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$118+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YWG
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

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 November 20, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/27:39 pmORD - YWG
2 stops25h 30mMultiple Airlines
Mon 12/97:30 amYWG - ORD
1 stop13h 40mMultiple Airlines
Deal found 11/19$337
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/3012:55 pmMDW - YWG
2 stops8h 14mMultiple Airlines
Fri 12/67:30 amYWG - MDW
1 stop9h 42mMultiple Airlines
Deal found 11/19$404
This Air Canada deal was found by Cheapflights users on 11/19. 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 12/129:50 amORD - YWG
1 stop7h 18mAir Canada
Mon 12/1611:00 amYWG - ORD
1 stop8h 32mAir Canada
Deal found 11/19$474
This Delta deal was found by Cheapflights users on 11/20. 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.
Mon 12/167:59 pmORD - YWG
2 stops15h 46mDelta
Mon 1/65:37 pmYWG - ORD
1 stop4h 21mDelta
Deal found 11/20$501
This Booking.com deal was found by Cheapflights users on 11/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1312:05 pmMDW - YWG
2 stops9h 04mPorter Airlines
Mon 12/1611:35 amYWG - MDW
2 stops22h 45mPorter Airlines
Deal found 11/20$530
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/127:10 amORD - YWG
1 stop6h 17mUnited Airlines
Mon 12/167:30 amYWG - ORD
2 stops24h 23mUnited Airlines
Deal found 11/19$548
This CheapTicketsDeal deal was found by Cheapflights users on 11/20. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/169:38 amMDW - YWG
1 stop26h 07mWestJet
Mon 1/66:55 amYWG - MDW
1 stop10h 52mWestJet
Deal found 11/20$575
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 12/137:14 pmMDW - YWG
1 stop4h 20mDelta
Mon 12/1612:35 pmYWG - MDW
1 stop5h 57mDelta
Deal found 11/20$609
This WestJet deal was found by Cheapflights users on 11/19. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/167:05 amORD - YWG
2 stops8h 29mWestJet
Mon 1/65:00 amYWG - ORD
2 stops15h 53mWestJet
Deal found 11/19$700
This Aeromexico deal was found by Cheapflights users on 11/19. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/11:00 amORD - YWG
2 stops34h 25mAeromexico
Wed 12/48:00 pmYWG - ORD
2 stops27h 14mAeromexico
Deal found 11/19$2,372

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

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Fly to

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Route

Depart

Return

Price

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 12/2

7:39 pm-9:09 pm

2 stops25h 30m

Winnipeg

Mon 12/9

7:30 am-9:10 pm

1 stop13h 40m

$337

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sat 11/30

12:55 pm-9:09 pm

2 stops8h 14m

Winnipeg

Fri 12/6

7:30 am-5:12 pm

1 stop9h 42m

$404

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 12/12

9:50 am-5:08 pm

1 stop7h 18m

Winnipeg

Mon 12/16

11:00 am-7:32 pm

1 stop8h 32m

$474

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 12/16

7:59 pm-11:45 am

2 stops15h 46m

Winnipeg

Mon 1/6

5:37 pm-9:58 pm

1 stop4h 21m

$501

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 1/17

7:10 am-1:27 pm

1 stop6h 17m

Winnipeg

Sun 1/19

2:15 pm-4:51 pm

Nonstop2h 36m

$529

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 12/13

12:05 pm-9:09 pm

2 stops9h 04m

Winnipeg

Mon 12/16

11:35 am-10:20 am

2 stops22h 45m

$530

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 1/14

10:19 am-4:47 pm

1 stop6h 28m

Winnipeg

Sun 1/19

12:45 pm-5:47 pm

1 stop5h 02m

$544

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 12/16

9:38 am-11:45 am

1 stop26h 07m

Winnipeg

Mon 1/6

6:55 am-5:47 pm

1 stop10h 52m

$575

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 2/10

6:55 am-3:34 pm

2 stops8h 39m

Winnipeg

Sun 2/16

6:20 am-3:56 pm

1 stop9h 36m

$600

St. LouisWinnipeg

STL - YWG

STLYWG

Lambert-St Louis

Wed 4/9

10:30 am-3:24 pm

1 stop4h 54m

Winnipeg

Wed 4/30

7:30 am-3:06 pm

1 stop7h 36m

$656

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 28 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, September is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of $339). Flying from Illinois to Winnipeg in February is currently the most expensive (average of $516). 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 November 20, 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.

Weekly flight availability from Illinois to Winnipeg

Explore weekly flight availability from Illinois to Winnipeg. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 20, 2024.

The most flights from USIL to YWG are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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 November 20, 2024.
Read reviews from past customers who have flown United Airlines, WestJet and Porter 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
8,756 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

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
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 10

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

Porter Airlines
7.8
Good
288 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 10

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

Aeromexico
7.5
Good
2,004 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

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
9,171 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 10

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

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,756 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

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?

    $191 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on Air Canada and WestJet, with prices starting from $207 and $238, 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 (87%), Air Canada (87%) or United Airlines (87%) 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 $752 for a flight from Illinois to Winnipeg. The cheapest flight overall is $220 while the most popular route, (Chicago O'Hare Intl - Winnipeg) is currently priced at $337.

  • 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, September is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of $339). Flying from Illinois to Winnipeg in February is currently the most expensive (average of $516). 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.

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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$219Average$609FlexibilityNo cancel feeOn-time67%
DeltaCheapest$510Average$636FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$535Average$735FlexibilityNo cancel feeOn-time69%
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