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Cheap flights from Illinois to Winnipeg from C$ 146

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 13/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YWG
23 Dec — 30 Dec1
1 adult

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 18 December 2024.

Round-trip from

C$ 360

One-way from

C$ 146
17/1-28/1
  • 17/1-28/1
  • 2 total stops
  • 17h 16m total
  • Illinois to Winnipeg
13/1
  • 13/1
  • 1 total stop
  • 8h 55m total
  • Illinois to Winnipeg

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 18 December 2024.

Wed 25/1212:56 p.m.ORD - YWG
Nonstop2h 32mAir Canada
Sat 4/12:15 p.m.YWG - ORD
Nonstop2h 36mAir Canada
Deal found 17/12C$ 1,187
Wed 25/1211:48 a.m.MDW - YWG
1 stop24h 04mMultiple Airlines
Sat 4/111:35 a.m.YWG - MDW
2 stops22h 45mMultiple Airlines
Deal found 17/12C$ 1,234
Wed 25/126:20 a.m.ORD - YWG
1 stop5h 32mDelta
Sat 4/16:55 a.m.YWG - ORD
1 stop7h 43mDelta
Deal found 17/12C$ 1,284
Wed 25/124:50 p.m.MDW - YWG
1 stop6h 53mDelta
Sat 4/16:55 a.m.YWG - MDW
1 stop4h 13mDelta
Deal found 17/12C$ 1,284
Wed 25/1211:48 a.m.MDW - YWG
1 stop24h 04mWestJet
Fri 3/15:00 a.m.YWG - MDW
2 stops17h 06mWestJet
Deal found 17/12C$ 1,294
Wed 25/1210:05 a.m.ORD - YWG
2 stops13h 15mWestJet
Sat 4/15:44 p.m.YWG - ORD
1 stop5h 08mWestJet
Deal found 17/12C$ 1,383
Tue 17/127:10 a.m.ORD - YWG
1 stop6h 17mMultiple Airlines
Sun 5/18:00 p.m.YWG - ORD
2 stops20h 13mMultiple Airlines
Deal found 17/12C$ 1,455
Wed 25/125:35 p.m.MDW - YWG
2 stops24h 29mPorter Airlines
Sat 4/111:35 a.m.YWG - MDW
2 stops22h 45mPorter Airlines
Deal found 17/12C$ 1,538

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 629,999 searches. Data last updated 18 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 17/1

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

1 stop8h 30m

Winnipeg

Tue 28/1

7:30 a.m.-4:16 p.m.

1 stop8h 46m

C$ 360

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 15/1

5:11 a.m.-11:25 a.m.

2 stops30h 14m

Winnipeg

Wed 22/1

7:30 a.m.-5:55 a.m.

2 stops22h 25m

C$ 463

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 21/1

8:50 a.m.-9:10 p.m.

1 stop12h 20m

Winnipeg

Fri 24/1

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

1 stop5h 41m

C$ 570

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 10/1

10:30 a.m.-12:35 a.m.

2 stops14h 05m

Winnipeg

Mon 13/1

8:00 p.m.-12:55 p.m.

2 stops16h 55m

C$ 647

St. LouisWinnipeg

STL - YWG

STLYWG

Lambert-St Louis

Thu 16/1

4:28 p.m.-3:10 p.m.

2 stops22h 42m

Winnipeg

Wed 22/1

8:00 p.m.-2:43 p.m.

2 stops18h 43m

C$ 648

St. LouisWinnipeg

STL - YWG

STLYWG

Lambert-St Louis

Thu 13/2

7:15 a.m.-11:38 p.m.

2 stops16h 23m

Winnipeg

Tue 18/2

6:40 a.m.-11:36 p.m.

2 stops16h 56m

C$ 743

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Tue 21/1

12:56 p.m.-3:28 p.m.

Nonstop2h 32m

Winnipeg

Fri 24/1

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

Nonstop2h 36m

C$ 791

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 23/1

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

1 stop6h 37m

Winnipeg

Sun 26/1

6:55 a.m.-6:25 p.m.

2 stops11h 30m

C$ 821

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 17/1

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

1 stop6h 28m

Winnipeg

Tue 28/1

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

2 stops11h 19m

C$ 821

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Wed 8/1

1:26 p.m.-11:42 p.m.

1 stop10h 16m

Winnipeg

Tue 14/1

6:55 a.m.-5:47 p.m.

1 stop10h 52m

C$ 871

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

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, October is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of C$ 130). Flying from Illinois to Winnipeg in March is currently the most expensive (average of C$ 240). 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 18 December 2024.

When flying from Illinois to Winnipeg, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

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 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

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 18 December 2024.
See what other customers who have flown with Porter Airlines, Air Canada and WestJet from Illinois to Winnipeg have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,604 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

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

8.0
Very good
8,604 reviews
8.0
Very good
8,604 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

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

7.9
Good
283 reviews
8.0
Very good
8,604 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

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

7.5
Good
1,930 reviews
8.0
Very good
8,604 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

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

7.4
Good
9,059 reviews
8.0
Very good
8,604 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

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

7.3
Good
2,818 reviews
8.0
Very good
8,604 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Food

7.3

Comfort

7.9

Entertainment

7.9

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?

    Winnipeg (YWG), located 7.3 km from the city centre, is the airport you fly into when you book flights from Illinois to Winnipeg.

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

    One-way options have recently been found by users for as low as C$ 276 on Air Canada. Other airlines that offer cheap prices include WestJet from C$ 307 and United Airlines from C$ 353 one-way.

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

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

    The top 3 most reliable airlines when flying from Illinois to Winnipeg are SkyWest Airlines (90%), Air Canada (90%) and United Airlines (90%).

  • 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, October is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of C$ 130). Flying from Illinois to Winnipeg in March is currently the most expensive (average of C$ 240). 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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Illinois to Winnipeg

Discover the top airline 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 629,999 searches. Data last updated 18 December 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 503AverageC$ 984FlexibilityNo cancel feeOn-time67%
Search Air Canada 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 Illinois to Winnipeg?

Cheapflights makes it easy to find Illinois to Winnipeg flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Winnipeg from Illinois.

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

Yes! Cheapflights helps users easily find flights from Illinois to Winnipeg with no change fees.

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

Yes! Start tracking prices for Illinois to Winnipeg flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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