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 Jul 18 2017 Return: Wed Jul 19 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 42m
nonstop
Depart: Wed Jul 12 2017 Return: Sat Jul 15 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Sat Sep 16 2017 Return: Tue Sep 19 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 53m
nonstop
Depart: Tue Aug 29 2017 Return: Mon Sep 11 2017 Trip spans 14 days
JetBlue
JetBlue
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Mon Aug 7 2017 Return: Wed Sep 6 2017 Trip spans 31 days
United
United
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Wed Oct 4 2017 Return: Wed Oct 11 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Mon Jul 10 2017 Return: Tue Jul 11 2017 Trip spans 2 days
Delta
Delta
MDW
BOS
5h 55m
1 stop
BOS
MDW
5h 29m
1 stop
Depart: Tue Aug 8 2017 Return: Wed Aug 16 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 54m
nonstop
Depart: Sat Nov 4 2017 Return: Wed Nov 8 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
BOS
2h 27m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Wed Sep 6 2017 Return: Tue Sep 12 2017 Trip spans 7 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 45m
nonstop
Depart: Wed Nov 29 2017 Return: Tue Dec 5 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
BOS
2h 27m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Sun Sep 10 2017 Return: Tue Sep 19 2017 Trip spans 10 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 39m
nonstop
Depart: Mon Nov 6 2017 Return: Tue Nov 7 2017 Trip spans 2 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 27m
nonstop
BOS
ORD
2h 52m
nonstop
Depart: Sat Sep 2 2017 Return: Sun Sep 3 2017 Trip spans 2 days
Major Airline
Major Airline
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 46m
nonstop
Depart: Fri Jul 21 2017 Return: Tue Jul 25 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 57m
nonstop
Depart: Sun Dec 3 2017 Return: Tue Jan 16 2018 Trip spans 45 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 21m
nonstop
BOS
ORD
3h 00m
nonstop
Depart: Tue Jul 25 2017 Return: Tue Aug 1 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 20m
nonstop
BOS
ORD
2h 42m
nonstop
Depart: Mon Dec 4 2017 Return: Tue Dec 12 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
ORD
BOS
2h 27m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Wed Aug 30 2017 Return: Sun Sep 3 2017 Trip spans 5 days
Delta
Delta
MDW
BOS
4h 01m
1 stop
BOS
MDW
5h 57m
1 stop
Depart: Sat Aug 12 2017 Return: Fri Aug 18 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
BOS
2h 32m
nonstop
BOS
ORD
2h 47m
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 29 - Jul 7
256 6:00 am 9:18 am Jul 9 - Aug 3
256 6:00 am 9:16 am Aug 4 - Aug 22
1240 7:14 am 10:33 am Aug 4 - Aug 21
1240 7:14 am 10:35 am Jun 29 - Aug 3
1240 7:14 am 10:35 am Jul 1 - Jul 29
1240 7:14 am 10:35 am Jul 2 - Jul 30
1240 7:14 am 10:33 am Aug 5 - Aug 19
1240 7:14 am 10:33 am Aug 6 - Aug 20
2586 8:15 am 11:30 am Jul 8 - Jul 29
2586 8:50 am 12:09 pm Jun 29 - Aug 3
2586 8:50 am 12:07 pm Aug 4 - Aug 25
2586 8:50 am 12:07 pm Aug 5 - Aug 19
1257 9:55 am 1:16 pm Jun 29 - Aug 3
1257 9:55 am 1:14 pm Aug 4 - Aug 21
2224 11:54 am 3:11 pm Aug 5 - Aug 19
2224 11:54 am 3:11 pm Aug 4 - Aug 21
2224 11:54 am 3:13 pm Jun 29 - Aug 3
2626 1:20 pm 4:42 pm Aug 4 - Aug 21
2626 1:20 pm 4:44 pm Jun 29 - Aug 3
2626 1:25 pm 4:48 pm Aug 5 - Aug 19
2626 1:25 pm 4:50 pm Jul 1 - Jul 29
2387 3:02 pm 6:26 pm Jul 5 - Aug 3
2387 3:02 pm 6:24 pm Aug 4 - Aug 21
1205 4:40 pm 8:03 pm Jul 5 - Aug 3
1205 4:44 pm 8:06 pm Aug 4 - Aug 21
2387 4:50 pm 8:14 pm Jul 1 - Jul 29
2387 4:50 pm 8:12 pm Aug 5 - Aug 19
1320 6:40 pm 10:06 pm Jun 29 - Aug 3
1320 6:40 pm 10:06 pm Jul 1 - Jul 29
1320 6:40 pm 10:06 pm Jul 2 - Jul 30
1320 6:40 pm 10:04 pm Aug 4 - Aug 21
1320 6:40 pm 10:04 pm Aug 5 - Aug 19
1320 6:40 pm 10:04 pm Aug 6 - Aug 20
2194 8:10 pm 11:27 pm Aug 6 - Aug 20
2194 8:10 pm 11:29 pm Jul 9 - Jul 30
2740 8:10 pm 11:29 pm Jul 11 - Aug 1
2740 8:10 pm 11:27 pm Aug 4 - Aug 21
2740 8:10 pm 11:29 pm Jul 5 - Aug 3
1569 9:44 pm 1:04 am Jul 5 - Jul 31
1569 9:44 pm 1:04 am Jul 8 - Jul 29
1569 9:44 pm 1:04 am Jul 11 - Aug 1
1569 9:44 pm 1:04 am Aug 2 - Aug 2
1569 9:44 pm 1:04 am Aug 3 - Aug 3
1569 9:44 pm 1:02 am Aug 4 - Aug 21
1569 9:44 pm 1:02 am Aug 5 - Aug 19
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
only $107
only $184
Destination

Boston
$107
Airlines Airline reviews

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

Overall
6.3
Boarding
6.4
Crew
6.9
Comfort
6.1
Food
4.9
Entertainment
5.0