Cheap flights from Winnipeg to Illinois from C$ 246
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 24/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YWG — ORD
24 Apr — 1 May1
Return
1 adult
Economy
Wed 24/4
Wed 1/5
How far in advance should I book a flight from Winnipeg to Illinois?
To save on the cost of your flight from Winnipeg to Illinois, book at least 24 days before your planned departure. Booking around this time can save you about 237% on the cost of this flight compared to booking a flight leaving this week. We have found prices from C$ 817 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as C$ 1,127.
What is the cheapest month to fly from Winnipeg to Illinois?
April is one of the best times of the year to fly to Illinois from Winnipeg. Prices for April average C$ 732 per person but you can even find prices for as low as C$ 473. The most expensive prices can be found in the month of March. Opting for a April flight can save you 16% on your journey compared to booking in March
When is the cheapest time to fly from Winnipeg to Illinois (YWG - IL)?
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.
Cheap Delta flights from Winnipeg to Illinois
Explore cheap flight options specifically provided by Delta for the route between Winnipeg and Illinois. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 505,255 searches. Data last updated 19 April 2024.
Check out some of the cheapest Delta flights we've come across from Winnipeg to Illinois. Make sure to double check the flight details before booking.
Wed 5/65:35 p.m.YWG - ORD
1 stop5h 04mDelta
Wed 12/67:05 a.m.ORD - YWG
2 stops16h 24mDelta
Deal found 18/4C$ 548
Fri 3/57:00 a.m.YWG - ORD
1 stop7h 55mDelta
Sun 12/58:45 a.m.ORD - YWG
2 stops14h 38mDelta
Deal found 18/4C$ 605
Thu 4/78:30 a.m.YWG - ORD
1 stop8h 27mDelta
Sun 7/73:55 p.m.ORD - YWG
1 stop7h 34mDelta
Deal found 18/4C$ 634
Fri 7/68:00 a.m.YWG - ORD
2 stops10h 34mDelta
Tue 11/63:55 p.m.ORD - YWG
1 stop7h 34mDelta
Deal found 18/4C$ 643
Thu 4/78:00 a.m.YWG - ORD
1 stop8h 49mDelta
Sun 7/73:55 p.m.ORD - YWG
1 stop7h 34mDelta
Deal found 18/4C$ 644
Fri 3/55:35 p.m.YWG - ORD
1 stop4h 24mDelta
Sun 12/58:45 a.m.ORD - YWG
2 stops14h 38mDelta
Deal found 19/4C$ 649
Fri 7/68:00 a.m.YWG - MDW
2 stops9h 04mDelta
Tue 11/61:24 p.m.MDW - YWG
2 stops10h 05mDelta
Deal found 18/4C$ 684
Sun 14/76:50 a.m.YWG - ORD
1 stop10h 07mDelta
Thu 18/76:00 a.m.ORD - YWG
1 stop9h 22mDelta
Deal found 19/4C$ 685
Fri 7/68:00 a.m.YWG - ORD
1 stop8h 49mDelta
Tue 11/63:55 p.m.ORD - YWG
1 stop7h 34mDelta
Deal found 18/4C$ 689
Cheap Air Canada flights from Winnipeg to Illinois
Explore cheap flight options specifically provided by Air Canada for the route between Winnipeg and Illinois. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 505,255 searches. Data last updated 19 April 2024.
To aid your search, here are some of the cheapest Air Canada flights we've found from Winnipeg to Illinois. Ensure the flight price, dates, time, and airline match your criteria before you book.
Tue 4/62:00 p.m.YWG - ORD
1 stop6h 44mAir Canada
Sat 8/66:00 a.m.ORD - YWG
1 stop10h 00mAir Canada
Deal found 18/4C$ 568
Mon 27/52:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Sat 1/66:00 a.m.ORD - YWG
1 stop10h 00mAir Canada
Deal found 18/4C$ 640
Thu 23/52:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Thu 30/51:03 p.m.ORD - YWG
Nonstop2h 26mAir Canada
Deal found 18/4C$ 645
Wed 5/65:00 a.m.YWG - ORD
1 stop7h 54mAir Canada
Wed 12/66:00 a.m.ORD - YWG
1 stop10h 00mAir Canada
Deal found 18/4C$ 662
Tue 4/62:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Sat 8/66:00 a.m.ORD - YWG
1 stop10h 00mAir Canada
Deal found 18/4C$ 666
Wed 5/67:30 a.m.YWG - ORD
1 stop7h 24mAir Canada
Wed 12/66:00 a.m.ORD - YWG
1 stop10h 00mAir Canada
Deal found 18/4C$ 673
Tue 16/77:30 a.m.YWG - ORD
1 stop7h 24mAir Canada
Tue 27/87:25 a.m.ORD - YWG
1 stop10h 29mAir Canada
Deal found 18/4C$ 684
Thu 30/52:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Sun 2/69:15 p.m.ORD - YWG
1 stop11h 40mAir Canada
Deal found 18/4C$ 720
Thu 30/55:00 a.m.YWG - ORD
1 stop7h 54mAir Canada
Sun 2/69:15 p.m.ORD - YWG
1 stop11h 40mAir Canada
Deal found 18/4C$ 735
Cheap Winnipeg to Illinois flights in April & May 2024
Find cheap flight options from Winnipeg to Illinois specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 505,255 searches. Prices were last updated on 19 April 2024.
