One Way
Fare Type:
  • Regular
  • Student
    Student Fare

    Only students above 12 years of age are eligible for special fares and/or additional baggage allowances. Carrying valid student ID cards and student visas (where applicable) is mandatory, else the passenger may be denied boarding or asked to pay for extra baggage.

Popular Filters

One Way Price

₹ 46,108 ₹ 1,04,000

Duration

3 h 39 m 18 h 0 m

Stops From Winnipeg

Departure From Winnipeg

6 am - 12 pm

₹ 75,844

12 pm - 6 pm

₹ 53,478

After 6 pm

₹ 46,108

Arrival at Chicago

6 am - 12 pm

₹ 46,108

12 pm - 6 pm

₹ 76,795

After 6 pm

₹ 53,478

Alliances & Airlines

Oneworld

()

SkyTeam

(2)

Star Alliance

(30)

Layover Airports

Layover Duration

37 m 12 h 0 m
Offer Image
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Up to 25% OFF* on Flights.

30th Nov'25

Winnipeg Airport Contact Info

Winnipeg Intl
Address

Chicago Airport Contact Info


Address

Winnipeg to Chicago Flight Schedule

Plan a trip like never before. Keep yourself informed with updated flight schedules for all airlines between Winnipeg - Chicago on Goibibo. Avail yourself with fit to pocket airfares for all major airlines. Also check Chicago Winnipeg Flight Schedule online.

Sorted By:
Departure
Duration
Arrival
Price
Air Canada

₹ 47,533

₹ 46,108

₹ 1,425 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 270

19:05

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

22:41

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 8901

08:15

Tue, 4 Nov 25

Terminal T1

Toronto, Canada

01 h 58 m

09:13

Tue, 4 Nov 25

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeMeal

Standard

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Date Change Fee starting
₹ 6,345
Chargeable

₹ 47,533₹ 46,108

Flex

Fare offered by airline.

0 Kgs
1 Piece
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 52,826₹ 51,242

Comfort

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 59,180₹ 57,405

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Get complimentary meals

₹ 85,056₹ 82,505

Air Canada

₹ 47,533

₹ 46,108

₹ 1,425 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 270

19:05

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

22:41

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 5143 | Operated By United Airlines

09:00

Tue, 4 Nov 25

Terminal T1

Toronto, Canada

02 h 05 m

10:05

Tue, 4 Nov 25

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeMeal

Standard

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Date Change Fee starting
₹ 6,345
Chargeable

₹ 47,533₹ 46,108

Flex

Fare offered by airline.

0 Kgs
1 Piece
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 52,826₹ 51,242

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Get complimentary meals

₹ 85,056₹ 82,505

Air Canada

₹ 48,423

₹ 46,971

₹ 1,452 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 270

19:05

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

22:41

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 7774

00:30

Tue, 4 Nov 25

Terminal T1

Toronto, Canada

01 h 23 m

01:53

Tue, 4 Nov 25

Montreal, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 521

09:25

Tue, 4 Nov 25

Montreal, Canada

02 h 53 m

11:18

Tue, 4 Nov 25

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeMeal

Standard

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Date Change Fee starting
₹ 6,345
Chargeable

₹ 48,423₹ 46,971

Flex

Fare offered by airline.

0 Kgs
1 Piece
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 53,716₹ 52,105

Comfort

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 60,071₹ 58,269

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Get complimentary meals

₹ 85,986₹ 83,407

Delta Air Lines

₹ 55,131

₹ 53,478

₹ 1,653 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Delta Air Lines DL 4005

17:40

Mon, 3 Nov 25

Winnipeg, Canada

01 h 33 m

19:13

Mon, 3 Nov 25

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL 1563

19:50

Mon, 3 Nov 25

Terminal T1

Minneapolis, United States

01 h 29 m

21:19

Mon, 3 Nov 25

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeatMeal

Delta main classic

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 55,131₹ 53,478

Delta comfort classic

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 56,895₹ 55,189

Delta comfort extra

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 66,066₹ 64,085

Air Canada

₹ 58,658

₹ 56,899

₹ 1,759 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 268

17:30

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

21:06

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 432

23:10

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

01 h 22 m

00:32

Tue, 4 Nov 25

Montreal, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 521

09:25

Tue, 4 Nov 25

Montreal, Canada

02 h 53 m

11:18

Tue, 4 Nov 25

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeMeal

Standard

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Date Change Fee starting
₹ 6,345
Chargeable

₹ 58,658₹ 56,899

Flex

Fare offered by airline.

