Find flights
Deals
Airlines
FAQs

Cheap flights from Illinois to Winnipeg from C$ 165

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
25 Nov — 2 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 20 November 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 20 November 2024.

Mon 2/127:39 p.m.ORD - YWG
2 stops25h 30mMultiple Airlines
Mon 9/127:30 a.m.YWG - ORD
1 stop13h 40mMultiple Airlines
Deal found 19/11C$ 472
Sat 30/1112:55 p.m.MDW - YWG
2 stops8h 14mMultiple Airlines
Fri 6/127:30 a.m.YWG - MDW
1 stop9h 42mMultiple Airlines
Deal found 19/11C$ 566
Thu 12/129:50 a.m.ORD - YWG
1 stop7h 18mAir Canada
Mon 16/1211:00 a.m.YWG - ORD
1 stop8h 32mAir Canada
Deal found 19/11C$ 664
Mon 16/127:59 p.m.ORD - YWG
2 stops15h 46mDelta
Mon 6/15:37 p.m.YWG - ORD
1 stop4h 21mDelta
Deal found 20/11C$ 701
Fri 13/1212:05 p.m.MDW - YWG
2 stops9h 04mPorter Airlines
Mon 16/1211:35 a.m.YWG - MDW
2 stops22h 45mPorter Airlines
Deal found 20/11C$ 742
Thu 12/127:10 a.m.ORD - YWG
1 stop6h 17mUnited Airlines
Mon 16/127:30 a.m.YWG - ORD
2 stops24h 23mUnited Airlines
Deal found 19/11C$ 767
Mon 16/122:15 p.m.MDW - YWG
1 stop26h 39mWestJet
Mon 6/15:37 p.m.YWG - MDW
1 stop24h 10mWestJet
Deal found 19/11C$ 813
Fri 13/127:14 p.m.MDW - YWG
1 stop4h 20mDelta
Mon 16/1212:35 p.m.YWG - MDW
1 stop5h 57mDelta
Deal found 20/11C$ 853
Mon 16/127:05 a.m.ORD - YWG
2 stops8h 29mWestJet
Mon 6/15:00 a.m.YWG - ORD
2 stops15h 53mWestJet
Deal found 19/11C$ 980
Sun 1/121:00 a.m.ORD - YWG
2 stops34h 25mAeromexico
Wed 4/128:00 p.m.YWG - ORD
2 stops27h 14mAeromexico
Deal found 19/11C$ 3,321

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 645,034 searches. Data last updated 20 November 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 2/12

7:39 p.m.-9:09 p.m.

2 stops25h 30m

Winnipeg

Mon 9/12

7:30 a.m.-9:10 p.m.

1 stop13h 40m

C$ 472

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 8/5

5:30 p.m.-9:01 a.m.

1 stop15h 31m

Winnipeg

Wed 14/5

8:30 a.m.-4:44 p.m.

1 stop8h 14m

C$ 515

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sat 30/11

12:55 p.m.-9:09 p.m.

2 stops8h 14m

Winnipeg

Fri 6/12

7:30 a.m.-5:12 p.m.

1 stop9h 42m

C$ 566

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 12/12

9:50 a.m.-5:08 p.m.

1 stop7h 18m

Winnipeg

Mon 16/12

11:00 a.m.-7:32 p.m.

1 stop8h 32m

C$ 664

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Mon 16/12

7:59 p.m.-11:45 a.m.

2 stops15h 46m

Winnipeg

Mon 6/1

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

1 stop4h 21m

C$ 701

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 17/1

7:10 a.m.-1:27 p.m.

1 stop6h 17m

Winnipeg

Sun 19/1

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

Nonstop2h 36m

C$ 741

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Fri 13/12

12:05 p.m.-9:09 p.m.

2 stops9h 04m

Winnipeg

Mon 16/12

11:35 a.m.-10:20 a.m.

2 stops22h 45m

C$ 742

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Tue 14/1

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

1 stop6h 28m

Winnipeg

Sun 19/1

12:45 p.m.-5:47 p.m.

1 stop5h 02m

C$ 762

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 16/12

2:15 p.m.-4:54 p.m.

1 stop26h 39m

Winnipeg

Mon 6/1

5:37 p.m.-5:47 p.m.

1 stop24h 10m

C$ 813

St. LouisWinnipeg

STL - YWG

STLYWG

Lambert-St Louis

Wed 9/4

10:30 a.m.-3:24 p.m.

1 stop4h 54m

Winnipeg

Wed 30/4

7:30 a.m.-3:06 p.m.

1 stop7h 36m

C$ 918

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/11

Showing 1-10 of 28 results
1
2
3

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 July is currently the most expensive (average of C$ 232). 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 20 November 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.

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 20 November 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 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 20 November 2024.
See what other customers who have flown with WestJet, Porter Airlines and United Airlines 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
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

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

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

7.8
Good
288 reviews
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

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

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

7.4
Good
9,171 reviews
8.0
Very good
8,756 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

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

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

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

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$ 267 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from C$ 274 and United Airlines from C$ 330 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 (87%), Air Canada (87%) and United Airlines (87%).

  • What are the cheapest flights from Illinois to Winnipeg?

    On average you can expect to pay C$ 557 for a flight from Illinois to Winnipeg. The cheapest flight overall is C$ 228 while the most popular route, (Chicago O'Hare Intl - Winnipeg) is currently priced at C$ 410.

  • 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 July is currently the most expensive (average of C$ 232). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 645,034 searches. Data last updated 20 November 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 493AverageC$ 966FlexibilityNo 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.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.