$143+ 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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Illinois to Winnipeg 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 Illinois to Winnipeg
Keep the following information in mind while searching for Illinois to Winnipeg flight deals. Data was last updated April 30, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $291 (Justfly.com) |
One-way from | $143 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $743 |
Good round-trip deal | $509 or less |
Good one-way deal | $194 or less |
Find flight deals from Illinois to Winnipeg
Cheapest flights from Illinois to WinnipegExplore 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 April 30, 2025.
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 April 30, 2025.
This Justfly.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 Justfly.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 Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Booking.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 Booking.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 Delta 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 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 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Trip.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 Trip.com 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 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Flightnetwork 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 Flightnetwork 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 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.
Cheapflights Fare Finder
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 2,558,603 searches. Data last updated April 30, 2025.
Use the filters below to find and compare flights from Illinois to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoWinnipeg
ORD - YWG
ORDYWG
Chicago O'Hare Intl
Thu 5/15
5:30 pm-9:03 am
1 stop15h 33m
Winnipeg
Sun 5/18
8:30 am-4:44 pm
1 stop8h 14m
ChicagoWinnipeg
ORD - YWG
ORDYWG
Chicago O'Hare Intl
Wed 6/25
5:01 am-4:28 pm
1 stop11h 27m
Winnipeg
Mon 6/30
9:00 am-2:48 pm
1 stop5h 48m
St. LouisWinnipeg
STL - YWG
STLYWG
Lambert-St Louis
Thu 5/15
9:50 am-3:55 pm
2 stops30h 05m
Winnipeg
Mon 5/19
9:00 am-6:41 pm
2 stops9h 41m
ChicagoWinnipeg
ORD - YWG
ORDYWG
Chicago O'Hare Intl
Sun 6/15
7:58 pm-10:33 pm
Nonstop2h 35m
Winnipeg
Mon 6/16
7:00 am-9:31 am
Nonstop2h 31m
ChicagoWinnipeg
MDW - YWG
MDWYWG
Chicago Midway
Fri 6/6
6:30 am-4:28 pm
1 stop9h 58m
Winnipeg
Mon 6/9
9:00 am-6:02 pm
1 stop9h 02m
ChicagoWinnipeg
MDW - YWG
MDWYWG
Chicago Midway
Wed 9/10
2:00 pm-8:15 pm
1 stop6h 15m
Winnipeg
Sun 9/14
6:40 am-1:09 pm
1 stop6h 29m
ChicagoWinnipeg
ORD - YWG
ORDYWG
Chicago O'Hare Intl
Sat 5/31
7:10 am-4:45 pm
2 stops9h 35m
Winnipeg
Tue 6/10
6:45 am-12:55 pm
2 stops6h 10m
ChicagoWinnipeg
MDW - YWG
MDWYWG
Chicago Midway
Fri 6/13
9:21 am-11:29 pm
1 stop14h 08m
Winnipeg
Fri 6/20
9:00 am-9:45 pm
1 stop12h 45m
ChicagoWinnipeg
ORD - YWG
ORDYWG
Chicago O'Hare Intl
Fri 6/6
7:58 pm-10:33 pm
Nonstop2h 35m
Winnipeg
Mon 6/9
2:20 pm-4:51 pm
Nonstop2h 31m
ChicagoWinnipeg
MDW - YWG
MDWYWG
Chicago Midway
Wed 9/10
9:15 am-8:46 pm
2 stops11h 31m
Winnipeg
Sun 9/14
11:45 am-4:24 pm
2 stops28h 39m
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.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Winnipeg
What is the cheapest month to book a flight from Illinois to Winnipeg?
Currently, August is the cheapest month in which you can book a flight from Illinois to Winnipeg (average of $358). Flying from Illinois to Winnipeg in December is currently the most expensive (average of $501). 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 April 30, 2025.
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.
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 April 30, 2025.
The most flights from USIL to YWG are scheduled on a Monday (3 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (2 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 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 April 30, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta and United Airlines from Illinois to Winnipeg. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Anonymous,Apr 2025
MCO - YHZ
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Anonymous,Apr 2025
MCO - YHZ
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Anonymous,Apr 2025
MCO - YHZ
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Anonymous,Apr 2025
MCO - YHZ
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Anonymous,Apr 2025
MCO - YHZ
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Anonymous,Apr 2025
MCO - YHZ
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.
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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.
Top 2 airlines flying from Illinois to Winnipeg
Discover the top 2 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 2,558,603 searches. Data last updated April 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$617 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$429 | Average$653 | FlexibilityNo cancel fee | On-time69% |