12 pm May 25 - Jun 1
2626 1:20 pm 4:38 pm May 25 - May 31
2626 1:20 pm 4:38 pm Jun 1 - Jun 1
2626 1:20 pm 4:44 pm Jun 2 - Aug 3
2626 1:25 pm 4:50 pm Jun 10 - Jul 29
2626 1:25 pm 4:50 pm Jun 3 - Jun 3
2387 3:05 pm 6:26 pm May 25 - May 31
2387 3:05 pm 6:26 pm Jun 1 - Jun 1
2387 3:05 pm 6:29 pm Jun 2 - Jun 12
2387 3:05 pm 6:29 pm Jun 6 - Jun 6
2387 3:05 pm 6:29 pm Jun 13 - Jun 30
1205 4:44 pm 8:05 pm May 25 - Jun 1
1205 4:44 pm 8:08 pm Jun 2 - Jun 30
2387 4:50 pm 8:14 pm Jun 3 - Jul 29
1320 6:40 pm 10:01 pm May 25 - Jun 1
1320 6:40 pm 10:06 pm Jun 2 - Aug 3
1320 6:40 pm 10:06 pm Jun 3 - Jul 29
1320 6:40 pm 10:06 pm Jun 4 - Jul 30
2194 8:05 pm 11:24 pm Jun 4 - Jul 2
2740 8:05 pm 11:24 pm Jun 2 - Jun 30
2740 8:05 pm 11:24 pm Jun 6 - Jun 27
1569 9:44 pm 12:59 am May 25 - May 31
1569 9:44 pm 12:59 am May 27 - Jun 1
1569 9:44 pm 12:59 am May 30 - May 30
1569 9:44 pm 1:04 am Jun 2 - Jun 28
1569 9:44 pm 1:04 am Jun 6 - Jun 27
1569 9:44 pm 1:04 am Jun 29 - Jul 3
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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Airports
Origin

Chicago
only $113
only $129
Destination

Boston
$113
Airlines Airline reviews

311 travelers who booked a flight from Chicago to Boston rated their chosen airlines with an average of 6.3.

Overall
6.6
Boarding
6.6
Crew
7.2
Comfort
6.4
Food
5.2
Entertainment
5.3