One Way
Lowest Fare Finder Chrome Extension

Popular Filters

+ 1 more

Departure Airports

One Way Price

AED 211 AED 1,900

Duration

2 h 50 m 14 h 0 m

Stops From Boston

Departure From Boston

Before 6 AM

AED 211

6 AM - 12 PM

AED 236

12 PM - 6 PM

AED 243

After 6 PM

AED 361

Arrival at Chicago

Before 6 AM

AED 870

6 AM - 12 PM

AED 211

12 PM - 6 PM

AED 243

After 6 PM

AED 243

Alliances & Airlines

Oneworld

(45)

SkyTeam

(45)

Star Alliance

(23)

Layover Airports

+ 10 more

Layover Duration

34 m 7 h 0 m

Top Flights From Chicago

Boston to Chicago Flight Schedule & Status

Planning your travel has never been easier. Get updated flight schedules for various airlines between Boston to Chicago on MakeMyTrip. We offer the cheapest airfares across all major airlines. You can book your Boston to Chicago Flight at best price and can also check Chicago to Boston Flight Schedule for your return journey online. Take advantage of amazing offers for your flights only at Makemytrip. Get Up To AED 150 OFF* on your flight booking with MakeMyTrip using coupon code : “FLYAE”. 100% Refund on Flight cancellations with MMT Zero Cancellation.

Sorted By:
Departure
Duration
Arrival
Price
Southwest Airlines

AED 249

AED 211

Boston to Chicago-Midway , 6 Jan

Southwest Airlines WN | 699

05:30

Tue, 6 Jan 26

Terminal B

Boston, United States

02 h 50 m

07:20

Tue, 6 Jan 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

JetBlue Airways

AED 274

AED 236

Boston to Chicago , 6 Jan

JetBlue Airways B6 | 1411

07:45

Tue, 6 Jan 26

Terminal C

Boston, United States

03 h 11 m

09:56

Tue, 6 Jan 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

AED 281

AED 243

Boston to Chicago , 6 Jan

American Airlines AA | 1328

06:42

Tue, 6 Jan 26

Terminal B

Boston, United States

03 h 12 m

08:54

Tue, 6 Jan 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

AED 345

AED 307

Worcester to Chicago , 6 Jan

Delta Air Lines DL | 5424

16:16

Tue, 6 Jan 26

Worcester, United States

01 h 23 m

17:39

Tue, 6 Jan 26

Terminal C

New York-LaGuardia Apt, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL | 5803

18:50

Tue, 6 Jan 26

Terminal C

New York-LaGuardia Apt, United States

02 h 57 m

20:47

Tue, 6 Jan 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

AED 390

AED 352

Boston to Chicago , 6 Jan

American Airlines AA | 4483

09:51

Tue, 6 Jan 26

Terminal B

Boston, United States

03 h 14 m

12:05

Tue, 6 Jan 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

AED 396

AED 358

Boston to Chicago-Midway , 6 Jan

Southwest Airlines WN | 701

14:40

Tue, 6 Jan 26

Terminal B

Boston, United States

02 h 50 m

16:30

Tue, 6 Jan 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines

More Timing Options

AED 399

AED 361

Boston to Chicago , 6 Jan

Delta Air Lines DL | 5596

07:30

Tue, 6 Jan 26

Terminal A

Boston, United States

03 h 11 m

09:41

Tue, 6 Jan 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

More Timing Options

AED 431

AED 393

Boston to Chicago-Midway , 6 Jan

Southwest Airlines WN | 233

05:50

Tue, 6 Jan 26

Terminal B

Boston, United States

01 h 45 m

07:35

Tue, 6 Jan 26

Baltimore, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines WN | 2365

10:25

Tue, 6 Jan 26

Baltimore, United States

02 h 10 m

11:35

Tue, 6 Jan 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

AED 438

AED 400

Boston to Chicago , 6 Jan

United Airlines UA | 1414

06:00

Tue, 6 Jan 26

Terminal B

Boston, United States

03 h 04 m

08:04

Tue, 6 Jan 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

AED 491

AED 453

Boston to Chicago , 6 Jan

American Airlines AA | 4373

06:00

Tue, 6 Jan 26

Terminal B

Boston, United States

01 h 19 m

07:19

Tue, 6 Jan 26

Terminal T8

New York, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines AA | 2819

08:29

Tue, 6 Jan 26

Terminal T8

New York, United States

02 h 51 m

10:20

Tue, 6 Jan 26

Terminal T3

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

Hide

More Deals For You!

More discounts for your flight

Get FLAT

12% OFF

MMTWELCOME

Grab Up to AED 90 OFF
*Applicable for First times user only.

Get Up To

20% OFF

FLYSUPER

Grab Up to AED 120 OFF
*T&C Applied

Get Up To

AED 150 OFF*

FLYAE

BIG Offer on Flights!
*T&C Applied

Show