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

₹ 51,539 ₹ 1,20,000

Duration

2 h 35 m 8 h 30 m

Stops From Winnipeg

Departure From Winnipeg

6 am - 12 pm

₹ 52,635

12 pm - 6 pm

₹ 51,539

Arrival at Chicago

6 am - 12 pm

₹ 57,984

12 pm - 6 pm

₹ 51,539

After 6 pm

₹ 52,849

Alliances & Airlines

Oneworld

()

SkyTeam

(8)

Star Alliance

(10)

Layover Airports

Layover Duration

30 m 4 h 30 m
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Winnipeg Airport Contact Info

Winnipeg Intl
Address

Chicago Airport Contact Info


Address

Popular Hotels in Chicago

Premium Hotels Nearby Chicago

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
United Airlines

₹ 56,513

₹ 51,539

₹ 4,974 Instant Discount

Special Deal Pre-applied for you

Winnipeg to Chicago , 17 May

United Airlines UA 5639

14:00

Sun, 17 May 26

Winnipeg, Canada

02 h 35 m

16:35

Sun, 17 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeat

Economy

Fare offered by airline.

1 Piece
0 Kg
Non-refundable fare
Not allowed
----

₹ 56,513₹ 51,539

Economy

Fare offered by airline.

1 Piece
0 Kg
Non-refundable fare
Free date change allowed
Free seats available

₹ 52,313

Economy fully refundable

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available

₹ 57,810

Economy plus

Fare offered by airline.

1 Piece
0 Kg
Non-refundable fare
Free date change allowed
Free seats available

₹ 58,324

Air Canada

₹ 52,313

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago , 17 May

Air Canada AC 3920 | Operated By United Airlines

14:00

Sun, 17 May 26

Winnipeg, Canada

02 h 35 m

16:35

Sun, 17 May 26

Terminal T2

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeMeal

Standard

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 2 days before departure
Date Change Fee starting
₹ 6,985
Chargeable

₹ 52,313

Flex

Fare offered by airline.

1 Piece
1 Piece
Free cancellation allowed upto 2 days before departure
Free date change allowed
Chargeable

₹ 57,810

Latitude

Fare offered by airline.

1 Piece
2 Pieces
Free cancellation allowed upto 2 days before departure
Free date change allowed
Get complimentary meals

₹ 90,439

Air Canada

₹ 52,635

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago , 17 May

Air Canada AC 372

08:00

Sun, 17 May 26

Winnipeg, Canada

02 h 47 m

11:47

Sun, 17 May 26

Montreal, Canada

BAGGAGE : CHECK INCABIN

Information not available

Air Canada AC 8481

13:15

Sun, 17 May 26

Montreal, Canada

02 h 38 m

14:53

Sun, 17 May 26

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
₹ 6,985

₹ 52,635

Flex

Fare offered by airline.

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

₹ 58,132

Comfort

Fare offered by airline.

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

₹ 64,736

Latitude

Fare offered by airline.

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

₹ 90,761

Delta Air Lines

More Timing Options

₹ 52,849

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago-Midway , 17 May

Delta Air Lines DL 3660

06:40

Sun, 17 May 26

Winnipeg, Canada

01 h 31 m

08:11

Sun, 17 May 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL 4750

11:40

Sun, 17 May 26

Terminal T1

Minneapolis, United States

01 h 39 m

13:19

Sun, 17 May 26

Chicago-Midway, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeatMeal

Delta main basic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Date Change Fee starting
₹ 6,915
----
Get complimentary meals

₹ 52,849

Delta main classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 55,784

Delta comfort classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 59,448

Delta comfort extra

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 68,247

United Airlines

More Timing Options

₹ 53,102

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago , 17 May

United Airlines UA 8099 | Operated By Air Canada

08:10

Sun, 17 May 26

Winnipeg, Canada

02 h 30 m

11:40

Sun, 17 May 26

Terminal T1

Toronto, Canada

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA 1297

13:00

Sun, 17 May 26

Terminal T1

Toronto, Canada

02 h 01 m

14:01

Sun, 17 May 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeat

Economy

Fare offered by airline.

1 Piece
0 Kg
Non-refundable fare
Free date change allowed
Free seats available

₹ 53,102

Economy fully refundable

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available

₹ 58,599

Delta Air Lines

₹ 62,184

₹ 56,604

₹ 5,580 Instant Discount

Special Deal Pre-applied for you

Winnipeg to Chicago , 17 May

Delta Air Lines DL 3871

11:55

Sun, 17 May 26

Winnipeg, Canada

01 h 33 m

13:28

Sun, 17 May 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL 1471

15:15

Sun, 17 May 26

Terminal T1

Minneapolis, United States

01 h 36 m

16:51

Sun, 17 May 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeatMeal

Delta main classic

Fare offered by airline.