These are some of the best deals we've found on flights to Illinois in 2024 at this time. Check back regularly for other flight deals.
Fri 26/44:10 p.m.YWG - ORD
1 stop14h 19mMultiple Airlines
Fri 3/56:27 p.m.ORD - YWG
2 stops21h 38mMultiple Airlines
Deal found 19/4C$ 549
Thu 23/57:30 a.m.YWG - ORD
2 stops13h 25mWestJet
Thu 30/55:55 p.m.ORD - YWG
1 stop29h 17mWestJet
Deal found 18/4C$ 561
Thu 23/56:55 a.m.YWG - ORD
1 stop15h 44mWestJet
Thu 30/55:55 p.m.ORD - YWG
1 stop29h 17mWestJet
Deal found 18/4C$ 578
Thu 23/56:55 a.m.YWG - ORD
1 stop15h 44mWestJet
Thu 30/55:55 p.m.ORD - YWG
1 stop29h 17mWestJet
Deal found 18/4C$ 583
Thu 23/52:18 p.m.YWG - ORD
Nonstop2h 28mUnited Airlines
Thu 30/55:04 a.m.ORD - YWG
1 stop8h 07mUnited Airlines
Deal found 18/4C$ 597
Fri 3/57:00 a.m.YWG - ORD
1 stop7h 55mDelta
Sun 12/58:45 a.m.ORD - YWG
2 stops14h 38mDelta
Deal found 18/4C$ 605
Thu 23/57:30 a.m.YWG - MDW
2 stops9h 36mWestJet
Thu 30/59:46 a.m.MDW - YWG
2 stops12h 57mWestJet
Deal found 18/4C$ 632
Thu 23/57:30 a.m.YWG - ORD
2 stops13h 25mWestJet
Thu 30/59:36 a.m.ORD - YWG
2 stops13h 07mWestJet
Deal found 18/4C$ 632
Thu 23/57:30 a.m.YWG - MDW
2 stops9h 36mWestJet
Thu 30/56:00 a.m.MDW - YWG
1 stop9h 25mWestJet
Deal found 18/4C$ 637
Winnipeg to Illinois 2024 flight deals
Discover exclusive flight deals for travel between Winnipeg and Illinois in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 505,255 searches. Data last updated 19 April 2024.
These are some of the best deals we've found on flights to Illinois in 2024 at this time. Check back regularly for other flight deals.
Wed 5/65:35 p.m.YWG - ORD
1 stop5h 04mDelta
Wed 12/67:05 a.m.ORD - YWG
2 stops16h 24mDelta
Deal found 18/4C$ 548
Fri 26/44:10 p.m.YWG - ORD
1 stop14h 19mMultiple Airlines
Fri 3/56:27 p.m.ORD - YWG
2 stops21h 38mMultiple Airlines
Deal found 19/4C$ 549
Wed 5/68:30 a.m.YWG - ORD
3 stops21h 58mMultiple Airlines
Wed 12/612:32 p.m.ORD - YWG
2 stops25h 03mMultiple Airlines
Deal found 18/4C$ 552
Thu 23/57:30 a.m.YWG - ORD
2 stops13h 25mWestJet
Thu 30/55:55 p.m.ORD - YWG
1 stop29h 17mWestJet
Deal found 18/4C$ 561
Tue 4/62:00 p.m.YWG - ORD
1 stop6h 44mAir Canada
Sat 8/66:00 a.m.ORD - YWG
1 stop10h 00mAir Canada
Deal found 18/4C$ 568
Thu 23/56:55 a.m.YWG - ORD
1 stop15h 44mWestJet
Thu 30/55:55 p.m.ORD - YWG
1 stop29h 17mWestJet
Deal found 18/4C$ 578
Thu 23/56:55 a.m.YWG - ORD
1 stop15h 44mWestJet
Thu 30/55:55 p.m.ORD - YWG
1 stop29h 17mWestJet
Deal found 18/4C$ 583
Thu 23/52:18 p.m.YWG - ORD
Nonstop2h 28mUnited Airlines
Thu 30/55:04 a.m.ORD - YWG
1 stop8h 07mUnited Airlines
Deal found 18/4C$ 597
Fri 7/68:00 a.m.YWG - MDW
2 stops9h 04mDelta
Tue 11/62:24 p.m.MDW - YWG
1 stop9h 05mDelta
Deal found 18/4C$ 605
Direct flights to Illinois from Winnipeg
Discover non-stop flight options from Winnipeg to Illinois. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 505,255 searches. Data last updated 19 April 2024.
