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$101+ Cheap flights from Illinois to Winnipeg (YWG)

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YWG
Nov 5 — Nov 121
1 adult
Tue 11/5
Tue 11/12
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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 October 31, 2024.

This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/76:33 pmORD - YWG
2 stops20h 37mMultiple Airlines
Tue 12/106:20 amYWG - ORD
3 stops23h 10mMultiple Airlines
Deal found 10/31$328
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/712:55 pmMDW - YWG
2 stops8h 14mMultiple Airlines
Tue 12/106:45 pmYWG - MDW
2 stops23h 47mMultiple Airlines
Deal found 10/30$482
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/710:35 amORD - YWG
2 stops12h 48mUnited Airlines
Tue 12/102:15 pmYWG - ORD
Nonstop2h 30mUnited Airlines
Deal found 10/30$492
This Air Canada deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/87:19 amORD - YWG
1 stop6h 39mAir Canada
Sun 12/1512:15 pmYWG - ORD
1 stop7h 17mAir Canada
Deal found 10/30$499
This Gotogate deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2911:15 amMDW - YWG
2 stops9h 54mPorter Airlines
Sun 12/16:45 pmYWG - MDW
1 stop21h 55mPorter Airlines
Deal found 10/30$504
This Kissandfly.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2912:52 pmORD - YWG
Nonstop2h 36mLufthansa
Sun 12/12:15 pmYWG - ORD
Nonstop2h 30mLufthansa
Deal found 10/30$507
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/145:25 pmORD - YWG
1 stop6h 09mDelta
Fri 1/106:40 amYWG - ORD
2 stops6h 34mDelta
Deal found 10/31$519
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/77:14 pmMDW - YWG
1 stop4h 20mDelta
Tue 12/1012:35 pmYWG - MDW
1 stop5h 57mDelta
Deal found 10/30$534
This FlightHub deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/99:50 amORD - YWG
1 stop13h 44mWestJet
Thu 1/28:00 pmYWG - ORD
2 stops22h 48mWestJet
Deal found 10/30$591
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/96:00 amSTL - YWG
1 stop9h 10mDelta
Mon 12/167:30 amYWG - STL
1 stop10h 29mDelta
Deal found 10/30$623
This SmartFares deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/297:17 pmMDW - YWG
1 stop4h 10mWestJet
Fri 12/66:00 amYWG - MDW
2 stops12h 32mWestJet
Deal found 10/30$639
This Air Canada deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/248:00 amSTL - YWG
1 stop7h 28mAir Canada
Tue 12/312:15 pmYWG - STL
1 stop5h 42mAir Canada
Deal found 10/30$643

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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 12/5

5:59 pm-3:10 pm

1 stop21h 11m

$101

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Thu 12/5

12:52 pm-3:28 pm

Nonstop2h 36m

$213

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Sun 12/15

12:52 pm-3:28 pm

Nonstop2h 36m

$231

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sun 12/15

7:14 pm-11:34 pm

1 stop4h 20m

$240

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 2/28

12:30 pm-12:34 am

2 stops12h 04m

$274

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Sun 12/15

5:35 pm-6:04 pm

2 stops24h 29m

$314

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Thu 12/5

12:43 pm-12:36 am

1 stop11h 53m

$229

ChicagoWinnipeg

MDW - YWG

MDWYWG

Chicago Midway

Mon 12/30

11:48 am-11:52 am

1 stop24h 04m

$303

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Fri 11/22

1:35 pm-11:27 pm

2 stops9h 52m

$383

ChicagoWinnipeg

ORD - YWG

ORDYWG

Chicago O'Hare Intl

Wed 12/4

1:00 am-11:25 am

2 stops34h 25m

$1,119

Flights are sorted by cheapest first

Deals found on 10/30

Showing 1-10 of 25 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, September is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of $337). Flying from Illinois to Winnipeg in February is currently the most expensive (average of $513). 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 October 31, 2024.

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

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 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

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 October 31, 2024.
Read reviews from past customers who have flown Delta, Air Canada and Aeromexico from Illinois to Winnipeg. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,835 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

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

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

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

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

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

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

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

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Reviews

1 / 10

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

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

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

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?

    Most people fly into Winnipeg (YWG) if they book a flight to Winnipeg from Illinois. Winnipeg is conveniently located just 4.6 mi from Winnipeg’s city center.

  • Can I find flights from Illinois to Winnipeg for under $300 on Cheapflights?

    Yes, there are multiple flights from Illinois to Winnipeg for under $300. The cheapest flight booked recently is on Multiple Airlines for just $282, but on average you can expect to pay $649.

  • Are there nonstop flights from Illinois to Winnipeg for under $600 on Cheapflights?

    Cheapflights has at least 3 direct flights from Illinois to Winnipeg under $600. A good price for a nonstop flight from Illinois to Winnipeg is less than $532.

  • Are there last-minute flights available from Illinois to Winnipeg for under $600?

    There are currently 12+ open flights from Illinois to Winnipeg within the next 7 days for less than $600.

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

    $213 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $231 and $240, respectively.

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

    While some choose either Chicago Midway - Winnipeg or Lambert-St Louis - Winnipeg, Chicago O'Hare Intl - Winnipeg is the most popular route from Illinois to Winnipeg.

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

    Consider SkyWest Airlines (85%), Air Canada (85%) or United Airlines (85%) when booking your flight. These represent the most reliable airlines when flying from Illinois to Winnipeg.

  • What are the cheapest flights from Illinois to Winnipeg?

    On average you can expect to pay $625 for a flight from Illinois to Winnipeg. The cheapest flight overall is $250 while the most popular route, (Chicago O'Hare Intl - Winnipeg) is currently priced at $224.

  • What does ORD to YWG mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Winnipeg Airport flight would often be abbreviated as a ORD to YWG flight. Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Champaign University-Willard Airport (CMI) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Illinois to Winnipeg that include extra baggage allowance?

    The amount of baggage you can bring on your Illinois to Winnipeg flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Illinois to Winnipeg with specific airlines?

    Yes, Cheapflights allows you to browse and filter Illinois to Winnipeg flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Illinois to Winnipeg that allow pets onboard?

    Many airlines flying from Illinois to Winnipeg offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Illinois to Winnipeg?

    Yes, you can often find last-minute deals on Illinois to Winnipeg flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Illinois to Winnipeg flight deals updated?

    The Illinois to Winnipeg flight deals you see on this page were last updated on 10/31.

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

    Currently, September is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of $337). Flying from Illinois to Winnipeg in February is currently the most expensive (average of $513). 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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Top 3 airlines flying from Illinois to Winnipeg

Discover the top 3 airlines 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$255Average$578FlexibilityNo cancel feeOn-time67%
DeltaCheapest$462Average$618FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$535Average$724FlexibilityNo cancel feeOn-time69%
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