1 Piece
0 Kg
Non-refundable fare
Not allowed
----
----

₹ 62,184₹ 56,604

Delta main classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 57,984

Delta comfort classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 61,648

Delta comfort extra

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 72,647

Delta Air Lines

₹ 57,984

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago , 17 May

Delta Air Lines DL 3660

06:40

Sun, 17 May 26

Winnipeg, Canada

01 h 31 m

08:11

Sun, 17 May 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL 3815

10:10

Sun, 17 May 26

Terminal T1

Minneapolis, United States

01 h 37 m

11:47

Sun, 17 May 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeatMeal

Delta main classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 57,984

Delta comfort classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 61,648

Delta comfort classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 61,648

Delta comfort extra

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 72,647

Delta comfort extra

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 72,647

Delta Air Lines

₹ 66,048

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago , 17 May

Delta Air Lines DL 4005

17:41

Sun, 17 May 26

Winnipeg, Canada

01 h 34 m

19:15

Sun, 17 May 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL 3847

19:45

Sun, 17 May 26

Terminal T1

Minneapolis, United States

01 h 35 m

21:20

Sun, 17 May 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate ChangeSeatMeal

Delta main classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 66,048

Delta comfort classic

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 69,712

Delta comfort extra

Fare offered by airline.

1 Piece
0 Kg
Free cancellation allowed upto 1 days before departure
Free date change allowed
Free seats available
Get complimentary meals

₹ 82,911

WestJet, United Airlines

More Timing Options

₹ 86,995

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago , 17 May

WestJet WS 6336 | Operated By Delta Air Lines

06:40

Sun, 17 May 26

Winnipeg, Canada

01 h 31 m

08:11

Sun, 17 May 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines UA 1929

09:57

Sun, 17 May 26

Terminal T1

Minneapolis, United States

01 h 36 m

11:33

Sun, 17 May 26

Terminal T1

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate Change

Econo|economy

Fare offered by airlines.

1 Piece
0 Kg
Non-refundable fare
Date Change Fee starting
₹ 6,985

₹ 86,995

WestJet, Delta Air Lines

₹ 89,363

Get Flat Rs 1275 OFF using code GODEALS | 10% OFF using ICICI Credit cards using GOICICIFESTINT

Winnipeg to Chicago , 17 May

WestJet WS 6770 | Operated By Delta Air Lines

11:55

Sun, 17 May 26

Winnipeg, Canada

01 h 33 m

13:28

Sun, 17 May 26

Terminal T1

Minneapolis, United States

BAGGAGE : CHECK INCABIN

Information not available

Delta Air Lines DL 1471

15:15

Sun, 17 May 26

Terminal T1

Minneapolis, United States

01 h 36 m

16:51

Sun, 17 May 26

Terminal T5

Chicago, United States

BAGGAGE : CHECK INCABIN

Information not available

FARES
Cabin bagCheck-inCancellationDate Change

Econo|delta main classic

Fare offered by airlines.

1 Piece
0 Kg
Non-refundable fare
Date Change Fee starting
₹ 6,985

₹ 89,363

Winnipeg to Chicago Flight Schedule

Planning to fly from Winnipeg to Chicago? Checking the latest Winnipeg to Chicago flight schedule helps you plan your journey with ease. With multiple airlines offering frequent connections between these two cities, passengers can choose flights that best suit their timing, budget, and comfort preferences.

Flights and Duration
Flights between and operate throughout the day, giving travelers flexible options for departure and arrival. The average flight duration typically ranges between one to three hours for most domestic routes, depending on the distance and weather conditions. Morning flights are ideal for business travelers who need to reach Chicago early, while afternoon and evening flights cater to those who prefer a more relaxed schedule.
Many airlines operate daily services on this route, ensuring a seamless and convenient travel experience. You can find both non-stop and connecting flights based on your preferences.

Airlines Operating Between Winnipeg and Chicago
Leading airlines such as IndiGo, Air India, Vistara, SpiceJet, and Akasa Air offer regular flights between Winnipeg and Chicago. Each carrier provides a unique flying experience — from premium cabin options to budget-friendly fares. Depending on your travel needs, you can choose from early morning departures, mid-day flights, or late-night schedules.
If you're looking for the most affordable option, the cheapest fare on this route currently starts at ₹null (subject to change). Prices may vary based on travel dates, seat availability, and booking time.

How to Check the Latest Flight Schedule
Flight timings and availability can change due to operational or weather factors. It's always best to verify the Winnipeg to Chicago flight schedule before booking. Most online platforms display live schedules, allowing you to compare airlines, departure times, and ticket prices in one place.
To get the best deals, try booking your flight at least a few weeks in advance. Early reservations often come with lower fares and better seat options, especially during busy travel seasons or weekends.

Travel Tips for a Smooth Journey
  • Arrive early: Reach at least two hours before departure to complete check-in and security formalities.
  • Stay updated: Always recheck your flight status on the day of travel for any delays or gate changes.
  • Compare options: Consider flight duration, layovers, and airline reputation when booking.
  • Pack smart: Follow baggage allowance guidelines to avoid last-minute hassles.
Winnipeg Chicago Cheap Flights Fare Date
Lowest Airfare Today Rs 58545
17 May
Cheapest Fare Within 30 Days Rs null
17 May
Cheapest Fare Within 90 Days Rs null
17 May
Cheapest Fare Within 365 Days Rs null
17 May
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