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: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 59m
nonstop
Depart: Tue Sep 19 2017 Return: Tue Sep 26 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 53m
nonstop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 31m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Tue Aug 29 2017 Return: Tue Sep 5 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Wed May 3 2017 Return: Thu May 4 2017 Trip spans 2 days
Delta
Delta
MDW
BOS
3h 43m
1 stop
BOS
MDW
6h 23m
1 stop
Depart: Wed Oct 18 2017 Return: Mon Oct 23 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
BOS
2h 16m
2 stops
BOS
ORD
2h 44m
2 stops
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
BOS
2h 24m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Sun Oct 29 2017 Return: Wed Nov 1 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 33m
nonstop
Depart: Thu May 4 2017 Return: Mon May 8 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
BOS
2h 27m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Thu Jun 29 2017 Return: Sat Jul 8 2017 Trip spans 10 days
United
United
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Sat May 20 2017 Return: Tue May 23 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
BOS
2h 24m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Sat Jun 3 2017 Return: Tue Jun 6 2017 Trip spans 4 days
Delta
Delta
MDW
BOS
8h 01m
1 stop
BOS
MDW
6h 23m
1 stop
Depart: Thu Oct 12 2017 Return: Sat Oct 21 2017 Trip spans 10 days
Major Airline
Major Airline
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 53m
nonstop
Depart: Thu Jul 13 2017 Return: Tue Jul 18 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Tue Jul 25 2017 Return: Tue Aug 22 2017 Trip spans 29 days
Delta
Delta
MDW
BOS
6h 35m
1 stop
BOS
MDW
4h 33m
1 stop
Depart: Sat May 13 2017 Return: Fri May 19 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
BOS
2h 24m
nonstop
BOS
ORD
3h 06m
nonstop
Depart: Sun Apr 30 2017 Return: Thu May 11 2017 Trip spans 12 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Wed May 24 2017 Return: Fri May 26 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 49m
nonstop
Depart: Tue Aug 15 2017 Return: Tue Aug 22 2017 Trip spans 8 days
Delta
Delta
MDW
BOS
5h 44m
1 stop
BOS
MDW
4h 33m
1 stop
Depart: Sat Oct 7 2017 Return: Sun Oct 8 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 33m
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 9:18 am Jun 2 - Jun 30
1240 7:14 am 10:35 am Jun 3 - Jul 29
1240 7:14 am 10:35 am Jun 2 - Jun 15
1240 7:14 am 10:32 am Apr 27 - May 4
1240 7:14 am 10:34 am May 6 - May 27
1240 7:14 am 10:34 am May 7 - May 21
1240 7:14 am 10:34 am May 5 - Jun 1
252 8:25 am 11:41 am May 27 - May 27
252 8:25 am 11:41 am May 6 - May 20
252 8:45 am 12:03 pm May 9 - May 30
252 8:45 am 12:03 pm May 5 - Jun 1
2586 8:50 am 12:09 pm Jun 2 - Aug 3
2586 8:50 am 12:09 pm Jun 3 - Jul 1
252 8:55 am 12:10 pm Apr 30 - May 4
1257 9:55 am 1:16 pm Jun 2 - Aug 3
1257 10:05 am 1:22 pm May 27 - May 27
1257 10:05 am 1:22 pm May 29 - Jun 1
1257 10:05 am 1:20 pm Apr 27 - May 4
1257 10:05 am 1:22 pm May 5 - May 26
2224 11:54 am 3:10 pm Apr 27 - May 4
2224 11:54 am 3:12 pm May 5 - Jun 1
2224 11:54 am 3:13 pm Jun 2 - Aug 3
2224 11:54 am 3:12 pm May 9 - May 30
2626 1:20 pm 4:36 pm Apr 27 - May 4
2626 1:20 pm 4:38 pm May 5 - 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 3 - Jun 3
2387 3:05 pm 6:24 pm Apr 27 - May 4
2387 3:05 pm 6:26 pm May 5 - May 31
2387 3:05 pm 6:26 pm Jun 1 - Jun 1
2387 3:05 pm 6:29 pm Jun 2 - Jun 12
1205 4:44 pm 8:03 pm Apr 27 - May 4
1205 4:44 pm 8:05 pm May 5 - Jun 1
1205 4:44 pm 8:08 pm Jun 2 - Jun 30
2387 4:50 pm 8:11 pm May 6 - May 27
2387 4:50 pm 8:14 pm Jun 3 - Jul 29
1320 6:35 pm 9:54 pm Apr 28 - May 4
1320 6:40 pm 10:01 pm May 6 - May 27
1320 6:40 pm 10:01 pm May 7 - May 28
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 10:01 pm May 5 - Jun 1
2754 8:00 pm 11:19 pm May 7 - May 28
2740 8:05 pm 11:24 pm Jun 2 - Jun 30
1569 9:44 pm 12:59 am May 5 - May 31
1569 9:44 pm 12:59 am May 6 - May 27
1569 9:44 pm 12:59 am May 9 - May 30
1569 9:44 pm 12:59 am Jun 1 - Jun 1
1569 9:44 pm 1:04 am Jun 2 - Jun 28
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
only $99
only $184
Destination

Boston
$99
Airlines Airline reviews

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

Overall
6.4
Boarding
6.4
Crew
6.9
Comfort
6.1
Food
5.0
Entertainment
5.1