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Cheap flights from Winnipeg to Illinois from $174

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Illinois departing on 7/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Winnipeg to Illinois

Cheap round-trip flights

These are some of the best round-trip flight deals from Winnipeg to Illinois that have been recently found on momondo from popular airlines, departing in the coming months.
WestJet Logo
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
WestJet Logo
5:30 pm - 2:30 pmORD-YWG
21h 00m1 stop
$279WestJet
Find Deal
Mon, Jun 9 - Tue, Jun 10
 Logo
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
 Logo
8:00 am - 4:28 pmORD-YWG
8h 28m1 stop
Mon, Jun 9 - Tue, Jun 10
Air Canada Logo
6:15 am - 1:03 pmYWG-ORD
6h 48m1 stop
Air Canada Logo
7:58 pm - 10:33 pmORD-YWG
2h 35mnonstop
$391Air Canada
Find Deal
Thu, Jun 19 - Mon, Jun 23
Delta Logo
12:26 pm - 5:12 pmYWG-MDW
4h 46m1 stop
Delta Logo
9:21 am - 4:52 pmMDW-YWG
7h 31m1 stop
$405Delta
Find Deal
Sat, Jun 14 - Sat, Jun 21
Delta Logo
12:26 pm - 9:37 pmYWG-ORD
9h 11m1 stop
Delta Logo
7:05 am - 4:52 pmORD-YWG
9h 47m2 stops
$405Delta
Find Deal
Sat, Jun 14 - Sat, Jun 21
Porter Airlines Logo
11:45 am - 8:45 amYWG-MDW
21h 00m2 stops
Porter Airlines Logo
9:40 am - 10:46 pmMDW-YWG
13h 06m2 stops
$412Porter Airlines
Find Deal
Sat, Jun 14 - Sat, Jun 21
Air Canada Logo
2:20 pm - 4:51 pmYWG-ORD
2h 31mnonstop
Air Canada Logo
7:58 pm - 10:33 pmORD-YWG
2h 35mnonstop
$418Air Canada
Find Deal
Tue, May 27 - Wed, May 28
United Airlines Logo
7:00 am - 9:31 amYWG-ORD
2h 31mnonstop
United Airlines Logo
7:58 pm - 10:33 pmORD-YWG
2h 35mnonstop
$438United Airlines
Find Deal
Wed, Jun 4 - Sun, Jun 8
Porter Airlines Logo
6:55 pm - 4:54 pmYWG-MDW
21h 59m1 stop
Porter Airlines Logo
9:40 am - 12:25 pmMDW-YWG
26h 45m1 stop
$445Porter Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
United Airlines Logo
2:20 pm - 4:51 pmYWG-ORD
2h 31mnonstop
United Airlines Logo
9:32 pm - 1:09 pmORD-YWG
15h 37m1 stop
$447United Airlines
Find Deal
Fri, Jul 18 - Sat, Jul 19

Air Canada flights from Winnipeg to Illinois

Our best Air Canada deals on Winnipeg to Illinois flight tickets
Air Canada
Jun 19
YWG6:15 amWinnipeg
6h 48m
1 stop
ORD1:03 pmChicago O'Hare Intl
Jun 23
ORD7:58 pmChicago O'Hare Intl
2h 35m
YWG10:33 pmWinnipeg
Air Canada
May 27
YWG2:20 pmWinnipeg
2h 31m
ORD4:51 pmChicago O'Hare Intl
May 28
ORD7:58 pmChicago O'Hare Intl
2h 35m
YWG10:33 pmWinnipeg
Air Canada
Jul 12
YWG2:20 pmWinnipeg
2h 31m
ORD4:51 pmChicago O'Hare Intl
Jul 17
ORD10:00 amChicago O'Hare Intl
7h 38m
1 stop
YWG5:38 pmWinnipeg

Delta flights from Winnipeg to Illinois

Our best Delta deals on Winnipeg to Illinois flight tickets
Delta
Jun 14
YWG12:26 pmWinnipeg
9h 11m
1 stop
ORD9:37 pmChicago O'Hare Intl
Jun 21
ORD7:05 amChicago O'Hare Intl
9h 47m
2 stops
YWG4:52 pmWinnipeg
Delta
Jun 19
YWG8:35 amWinnipeg
8h 11m
1 stop
ORD4:46 pmChicago O'Hare Intl
Jun 23
ORD11:02 amChicago O'Hare Intl
9h 10m
1 stop
YWG8:12 pmWinnipeg
Delta
Jul 12
YWG6:45 amWinnipeg
5h 44m
2 stops
MDW12:29 pmChicago Midway
Jul 17
MDW1:46 pmChicago Midway
6h 24m
1 stop
YWG8:10 pmWinnipeg

See travel insights to Illinois from

How to get the cheapest flight ticket from Winnipeg to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from Winnipeg is in June. Flight prices, which tend to average around $407, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of June, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $430.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Winnipeg to Illinois is on a Wednesday when prices can be found for as low as $411. Flights from Winnipeg to Illinois on a Sunday will generally be more expensive and average around $797. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Winnipeg to Illinois during this time can be as low as $440. Flights in the morning are often more expensive with an average ticket price of $675.

What is the cheapest Winnipeg to Illinois flight route?

Fly from Winnipeg to Chicago O'Hare Intl for the best Winnipeg - Illinois flight prices

How far in advance should I book a flight to Illinois?

You are more likely to see cheaper flights to Illinois from Winnipeg when booking 22 weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $511 when searching 22 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Winnipeg for as low as $295 on momondo.

What cabin class options are available on Winnipeg to Illinois flights?

There are 4 cabin classes available to choose from on Winnipeg to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Winnipeg to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Illinois

Best Price Found

$174

Fastest flight time

2h 28m

Direct flights

Every day

Airports in Illinois

2 airports
The best one-way flight to Illinois from Winnipeg in the past 72 hours is $174. The best round-trip flight deal from Winnipeg to Illinois found on momondo in the last 72 hours is $279.
The fastest flight from Winnipeg to Illinois takes 2h 28m
Direct flights go from Winnipeg to Illinois every day.
There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Winnipeg Airport to Illinois?

    Prices for flights from Winnipeg Airport to Illinois refresh daily.

  • How many operators does momondo search for flights from Winnipeg Airport to Illinois?

  • How old do you have to be to fly from Winnipeg Airport to Illinois?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Winnipeg to Illinois?


Best airlines flying from Winnipeg to Illinois

Compare and see reviews for airlines that fly from Winnipeg to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $230Free CancellationRating
7.0
9,245 reviews
Search Air Canada flights
United AirlinesPriceFrom $443Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Illinois?

It is quick and easy to find Winnipeg to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Winnipeg to Illinois with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Illinois from Winnipeg with this policy.

How can momondo help me find flights from Winnipeg to Illinois?

Once all potential Winnipeg to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to Illinois right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Winnipeg to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.


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1 adult
Mon 5/5
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Popular cities in Illinois

Popular flights according to clicks in the last 7 days on momondo