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Cheap flights from Winnipeg to Illinois from C$ 189

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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — ORD
5 Nov — 12 Nov1
1 adult

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 31 October 2024.

Tue 19/117:30 a.m.YWG - ORD
1 stop9h 26mMultiple Airlines
Thu 5/125:59 p.m.ORD - YWG
1 stop21h 11mMultiple Airlines
Deal found 31/10C$ 377
Wed 27/111:00 p.m.YWG - MDW
2 stops22h 44mMultiple Airlines
Thu 28/116:07 p.m.MDW - YWG
1 stop21h 03mMultiple Airlines
Deal found 31/10C$ 459
Tue 3/127:45 a.m.YWG - ORD
1 stop7h 00mAir Canada
Tue 10/129:50 a.m.ORD - YWG
1 stop7h 18mAir Canada
Deal found 31/10C$ 544
Sun 24/116:55 a.m.YWG - MDW
2 stops14h 51mDelta
Mon 2/129:30 a.m.MDW - YWG
1 stop7h 25mDelta
Deal found 30/10C$ 563
Sat 23/116:55 a.m.YWG - ORD
2 stops17h 04mDelta
Sun 1/125:30 p.m.ORD - YWG
1 stop5h 57mDelta
Deal found 30/10C$ 568
Fri 6/122:15 p.m.YWG - ORD
Nonstop2h 30mUnited Airlines
Mon 9/129:36 p.m.ORD - YWG
1 stop15h 51mUnited Airlines
Deal found 30/10C$ 577
Fri 6/127:30 a.m.YWG - ORD
1 stop27h 16mWestJet
Mon 9/1210:10 a.m.ORD - YWG
2 stops29h 24mWestJet
Deal found 30/10C$ 630
Fri 6/127:30 a.m.YWG - MDW
1 stop26h 20mWestJet
Mon 9/122:15 p.m.MDW - YWG
1 stop21h 30mWestJet
Deal found 30/10C$ 662
Tue 19/116:45 p.m.YWG - MDW
1 stop15h 35mPorter Airlines
Thu 28/1111:15 a.m.MDW - YWG
2 stops9h 54mPorter Airlines
Deal found 30/10C$ 680

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 527,020 searches. Data last updated 31 October 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Sun 8/12

7:30 a.m.-11:51 p.m.

1 stop16h 21m

C$ 189

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Wed 4/12

2:15 p.m.-4:45 p.m.

Nonstop2h 30m

C$ 302

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Fri 10/1

6:40 a.m.-1:14 p.m.

2 stops6h 34m

C$ 331

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Mon 24/2

12:20 p.m.-10:32 a.m.

2 stops22h 12m

C$ 367

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Mon 18/11

7:30 a.m.-11:55 p.m.

1 stop16h 25m

C$ 196

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Wed 4/12

11:35 a.m.-4:40 p.m.

2 stops29h 05m

C$ 394

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Thu 9/1

2:15 p.m.-4:51 p.m.

Nonstop2h 36m

C$ 394

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Mon 24/2

7:30 a.m.-9:49 p.m.

1 stop14h 19m

C$ 391

WinnipegChicago

YWG - MDW

YWGMDW

Winnipeg

Tue 5/11

7:30 a.m.-2:39 p.m.

1 stop7h 09m

C$ 819

WinnipegChicago

YWG - ORD

YWGORD

Winnipeg

Tue 19/11

7:30 a.m.-4:56 p.m.

1 stop9h 26m

Chicago O'Hare Intl

Thu 5/12

5:59 p.m.-3:10 p.m.

1 stop21h 11m

C$ 377

Flights are sorted by cheapest first

Deals found on 31/10

Showing 1-10 of 19 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$ 259). Flying from Winnipeg to Illinois in May is currently the most expensive (average of C$ 343). 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 31 October 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.

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 31 October 2024.
Get a feel of what it's like to fly with Air Canada, Aeromexico and United Airlines 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
8,835 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta
8.0
Very good
8,835 reviews
Delta
8.0
Very good
8,835 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Porter Airlines
7.8
Good
294 reviews
Delta
8.0
Very good
8,835 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Aeromexico
7.5
Good
2,032 reviews
Delta
8.0
Very good
8,835 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

United Airlines
7.4
Good
9,240 reviews
Delta
8.0
Very good
8,835 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

WestJet
7.3
Good
2,804 reviews
Delta
8.0
Very good
8,835 reviews
Check prices

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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 Air Canada. According to our data, you can fly for as low as C$ 302. Users have also found prices from C$ 331 and C$ 367 on Delta and WestJet, respectively.

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

    Consider Air Canada (93%), Air New Zealand (93%) or SkyWest Airlines (92%) 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$ 2,039, our data shows the cheapest flight currently is C$ 234. When looking at the most popular route, (Winnipeg - Chicago O'Hare Intl), you can expect to pay C$ 430 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$ 259). Flying from Winnipeg to Illinois in May is currently the most expensive (average of C$ 343). 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 527,020 searches. Data last updated 31 October 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 456AverageC$ 684FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 482AverageC$ 650FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 512AverageC$ 878FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 549AverageC$ 729FlexibilityNo 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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