To help reduce your travel time, choose from one of these non-stop flights from Winnipeg to Illinois. Those looking to potentially save on 1 or 2-stop flights from Winnipeg to Illinois should utilize the search form at the top of the page.
Thu 23/52:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Thu 30/51:03 p.m.ORD - YWG
Nonstop2h 26mAir Canada
Deal found 18/4C$ 645
Thu 23/52:18 p.m.YWG - ORD
Nonstop2h 28mUnited Airlines
Thu 30/51:03 p.m.ORD - YWG
Nonstop2h 26mUnited Airlines
Deal found 18/4C$ 655
Mon 27/52:18 p.m.YWG - ORD
Nonstop2h 28mWestJet Encore
Sat 1/61:03 p.m.ORD - YWG
Nonstop2h 26mWestJet Encore
Deal found 18/4C$ 831
Thu 30/52:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Sun 2/61:03 p.m.ORD - YWG
Nonstop2h 26mAir Canada
Deal found 18/4C$ 1,002
Thu 4/72:25 p.m.YWG - ORD
Nonstop2h 28mUnited Airlines
Sun 7/71:15 p.m.ORD - YWG
Nonstop2h 26mUnited Airlines
Deal found 18/4C$ 1,208
Wed 5/62:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Wed 12/61:03 p.m.ORD - YWG
Nonstop2h 26mAir Canada
Deal found 18/4C$ 1,215
Thu 4/72:25 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Sun 7/71:15 p.m.ORD - YWG
Nonstop2h 26mAir Canada
Deal found 18/4C$ 1,219
Wed 5/62:18 p.m.YWG - ORD
Nonstop2h 28mUnited Airlines
Wed 12/61:03 p.m.ORD - YWG
Nonstop2h 26mUnited Airlines
Deal found 18/4C$ 1,243
Tue 4/62:18 p.m.YWG - ORD
Nonstop2h 28mAir Canada
Sat 8/61:03 p.m.ORD - YWG
Nonstop2h 26mAir Canada
Deal found 18/4C$ 1,320
Winnipeg to Illinois flights leaving soon
Find last-minute flight options from Winnipeg to Illinois for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 505,255 searches. Data last updated 19 April 2024.
Have a look at some of the last-minute flights available departing from Winnipeg to Illinois. Users should be sure to double check the price, date, and time of their last-minute flight.
Fri 26/44:10 p.m.YWG - ORD
1 stop14h 19mMultiple Airlines
Fri 3/56:27 p.m.ORD - YWG
2 stops21h 38mMultiple Airlines
Deal found 19/4C$ 549
Thu 25/47:30 a.m.YWG - ORD
1 stop13h 35mMultiple Airlines
Sun 28/48:05 p.m.ORD - YWG
2 stops26h 35mMultiple Airlines
Deal found 18/4C$ 775
Wed 24/47:30 a.m.YWG - ORD
1 stop9h 57mMultiple Airlines
Mon 29/48:05 p.m.ORD - YWG
2 stops23h 43mMultiple Airlines
Deal found 18/4C$ 794
Fri 26/44:10 p.m.YWG - ORD
1 stop14h 19mMultiple Airlines
Fri 3/56:00 a.m.ORD - YWG
1 stop9h 25mMultiple Airlines
Deal found 19/4C$ 795
Wed 24/44:50 p.m.YWG - MDW
2 stops15h 31mMultiple Airlines
Mon 29/48:00 a.m.MDW - YWG
1 stop11h 15mMultiple Airlines
Deal found 18/4C$ 890
Wed 24/47:30 a.m.YWG - MDW
1 stop7h 09mMultiple Airlines
Mon 29/46:55 a.m.MDW - YWG
1 stop8h 30mMultiple Airlines
Deal found 18/4C$ 908
Wed 24/47:30 a.m.YWG - ORD
1 stop9h 57mMultiple Airlines
Mon 29/46:00 a.m.ORD - YWG
1 stop9h 25mMultiple Airlines
Deal found 18/4C$ 925
Wed 24/48:00 p.m.YWG - MDW
2 stops14h 37mMultiple Airlines
Mon 29/45:05 p.m.MDW - YWG
2 stops18h 54mMultiple Airlines
Deal found 18/4C$ 988
Thu 25/47:30 a.m.YWG - ORD
1 stop13h 35mMultiple Airlines
Sun 28/410:00 p.m.ORD - YWG
1 stop17h 25mMultiple Airlines
Deal found 18/4C$ 988
One-way flights to Illinois from Winnipeg
Search for one-way flight options from Winnipeg to Illinois. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 505,255 searches. Data last updated 19 April 2024.
