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Cheap flights from Winnipeg to Illinois from C$ 197

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORD
26 Nov — 3 Dec1
1 adult

Cheap flight deals from Winnipeg to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Illinois (USIL). 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 21 November 2024.

Find flight deals from Winnipeg to Illinois

Cheapest flights from Winnipeg to Illinois
Explore the most affordable flight options available from Winnipeg to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 November 2024.

Fri 6/127:30 a.m.YWG - MDW
1 stop9h 42mMultiple Airlines
Thu 12/1211:25 a.m.MDW - YWG
2 stops9h 44mMultiple Airlines
Deal found 20/11C$ 561
Sat 14/127:30 a.m.YWG - ORD
1 stop5h 41mAir Canada
Wed 18/127:19 a.m.ORD - YWG
1 stop6h 39mAir Canada
Deal found 21/11C$ 567
Thu 19/124:30 p.m.YWG - ORD
1 stop6h 40mUnited Airlines
Wed 25/127:10 a.m.ORD - YWG
1 stop6h 17mUnited Airlines
Deal found 21/11C$ 628
Wed 18/126:55 a.m.YWG - MDW
1 stop6h 36mDelta
Wed 25/124:50 p.m.MDW - YWG
1 stop6h 53mDelta
Deal found 19/11C$ 656
Mon 16/1212:35 p.m.YWG - MDW
1 stop5h 57mWestJet
Wed 25/1211:48 a.m.MDW - YWG
2 stops11h 32mWestJet
Deal found 21/11C$ 705
Tue 17/125:44 p.m.YWG - ORD
1 stop20h 54mWestJet
Wed 25/1210:05 a.m.ORD - YWG
2 stops13h 15mWestJet
Deal found 21/11C$ 705
Thu 19/127:00 p.m.YWG - MDW
1 stop16h 10mPorter Airlines
Mon 23/1212:05 p.m.MDW - YWG
1 stop11h 35mPorter Airlines
Deal found 21/11C$ 718
Tue 17/1212:35 p.m.YWG - ORD
2 stops11h 23mDelta
Wed 25/127:05 a.m.ORD - YWG
2 stops16h 38mDelta
Deal found 21/11C$ 885
Thu 19/128:45 a.m.YWG - ORD
3 stops23h 02mMultiple Airlines
Thu 26/128:52 a.m.ORD - YWG
3 stops23h 19mMultiple Airlines
Deal found 20/11C$ 899

Find flights from Winnipeg to Illinois within your budget

Customize your flight search to find flights from Winnipeg to Illinois 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 640,016 searches. Data last updated 21 November 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Tue 14/1

7:30 a.m.-4:14 p.m.

1 stop8h 44m

Chicago Midway

Fri 24/1

6:40 a.m.-3:10 p.m.

1 stop8h 30m

C$ 345

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 10/1

7:30 a.m.-7:17 p.m.

1 stop11h 47m

Chicago O'Hare Intl

Sat 11/1

6:20 a.m.-10:30 p.m.

2 stops16h 10m

C$ 415

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 10/1

4:30 p.m.-11:59 p.m.

1 stop7h 29m

Chicago O'Hare Intl

Sat 11/1

10:53 a.m.-5:18 p.m.

1 stop6h 25m

C$ 535

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 13/3

8:15 a.m.-3:56 p.m.

1 stop7h 41m

Chicago O'Hare Intl

Mon 17/3

4:45 p.m.-12:44 a.m.

1 stop7h 59m

C$ 545

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sat 14/12

7:30 a.m.-1:11 p.m.

1 stop5h 41m

Chicago O'Hare Intl

Wed 18/12

7:19 a.m.-1:58 p.m.

1 stop6h 39m

C$ 567

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Tue 14/1

6:55 a.m.-6:14 p.m.

2 stops11h 19m

Chicago Midway

Tue 21/1

6:59 p.m.-11:42 p.m.

1 stop4h 43m

C$ 596

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 12/1

5:37 p.m.-9:58 p.m.

1 stop4h 21m

Chicago O'Hare Intl

Sat 25/1

1:40 p.m.-11:42 p.m.

2 stops10h 02m

C$ 596

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Tue 7/1

5:37 p.m.-12:46 p.m.

1 stop19h 09m

Chicago Midway

Wed 15/1

10:19 a.m.-4:47 p.m.

1 stop6h 28m

C$ 676

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Thu 19/12

7:00 p.m.-11:10 a.m.

1 stop16h 10m

Chicago Midway

Mon 23/12

12:05 p.m.-11:40 p.m.

1 stop11h 35m

C$ 718

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Fri 10/1

7:30 a.m.-5:50 p.m.

1 stop10h 20m

C$ 197

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/11

Showing 1-10 of 18 results
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Best time to book a flight from Winnipeg to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Winnipeg 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 Winnipeg to Illinois

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

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

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Illinois (average of C$ 261). Flying from Winnipeg to Illinois in May is currently the most expensive (average of C$ 342). 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 YWG to IL?

Find hourly flight availability from Winnipeg to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 21 November 2024.

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

Weekly flight availability from Winnipeg to Illinois

Explore weekly flight availability from Winnipeg to Illinois. 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 21 November 2024.

The most flights from YWG to USIL 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 Illinois by month

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

In terms of precipitation, rainfall in Illinois ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Illinois when rainfall is around 43.0 mm.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated 21 November 2024.
Get a feel of what it's like to fly with United Airlines, Air Canada and WestJet from Winnipeg to Illinois by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,755 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,755 reviews
Delta
8.0
Very good
8,755 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.8
Good
288 reviews
Delta
8.0
Very good
8,755 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,172 reviews
Delta
8.0
Very good
8,755 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,755 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,246 reviews
Delta
8.0
Very good
8,755 reviews
Check prices

Crew

8.5

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Illinois. 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 from for flights from Winnipeg to Illinois?

    If you book a flight to Illinois from Winnipeg, you will be flying from Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 7.3 km from the centre of Winnipeg.

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

    For one-way options, check prices for Porter Airlines. According to our data, you can fly for as low as C$ 311. Users have also found prices from C$ 318 and C$ 337 on Air Canada and Delta, respectively.

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

    Consider SkyWest Airlines (87%), United Airlines (87%) or Air Canada (87%) when booking your flight. These represent the most reliable airlines when flying from Winnipeg to Illinois.

  • What are the cheapest flights from Winnipeg to Illinois?

    While on average a flight from Winnipeg to Illinois is generally C$ 705, our data shows the cheapest flight currently is C$ 282. When looking at the most popular route, (Winnipeg - Chicago O'Hare Intl), you can expect to pay C$ 317 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Winnipeg to Illinois 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 Winnipeg to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Winnipeg to Illinois (average of C$ 261). Flying from Winnipeg to Illinois in May is currently the most expensive (average of C$ 342). 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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Alternative routes for Winnipeg to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Winnipeg to Illinois

Discover the top 4 airlines that operate flights from Winnipeg to Illinois. 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 640,016 searches. Data last updated 21 November 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 394AverageC$ 671FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 484AverageC$ 590FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 514AverageC$ 969FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 551AverageC$ 732FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Illinois?

Cheapflights helps you search for flights from Winnipeg to Illinois via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Illinois?

Cheapflights helps you find that perfect flight to Illinois from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to Illinois with no change fees?

Certainly. Search results for flights to Illinois from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Illinois become cheaper?

Of course! You can now track prices for flights from Winnipeg to Illinois and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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