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$102+ Cheap flights from Illinois to Winnipeg (YWG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YWG
Dec 24 — Dec 311
Tue 12/24
Tue 12/31
1 adult, Economy
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Cheap flight deals from Illinois to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 19, 2024.

Round-trip from

$252
(Kiwi.com)

One-way from

$102
(Trip.com)
From Illinois to Winnipeg
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One-way flight from Illinois to Winnipeg
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Find flight deals from Illinois to Winnipeg

Cheapest flights from Illinois to Winnipeg
Explore the most affordable flight options available from Illinois to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

This Mytrip deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/267:00 amORD - YWG
2 stops16h 50mMultiple Airlines
Wed 1/87:30 amYWG - ORD
2 stops11h 49mMultiple Airlines
Deal found 12/18$641
This Air Canada deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2612:56 pmORD - YWG
Nonstop2h 32mAir Canada
Wed 1/87:30 amYWG - ORD
1 stop7h 21mAir Canada
Deal found 12/18$686
This Justfly.com deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:20 amORD - YWG
1 stop10h 34mWestJet
Wed 1/88:00 pmYWG - ORD
2 stops16h 55mWestJet
Deal found 12/18$721
This United Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2612:56 pmORD - YWG
Nonstop2h 32mUnited Airlines
Wed 1/82:15 pmYWG - ORD
Nonstop2h 36mUnited Airlines
Deal found 12/18$745
This Trip.com deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2611:25 amMDW - YWG
1 stop12h 25mMultiple Airlines
Wed 1/86:00 amYWG - MDW
2 stops11h 47mMultiple Airlines
Deal found 12/18$757
This FlightHub deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2611:25 amMDW - YWG
1 stop23h 20mPorter Airlines
Wed 1/87:00 pmYWG - MDW
1 stop17h 10mPorter Airlines
Deal found 12/18$804
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:20 amORD - YWG
1 stop5h 32mDelta
Sat 1/46:55 amYWG - ORD
1 stop7h 43mDelta
Deal found 12/18$899
This Delta deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/254:50 pmMDW - YWG
1 stop6h 53mDelta
Sat 1/46:55 amYWG - MDW
1 stop4h 13mDelta
Deal found 12/18$952
This CheapOair deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2511:48 amMDW - YWG
2 stops11h 32mWestJet
Sat 1/45:44 pmYWG - MDW
1 stop17h 24mWestJet
Deal found 12/18$1,033

Find flights from Illinois to Winnipeg within your budget

Customize your flight search to find flights from Illinois to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 19, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sat 1/25

6:20 am-8:07 pm

2 stops13h 47m

Winnipeg

Mon 1/27

7:30 am-10:27 pm

1 stop14h 57m

$245

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 1/17

6:40 am-3:10 pm

1 stop8h 30m

Winnipeg

Tue 1/28

7:30 am-4:16 pm

1 stop8h 46m

$252

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 1/21

8:50 am-9:10 pm

1 stop12h 20m

Winnipeg

Fri 1/24

7:30 am-2:51 pm

1 stop7h 21m

$422

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 1/21

10:19 am-11:25 am

3 stops25h 06m

Winnipeg

Fri 1/24

8:00 pm-10:36 am

2 stops14h 36m

$476

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 1/10

1:40 pm-12:35 am

2 stops10h 55m

Winnipeg

Mon 1/13

8:00 pm-4:13 pm

2 stops20h 13m

$481

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 1/21

7:10 am-1:27 pm

1 stop6h 17m

Winnipeg

Fri 1/24

12:15 pm-11:28 am

2 stops23h 13m

$537

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 1/22

10:19 am-4:47 pm

1 stop6h 28m

Winnipeg

Fri 1/24

6:55 am-12:46 pm

1 stop5h 51m

$565

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 1/15

4:15 pm-11:42 pm

1 stop7h 27m

Winnipeg

Wed 1/22

12:45 pm-11:59 pm

2 stops11h 14m

$607

St. LouisWinnipeg

STL - YWG

STLYWG

Lambert-St Louis

Thu 1/16

6:00 am-12:35 am

2 stops18h 35m

Winnipeg

Thu 1/23

5:00 am-8:02 pm

2 stops15h 02m

$624

St. LouisWinnipeg

STL - YWG

STLYWG

Lambert-St Louis

Tue 1/21

8:27 am-9:10 pm

2 stops12h 43m

Winnipeg

Thu 1/23

10:00 pm-3:06 pm

2 stops17h 06m

$650

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 23 results
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Best time to book a flight from Illinois to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Illinois to Winnipeg

Get recent, data-driven insights about flights from Illinois to Winnipeg including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Illinois to Winnipeg?

Currently, August is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of $358). Flying from Illinois to Winnipeg in February is currently the most expensive (average of $521). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to YWG?

Find hourly flight availability from Illinois to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 19, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Winnipeg as you normally would.

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated December 19, 2024.
Read reviews from past customers who have flown Air Canada, WestJet and United Airlines from Illinois to Winnipeg. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,600 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,600 reviews
Delta
8.0
Very good
8,600 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Porter Airlines
7.9
Good
283 reviews
Delta
8.0
Very good
8,600 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Aeromexico
7.5
Good
1,924 reviews
Delta
8.0
Very good
8,600 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
9,048 reviews
Delta
8.0
Very good
8,600 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.3
Good
2,819 reviews
Delta
8.0
Very good
8,600 reviews

Crew

8.6

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Winnipeg from Illinois?

    Most people fly into Winnipeg (YWG) if they book a flight to Winnipeg from Illinois. Winnipeg is conveniently located just 4.6 mi from Winnipeg’s city center.

  • What are the cheapest airlines to fly from Illinois to Winnipeg one-way?

    $193 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on WestJet and Porter Airlines, with prices starting from $215 and $302, respectively.

  • What are the most popular routes from Illinois to Winnipeg?

    While some choose either Chicago Midway - Winnipeg or Lambert-St Louis - Winnipeg, Chicago O'Hare Intl - Winnipeg is the most popular route from Illinois to Winnipeg.

  • What are the most reliable airlines from Illinois to Winnipeg?

    Consider SkyWest Airlines (90%), Air Canada (90%) or United Airlines (90%) when booking your flight. These represent the most reliable airlines when flying from Illinois to Winnipeg.

  • What are the cheapest flights from Illinois to Winnipeg?

    On average you can expect to pay $808 for a flight from Illinois to Winnipeg. The cheapest flight overall is $171 while the most popular route, (Chicago O'Hare Intl - Winnipeg) is currently priced at $240.

  • Can I find deals for flights from Illinois to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Illinois to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Winnipeg.

  • Can I find deals for business class flights from Illinois to Winnipeg?

    Yes. Cheapflights offers flight deals from Illinois to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of $358). Flying from Illinois to Winnipeg in February is currently the most expensive (average of $521). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Illinois to Winnipeg

Discover the top 3 airlines that operate flights from Illinois to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$219Average$570FlexibilityNo cancel feeOn-time67%
DeltaCheapest$510Average$618FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$535Average$710FlexibilityNo cancel feeOn-time69%
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