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Book Cheap flights from Chicago (MDW)

  • One-Way
  • Round-Trip
  • Multi-City

From

Indira Gandhi International Airport

To

Chhatrapati Shivaji International Airport

DEPARTURE DATE

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Friday

Return Date

Book a round trip
to save more

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TRAVELLER & CLASS

1 Traveller

Economy

August
September
October
November
December
January
February
March
April

May is by far the best month, wherein you can get cheapest flights for Chicago to New York. Meanwhile, May is perceived as the expensive month due to the varying factors. That’s why it’s highly advised to make advanced online flight booking to save huge amounts of money.

Disclaimer - All the mentioned fares were found within last 48 hrs. The displayed fares are based on historical data and are subject to change. The fares cannot be guaranteed at the time of booking.

Best Flights From Chicago

Cheapest
Delta Airlines
Delta Airlines

Chicago

12:52

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

11h 18m
ellipse
2 Stop

Aguascalientes

23:10

Lic Jesus Teran Peredo International [AGU]

Tue, 05 May 2026

$422
Delta Airlines
Delta Airlines

Chicago

19:16

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

10h 44m
ellipse
1 Stop

Amsterdam

13:00

Amsterdam Airport Schiphol [AMS]

Wed, 06 May 2026

$860
Frontier Airlines
Frontier Airlines

Chicago

14:20

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

02h 06m
ellipse
Non Stop

Atlanta

17:26

Hartsfield Jackson Atlanta International Airport [ATL]

Tue, 05 May 2026

$233
Air France
Air France

Chicago

17:21

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

12h 29m
ellipse
1 Stop

Barcelona

12:50

Barcelona International Airport [BCN]

Wed, 06 May 2026

$615
Lan Airlines
Lan Airlines

Chicago

06:00

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

07h 40m
ellipse
1 Stop

Bogota

13:40

El Dorado International Airport [BOG]

Tue, 05 May 2026

$457
Southwest
Southwest

Chicago

06:30

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

05h 25m
ellipse
1 Stop

Boise

10:55

Boise Air Terminal Airport [BOI]

Tue, 05 May 2026

$141
Southwest
Southwest

Chicago

07:45

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

02h 15m
ellipse
Non Stop

Boston

11:00

General Edward Lawrence Logan International Airport [BOS]

Tue, 05 May 2026

$192
Lan Airlines
Lan Airlines

Chicago

06:00

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

07h 20m
ellipse
1 Stop

Cartagena

13:20

Rafael Nunez Airport [CTG]

Tue, 05 May 2026

$270
Frontier Airlines
Frontier Airlines

Chicago

14:20

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

09h 43m
ellipse
1 Stop

Denver

23:03

Denver International Airport [DEN]

Tue, 05 May 2026

$80
Air France
Air France

Chicago

13:24

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

48h 26m
ellipse
2 Stop

Kinshasa

19:50

Ndjili International Airport [FIH]

Thu, 07 May 2026

$1137
KLM Royal Dutch Airlines
KLM Royal Dutch Airlines

Chicago

19:16

Chicago Midway International Airport [MDW]

Tue , 05 May 2026

22h 04m
ellipse
2 Stop

Istanbul

01:20

Istanbul Airport [IST]

Thu, 07 May 2026

$779