Boston to Chicago Flights

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Boston (BOS) to Chicago (CHI) Flight Information

Below are some common questions asked about this flight route:

Boston (BOS) to Chicago (CHI) Flight Schedule

Flight info.
Departure
Arrival
RouteWeekly Schedule

05:00

BOS

07:05

ORD

Chicago to Boston---W-F-Search

06:00

BOS

07:41

ORD

Chicago to BostonS------Search

06:28

BOS

08:23

ORD

Chicago to Boston------SSearch

06:54

BOS

08:54

ORD

Chicago to Boston---W---Search

07:00

BOS

09:00

ORD

Chicago to Boston--T----Search

07:41

BOS

09:44

ORD

Chicago to BostonS------Search

09:00

BOS

11:00

ORD

Chicago to Boston-M-----Search

09:01

BOS

10:59

ORD

Chicago to BostonSMTWTF-Search

10:00

BOS

12:00

ORD

Chicago to BostonSMTWTFSSearch

10:30

BOS

12:27

ORD

Chicago to Boston------SSearch

10:35

BOS

12:16

ORD

Chicago to BostonS------Search

12:00

BOS

13:41

ORD

Chicago to BostonS-TWTFSSearch

12:01

BOS

14:01

ORD

Chicago to Boston-------Search

12:51

BOS

14:49

ORD

Chicago to BostonSMTWTFSSearch

13:25

BOS

15:20

ORD

Chicago to BostonSMTWTFSSearch

13:30

BOS

15:28

ORD

Chicago to BostonSMTWTFSSearch

13:35

BOS

15:16

ORD

Chicago to BostonSM-WT-SSearch

13:45

BOS

15:44

ORD

Chicago to Boston-------Search

15:00

BOS

17:03

ORD

Chicago to Boston-------Search

17:00

BOS

19:18

ORD

Chicago to BostonSMTWTFSSearch

17:04

BOS

19:20

ORD

Chicago to BostonSMTWTFSSearch

17:15

BOS

19:18

ORD

Chicago to Boston-------Search

17:28

BOS

19:35

ORD

Chicago to BostonSMTWTFSSearch

18:15

BOS

20:13

ORD

Chicago to Boston------SSearch

AD7019

Azul

18:22

BOS

20:22

ORD

Chicago to Boston------SSearch

18:35

BOS

20:16

ORD

Chicago to Boston-------Search

19:10

BOS

21:09

ORD

Chicago to BostonSMTWTFSSearch

19:14

BOS

21:25

ORD

Chicago to BostonS------Search

19:15

BOS

21:23

ORD

Chicago to Boston-------Search

19:22

BOS

21:30

ORD

Chicago to Boston-------Search
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Flights from Boston to O'Hare International Airport (ORD)

11 Sep, 06:30 - 18 Sep, 11:05
UA | United Airlines
2h 44m
BOS - ORD
Nonstop
AU$90
Round-trip from
Search
11 Sep, 12:29 - 18 Sep, 19:30
AA | American Airlines
2h 48m
BOS - ORD
Nonstop
AU$93
Round-trip from
Search
11 Sep, 15:35 - 18 Sep, 11:05
B6 | Jetblue Airways
2h 44m
BOS - ORD
Nonstop
AU$119
Round-trip from
Search
11 Sep, 13:59 - 18 Sep, 14:00
DL | Delta Air Lines
7h 46m
BOS - ORD
1 stop
AU$123
Round-trip from
Search
11 Sep, 08:00 - 18 Sep, 15:55
NK | Spirit Airlines
7h 53m
BOS - ORD
2 stop
AU$160
Round-trip from
Search

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from Boston (BOS) to Chicago (CHI)

There is usually no major price difference between buying a roundtrip flight versus a one-way flight. Increased flexibility is the main benefit when it comes to buying a one-way flight from Boston(BOS) to Chicago(CHI). However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Travel from Boston (BOS) to Chicago (CHI)

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from Boston to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember (BOS - CHI)

Make your journey from Boston (BOS) to Chicago (CHI) a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.