If you're seeking multiple options on one-way flights from Winnipeg to Illinois, be sure to check out these deals, which are updated often. Those seeking round-trip flights from Winnipeg to Illinois should utilize the search form at the top of the page.
Wed 24/44:50 p.m.YWG - MDW
1 stop18h 46mMultiple Airlines
Deal found 18/4C$ 246
Wed 24/44:50 p.m.YWG - MDW
1 stop18h 46mMultiple Airlines
Deal found 18/4C$ 249
Fri 24/55:00 p.m.YWG - ORD
1 stop9h 00mMultiple Airlines
Deal found 19/4C$ 264
Fri 24/52:18 p.m.YWG - ORD
Nonstop2h 28mUnited Airlines
Deal found 19/4C$ 271
Thu 25/47:30 a.m.YWG - MDW
1 stop13h 57mMultiple Airlines
Deal found 18/4C$ 290
Wed 24/44:50 p.m.YWG - ORD
1 stop13h 39mMultiple Airlines
Deal found 18/4C$ 292
Wed 24/44:50 p.m.YWG - MDW
2 stops15h 31mMultiple Airlines
Deal found 18/4C$ 293
Wed 24/44:50 p.m.YWG - MDW
2 stops23h 11mMultiple Airlines
Deal found 18/4C$ 297
Thu 25/47:30 a.m.YWG - ORD
1 stop13h 35mMultiple Airlines
Deal found 18/4C$ 299
Find flights from Winnipeg to Illinois within your budget
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 505,255 searches. Data last updated 19 April 2024.
Fly from
Any airport
Fly to
Any airport
Budget
C$ 548 - C$ 831
Route
Depart
Return
Price
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Wed 5/6
1 stop5h 04m
Chicago O'Hare Intl
Wed 12/6
2 stops16h 24m
C$ 548
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Fri 26/4
1 stop14h 19m
Chicago O'Hare Intl
Fri 3/5
2 stops21h 38m
C$ 549
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Wed 5/6
3 stops21h 58m
Chicago O'Hare Intl
Wed 12/6
2 stops25h 03m
C$ 552
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Thu 23/5
2 stops13h 25m
Chicago O'Hare Intl
Thu 30/5
1 stop29h 17m
C$ 561
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Tue 4/6
1 stop6h 44m
Chicago O'Hare Intl
Sat 8/6
1 stop10h 00m
C$ 568
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Thu 23/5
1 stop15h 44m
Chicago O'Hare Intl
Thu 30/5
1 stop29h 17m
C$ 578
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Thu 23/5
Nonstop2h 28m
Chicago O'Hare Intl
Thu 30/5
1 stop8h 07m
C$ 597
WinnipegChicago Midway
YWG - MDW
YWGMDW
Winnipeg
Fri 7/6
2 stops9h 04m
Chicago Midway
Tue 11/6
1 stop9h 05m
C$ 605
WinnipegChicago O'Hare Intl
YWG - ORD
YWGORD
Winnipeg
Mon 27/5
Nonstop2h 28m
Chicago O'Hare Intl
Sat 1/6
Nonstop2h 26m
C$ 831
No data available for this route at this time. Please check back soon.
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 19 April 2024.
Get a feel of what it's like to fly with Delta, Air Canada and WestJet from Winnipeg to Illinois by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
11,094 reviews
Overall
8.1
Boarding
8.2
Crew
8.6
Comfort
7.9
Entertainment
8.0
Food
7.5
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
11,094 reviews
11,094 reviews
Overall
8.1
Boarding
8.2
Crew
8.6
Comfort
7.9
Entertainment
8.0
Food
7.5
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
3,004 reviews
11,094 reviews
Overall
8.1
Boarding
8.2
Crew
8.6
Comfort
7.9
Entertainment
8.0
Food
7.5
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
11,325 reviews
11,094 reviews
Overall
8.1
Boarding
8.2
Crew
8.6
Comfort
7.9
Entertainment
8.0
Food
7.5
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
6,844 reviews
11,094 reviews
Overall
8.1
Boarding
8.2
Crew
8.6
Comfort
7.9
Entertainment
8.0
Food
7.5
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
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 IllinoisSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Winnipeg to Illinois
Discover the top 6 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 505,255 searches. Data last updated 19 April 2024.
Search flights from Winnipeg to Illinois by cabin class
Find flights from Winnipeg to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
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 Winnipeg to Illinois?
Cheapflights helps you search for flights from Winnipeg to Illinois via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Illinois?
Cheapflights helps you find that perfect flight to Illinois from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Winnipeg to Illinois with no change fees?
Certainly. Search results for flights to Illinois from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights from Winnipeg to Illinois become cheaper?
Of course! You can now track prices for flights from Winnipeg to Illinois and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.