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Cheap flights from Illinois to Winnipeg from C$ 141

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

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 31 October 2024.

Sat 7/125:11 p.m.ORD - YWG
2 stops21h 59mMultiple Airlines
Tue 10/127:30 a.m.YWG - ORD
2 stops28h 35mMultiple Airlines
Deal found 31/10C$ 456
Sat 7/1212:55 p.m.MDW - YWG
2 stops8h 14mMultiple Airlines
Tue 10/126:45 p.m.YWG - MDW
2 stops23h 47mMultiple Airlines
Deal found 30/10C$ 671
Sat 7/1210:35 a.m.ORD - YWG
2 stops12h 48mUnited Airlines
Tue 10/122:15 p.m.YWG - ORD
Nonstop2h 30mUnited Airlines
Deal found 30/10C$ 685
Sun 8/127:19 a.m.ORD - YWG
1 stop6h 39mAir Canada
Sun 15/1212:15 p.m.YWG - ORD
1 stop7h 17mAir Canada
Deal found 30/10C$ 694
Fri 29/1111:15 a.m.MDW - YWG
2 stops9h 54mPorter Airlines
Sun 1/126:45 p.m.YWG - MDW
1 stop21h 55mPorter Airlines
Deal found 30/10C$ 701
Fri 29/1112:52 p.m.ORD - YWG
Nonstop2h 36mLufthansa
Sun 1/122:15 p.m.YWG - ORD
Nonstop2h 30mLufthansa
Deal found 30/10C$ 705
Sat 14/125:25 p.m.ORD - YWG
1 stop6h 09mDelta
Fri 10/16:40 a.m.YWG - ORD
2 stops6h 34mDelta
Deal found 31/10C$ 722
Sat 7/127:14 p.m.MDW - YWG
1 stop4h 20mDelta
Tue 10/1212:35 p.m.YWG - MDW
1 stop5h 57mDelta
Deal found 30/10C$ 743
Mon 9/129:50 a.m.ORD - YWG
1 stop13h 44mWestJet
Thu 2/18:00 p.m.YWG - ORD
2 stops22h 48mWestJet
Deal found 30/10C$ 822
Mon 9/126:00 a.m.STL - YWG
1 stop9h 10mDelta
Mon 16/127:30 a.m.YWG - STL
1 stop10h 29mDelta
Deal found 30/10C$ 867
Fri 29/117:17 p.m.MDW - YWG
1 stop4h 10mWestJet
Fri 6/126:00 a.m.YWG - MDW
2 stops12h 32mWestJet
Deal found 30/10C$ 889
Tue 24/128:00 a.m.STL - YWG
1 stop7h 28mAir Canada
Wed 1/17:30 a.m.YWG - STL
1 stop7h 36mAir Canada
Deal found 30/10C$ 895

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

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 5/12

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

1 stop21h 11m

C$ 141

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 5/12

12:52 p.m.-3:28 p.m.

Nonstop2h 36m

C$ 296

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sun 15/12

12:52 p.m.-3:28 p.m.

Nonstop2h 36m

C$ 321

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sun 15/12

7:14 p.m.-11:34 p.m.

1 stop4h 20m

C$ 334

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 28/2

12:30 p.m.-12:34 a.m.

2 stops12h 04m

C$ 381

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sun 15/12

5:35 p.m.-6:04 p.m.

2 stops24h 29m

C$ 437

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Thu 5/12

12:43 p.m.-12:36 a.m.

1 stop11h 53m

C$ 319

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 30/12

11:48 a.m.-11:52 a.m.

1 stop24h 04m

C$ 422

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 22/11

1:35 p.m.-11:27 p.m.

2 stops9h 52m

C$ 533

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 4/12

1:00 a.m.-11:25 a.m.

2 stops34h 25m

C$ 1,557

Flights are sorted by cheapest first

Deals found on 30/10

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, October is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of C$ 131). Flying from Illinois to Winnipeg in July is currently the most expensive (average of C$ 230). 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 31 October 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 31 October 2024.
See what other customers who have flown with Delta, WestJet and Air Canada 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.
Delta
8.0
Very good
8,835 reviews
Check prices

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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 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$ 296 on Air Canada. Other airlines that offer cheap prices include United Airlines from C$ 321 and Porter Airlines from C$ 367 one-way.

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

    The most popular route from Illinois to Winnipeg is Chicago O'Hare Intl - Winnipeg. You may also consider Chicago Midway - Winnipeg or Lambert-St Louis - 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 (85%), Air Canada (85%) and United Airlines (85%).

  • What are the cheapest flights from Illinois to Winnipeg?

    On average you can expect to pay C$ 738 for a flight from Illinois to Winnipeg. The cheapest flight overall is C$ 385 while the most popular route, (Chicago O'Hare Intl - Winnipeg) is currently priced at C$ 312.

  • 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$ 131). Flying from Illinois to Winnipeg in July is currently the most expensive (average of C$ 230). 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 Illinois to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
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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 527,020 searches. Data last updated 31 October 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 490AverageC$ 791FlexibilityNo 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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