Find Deals on 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
Students
under 26
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: Thu Feb 9 2017 Return: Sun Feb 12 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
BOS
2h 15m
nonstop
BOS
ORD
3h 00m
nonstop
Depart: Sat Apr 1 2017 Return: Mon Apr 3 2017 Trip spans 3 days
United
United
ORD
BOS
2h 16m
nonstop
BOS
ORD
2h 47m
nonstop
Depart: Mon Jan 30 2017 Return: Sun Feb 12 2017 Trip spans 14 days
American Airlines
American Airlines
ORD
BOS
2h 14m
nonstop
BOS
ORD
3h 05m
nonstop
Depart: Wed Mar 8 2017 Return: Thu Mar 9 2017 Trip spans 2 days
Southwest
Southwest
MDW
BOS
2h 15m
nonstop
BOS
MDW
6h 35m
1 stop
Depart: Sat Jul 15 2017 Return: Sat Jul 22 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
BOS
2h 23m
nonstop
BOS
ORD
2h 50m
nonstop
Depart: Tue Jan 24 2017 Return: Tue Jan 31 2017 Trip spans 8 days
Delta
Delta
MDW
BOS
3h 44m
1 stop
BOS
MDW
5h 02m
1 stop
Depart: Thu May 4 2017 Return: Wed May 10 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
BOS
2h 22m
nonstop
BOS
ORD
2h 48m
nonstop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
BOS
2h 18m
nonstop
BOS
ORD
3h 01m
nonstop
Depart: Sat Jun 3 2017 Return: Wed Jun 7 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
BOS
2h 19m
nonstop
BOS
ORD
2h 44m
nonstop
Depart: Mon Jun 5 2017 Return: Sun Jun 11 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
BOS
2h 18m
nonstop
BOS
ORD
2h 44m
nonstop
Depart: Tue Jan 31 2017 Return: Thu Feb 2 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
BOS
2h 14m
nonstop
BOS
ORD
3h 01m
nonstop
Depart: Thu Feb 23 2017 Return: Mon Feb 27 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
BOS
2h 15m
nonstop
BOS
ORD
3h 00m
nonstop
Depart: Wed Jan 25 2017 Return: Wed Feb 1 2017 Trip spans 8 days
Delta
Delta
MDW
BOS
4h 13m
1 stop
BOS
MDW
4h 54m
1 stop
Depart: Fri Jan 27 2017 Return: Mon Jan 30 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
BOS
2h 10m
nonstop
BOS
ORD
2h 59m
nonstop
Depart: Fri Jan 27 2017 Return: Sun Jan 29 2017 Trip spans 3 days
Delta
Delta
MDW
BOS
4h 21m
1 stop
BOS
MDW
5h 56m
1 stop
Depart: Tue Jan 31 2017 Return: Thu Feb 2 2017 Trip spans 3 days
Delta
Delta
MDW
BOS
5h 03m
1 stop
BOS
MDW
4h 54m
1 stop
Depart: Sat Mar 25 2017 Return: Wed Mar 29 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
BOS
2h 12m
nonstop
BOS
ORD
2h 56m
nonstop
Depart: Sat Jul 22 2017 Return: Sat Jul 29 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
BOS
2h 27m
nonstop
BOS
ORD
2h 43m
nonstop
Depart: Thu Feb 2 2017 Return: Sun Feb 5 2017 Trip spans 4 days
Delta
Delta
MDW
BOS
4h 21m
1 stop
BOS
MDW
6h 11m
1 stop
Depart: Thu Jun 29 2017 Return: Sat Jul 8 2017 Trip spans 10 days
JetBlue
JetBlue
ORD
BOS
2h 23m
nonstop
BOS
ORD
2h 49m
nonstop
Direct flights CHI to BOS on American Airlines
Flight # Depart ORD Arrive BOS Sun Mon Tue Wed Thu Fri Sat Valid Between
1240 7:10 am 10:20 am Jan 26 - Feb 15
1240 7:10 am 10:20 am Jan 28 - Feb 11
1240 7:25 am 10:38 am Feb 18 - Mar 11
1240 7:25 am 10:38 am Feb 16 - Mar 10
252 8:25 am 11:36 am Feb 18 - Mar 11
252 8:25 am 11:36 am Jan 28 - Feb 11
252 8:55 am 12:09 pm Feb 5 - Feb 10
252 8:55 am 12:09 pm Feb 23 - Mar 6
252 8:55 am 12:08 pm Feb 20 - Feb 20
252 8:55 am 12:09 pm Jan 27 - Feb 3
252 8:55 am 12:09 pm Feb 13 - Feb 17
252 8:55 am 12:09 pm Feb 12 - Mar 5
252 8:55 am 12:09 pm Feb 7 - Feb 28
252 8:55 am 12:09 pm Jan 26 - Feb 1
252 8:55 am 12:09 pm Jan 29 - Jan 29
1257 9:59 am 1:09 pm Feb 12 - Feb 12
1257 9:59 am 1:09 pm Feb 5 - Feb 11
1257 9:59 am 1:09 pm Feb 13 - Feb 15
1257 9:59 am 1:09 pm Jan 29 - Jan 29
1257 9:59 am 1:09 pm Jan 26 - Feb 4
1257 10:00 am 1:10 pm Feb 19 - Mar 5
1257 10:00 am 1:10 pm Feb 16 - Mar 11
2224 11:54 am 3:05 pm Feb 16 - Feb 25
2224 11:54 am 3:05 pm Feb 21 - Feb 28
2224 11:54 am 3:05 pm Feb 22 - Feb 22
2224 11:54 am 3:05 pm Feb 17 - Feb 27
2224 12:00 pm 3:11 pm Jan 26 - Feb 12
2224 12:00 pm 3:11 pm Feb 13 - Feb 15
2387 3:05 pm 6:16 pm Feb 16 - Mar 10
2387 3:08 pm 6:19 pm Feb 1 - Feb 15
2387 3:08 pm 6:19 pm Jan 26 - Jan 31
1205 4:44 pm 7:58 pm Jan 26 - Jan 31
1205 4:44 pm 7:58 pm Jan 27 - Jan 30
1205 4:44 pm 7:58 pm Feb 5 - Feb 12
1205 4:44 pm 7:58 pm Jan 29 - Jan 29
1205 4:44 pm 7:58 pm Feb 7 - Feb 14
1205 4:44 pm 7:58 pm Feb 21 - Feb 28
1205 4:44 pm 7:58 pm Feb 1 - Feb 1
1205 4:44 pm 7:58 pm Feb 19 - Feb 27
1205 4:44 pm 7:58 pm Feb 2 - Feb 17
1205 4:44 pm 7:58 pm Feb 15 - Feb 15
2387 4:44 pm 7:58 pm Jan 28 - Feb 11
1320 6:30 pm 9:43 pm Feb 18 - Mar 4
1320 6:30 pm 9:43 pm Jan 26 - Feb 16
1320 6:30 pm 9:43 pm Jan 27 - Mar 3
1320 6:30 pm 9:43 pm Feb 21 - Mar 2
2387 8:35 pm 11:46 pm Feb 18 - Feb 25
* 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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Airports
Origin

Chicago
only $97
only $160
Destination

Boston
$97
Airlines Airline reviews

136 travelers who booked a flight from Chicago to Boston rated their chosen airlines with an average of 7.2.

Overall
7.5
Boarding
7.5
Crew
8.0
Comfort
7.2
Food
6.4
Entertainment
6.6