0 Kgs
1 Piece
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 63,949₹ 62,031

Comfort

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 70,300₹ 68,191

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Get complimentary meals

₹ 85,986₹ 83,407

United Airlines

₹ 59,078

₹ 57,306

₹ 1,772 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

United Airlines UA 8016 | Operated By Air Canada

13:30

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

17:06

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA 8293 | Operated By Air Canada

18:30

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

02 h

19:30

Mon, 3 Nov 25

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeat

Economy

Fare offered by airline.

8 Kgs
0 Kg
Non-refundable fare
Free date change allowed
Free seats available

₹ 59,078₹ 57,306

Economy fully refundable

Fare offered by airline.

8 Kgs
0 Kg
No airline cancellation fee
Free date change allowed
Free seats available

₹ 64,070₹ 62,148

Air Canada

₹ 62,622

₹ 60,744

₹ 1,878 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 266

13:30

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

17:06

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 509

18:30

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

02 h

19:30

Mon, 3 Nov 25

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeMeal

Standard

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Date Change Fee starting
₹ 6,345
Chargeable

₹ 62,622₹ 60,744

Flex

Fare offered by airline.

0 Kgs
1 Piece
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 67,914₹ 65,877

Comfort

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 77,598₹ 75,271

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Get complimentary meals

₹ 82,755₹ 80,273

Air Canada

₹ 64,824

₹ 62,880

₹ 1,944 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 270

19:05

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

22:41

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 5141 | Operated By United Airlines

06:50

Tue, 4 Nov 25

Terminal T1

Toronto, Canada

02 h 06 m

07:56

Tue, 4 Nov 25

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeMeal

Standard

Fare offered by airline.

0 Kgs
0 Kg
Free cancellation allowed upto 3 days before departure
Date Change Fee starting
₹ 6,345
Chargeable

₹ 64,824₹ 62,880

Flex

Fare offered by airline.

0 Kgs
1 Piece
Free cancellation allowed upto 3 days before departure
Free date change allowed
Chargeable

₹ 70,115₹ 68,012

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
Free cancellation allowed upto 3 days before departure
Free date change allowed
Get complimentary meals

₹ 85,056₹ 82,505

Air Canada

₹ 64,824

₹ 62,880

₹ 1,944 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 268

17:30

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

21:06

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 5141 | Operated By United Airlines

06:50

Tue, 4 Nov 25

Terminal T1

Toronto, Canada

02 h 06 m

07:56

Tue, 4 Nov 25

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate Change

Standard

Fare offered by airline.

0 Kgs
0 Kg
Non-refundable fare
Date Change Fee starting
₹ 6,345

₹ 64,824₹ 62,880

Flex

Fare offered by airline.

0 Kgs
1 Piece
Non-refundable fare
Free date change allowed

₹ 70,115₹ 68,012

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
No airline cancellation fee
Free date change allowed

₹ 85,056₹ 82,505

Comfort|Latitude

Fare offered by airline.

0 Kgs
1 Piece
No airline cancellation fee
Free date change allowed

₹ 1,29,594₹ 1,26,594

Air Canada

₹ 64,824

₹ 62,880

₹ 1,944 Instant Discount

Get 7% extra off on HDFC bank credit cards using code HDFCCC

Winnipeg to Chicago , 3 Nov

Air Canada AC 268

17:30

Mon, 3 Nov 25

Winnipeg, Canada

02 h 36 m

21:06

Mon, 3 Nov 25

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 8901

08:15

Tue, 4 Nov 25

Terminal T1

Toronto, Canada

01 h 58 m

09:13

Tue, 4 Nov 25

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate Change

Standard

Fare offered by airline.

0 Kgs
0 Kg
Non-refundable fare
Date Change Fee starting
₹ 6,345

₹ 64,824₹ 62,880

Flex

Fare offered by airline.

0 Kgs
1 Piece
Non-refundable fare
Free date change allowed

₹ 70,115₹ 68,012

Comfort

Fare offered by airline.

0 Kgs
2 Pieces
No airline cancellation fee
Free date change allowed

₹ 79,898₹ 77,502

Latitude

Fare offered by airline.

0 Kgs
2 Pieces
No airline cancellation fee
Free date change allowed

₹ 85,056₹ 82,505

Winnipeg Chicago Cheap Flights Fare Date
Lowest Airfare Today Rs 0
03 Nov
Cheapest Fare Within 30 Days Rs null
03 Nov
Cheapest Fare Within 90 Days Rs null
03 Nov
Cheapest Fare Within 365 Days Rs null
03 Nov
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