$159+ Cheap flights from Winnipeg (YWG) to Illinois
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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Winnipeg to Illinois with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Winnipeg to Illinois
Keep the following information in mind while searching for Winnipeg to Illinois flight deals. Data was last updated April 30, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $279 (Mytrip) |
One-way from | $174 (Trip.com) |
Popular in | August |
Cheapest in | June |
Average price | $497 |
Good round-trip deal | $521 or less |
Good one-way deal | $190 or less |
Find flight deals from Winnipeg to Illinois
Cheapest flights from Winnipeg to IllinoisExplore 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 April 30, 2025.
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 April 30, 2025.
This Trip.com deal was found by Cheapflights users on 4/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Air Canada deal was found by Cheapflights users on 4/28. 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.
This CheapTicketsDeal deal was found by Cheapflights users on 4/29. 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 CheapTicketsDeal is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/28. 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.
This United Airlines deal was found by Cheapflights users on 4/28. 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.
This Lucky2Go deal was found by Cheapflights users on 4/29. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/28. 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.
This Delta deal was found by Cheapflights users on 4/28. 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.
Cheapflights Fare Finder
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 2,558,603 searches. Data last updated April 30, 2025.
Use the filters below to find and compare flights from Winnipeg to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
WinnipegChicago
YWG - ORD
YWGORD
Winnipeg
Mon 6/9
8:30 am-4:44 pm
1 stop8h 14m
Chicago O'Hare Intl
Tue 6/10
5:30 pm-2:30 pm
1 stop21h 00m
WinnipegChicago
YWG - ORD
YWGORD
Winnipeg
Mon 7/14
9:00 am-5:11 pm
1 stop8h 11m
Chicago O'Hare Intl
Thu 7/17
6:00 am-7:51 pm
2 stops13h 51m
WinnipegChicago
YWG - ORD
YWGORD
Winnipeg
Thu 6/5
2:20 pm-4:51 pm
Nonstop2h 31m
Chicago O'Hare Intl
Sun 6/8
7:58 pm-10:33 pm
Nonstop2h 35m
WinnipegChicago
YWG - MDW
YWGMDW
Winnipeg
Sat 7/12
6:45 am-9:41 pm
2 stops14h 56m
Chicago Midway
Thu 7/17
1:09 pm-11:25 pm
2 stops10h 16m
WinnipegChicago
YWG - ORD
YWGORD
Winnipeg
Mon 6/9
1:40 pm-7:30 pm
1 stop5h 50m
Chicago O'Hare Intl
Tue 6/10
1:02 pm-3:31 pm
Nonstop2h 29m
WinnipegChicago
YWG - MDW
YWGMDW
Winnipeg
Thu 5/29
6:55 pm-4:54 pm
1 stop21h 59m
Chicago Midway
Sun 6/1
9:40 am-12:25 pm
1 stop26h 45m
WinnipegChicago
YWG - MDW
YWGMDW
Winnipeg
Tue 5/27
6:40 am-1:15 pm
1 stop6h 35m
Chicago Midway
Wed 5/28
9:20 am-4:45 pm
1 stop7h 25m
WinnipegChicago
YWG - ORD
YWGORD
Winnipeg
Sat 7/12
8:35 am-4:50 pm
1 stop8h 15m
Chicago O'Hare Intl
Thu 7/17
6:00 am-11:31 am
1 stop5h 31m
WinnipegSt. Louis
YWG - STL
YWGSTL
Winnipeg
Wed 6/11
9:00 am-6:44 pm
1 stop9h 44m
Lambert-St Louis
Wed 6/18
6:00 am-4:28 pm
1 stop10h 28m
WinnipegChicago
YWG - MDW
YWGMDW
Winnipeg
Wed 7/30
8:15 am-5:39 pm
1 stop9h 24m
Chicago Midway
Mon 8/4
5:20 pm-10:46 pm
2 stops29h 26m
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.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to Illinois
What is the cheapest month to book a flight from Winnipeg to Illinois?
Currently, August is the cheapest month in which you can book a flight from Winnipeg to Illinois (average of $245). Flying from Winnipeg to Illinois in March is currently the most expensive (average of $321). 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 April 30, 2025.
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 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.
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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
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 April 30, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta and United Airlines from Winnipeg to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
Boarding
Comfort
Entertainment
Food
Overall
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Comfort
Entertainment
Food
Overall
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Comfort
Entertainment
Food
Overall
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Comfort
Entertainment
Food
Overall
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Comfort
Entertainment
Food
Overall
Reviews
Anonymous,Apr 2025
MCO - YHZ
Crew
Boarding
Comfort
Entertainment
Food
Overall
Reviews
Anonymous,Apr 2025
MCO - YHZ
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.
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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.
Top 2 airlines flying from Winnipeg to Illinois
Discover the top 2 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 2,558,603 searches. Data last updated April 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$572 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$443 | Average$547 | FlexibilityNo cancel fee | On-time69% |