Cheap flights from Winnipeg to Illinois from $148
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 7/22. 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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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 $408, 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 $418.
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 $413. Flights from Winnipeg to Illinois on a Sunday will generally be more expensive and average around $877. 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 24 weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $464 when searching 24 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 $276 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.
How many flights depart from Winnipeg to Illinois on average per day?
7 flights are operational daily from Winnipeg to Illinois as of June 2025. The most popular departure time for this route is 7:00AM, with 61% of flights per day taking off at noon.
How many flights depart from Winnipeg to Illinois on average per week?
The number of flights available between Winnipeg and Illinois is 54 per week as of June 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.
Cheap Winnipeg to Illinois flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Illinois
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?
The number of operators available for flights from Winnipeg Airport to Illinois is 2 as of June 2025.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Winnipeg to Illinois is Embraer 175 (Enhanced Winglets) (71.48% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (7.81%), Boeing 737 MAX 8 (5.86%), and Airbus A330-300 (3.52%).
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 | ||
|---|---|---|---|---|---|
| PriceFrom $230 | Free Cancellation | Rating 7.1 9,553 reviews | |||
| PriceFrom $443 | Free Cancellation | Rating 7.4 8,801 reviews |
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.