Cheap flights from Manitoba to Chicago from C$ 190
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Manitoba to Chicago departing on 30/9. 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 Manitoba to Chicago
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 Chicago?
The month of May is another great option to travel to Chicago, with average flight prices from Manitoba averaging around C$ 568.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as C$ 758. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 927. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.
What is the cheapest time of day to depart on your flight to Chicago?
In the afternoon is the cheapest time of day to fly from Manitoba to Chicago when you can find flight prices for as low as C$ 697. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 821 per ticket.
What is the cheapest Manitoba to Chicago flight route?
Fly from Winnipeg to Chicago O'Hare Intl for the best Manitoba - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Manitoba when booking 24 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 632 when searching 24 weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Manitoba for as low as C$ 375 on momondo.
What cabin class options are available on Manitoba to Chicago flights?
There are 4 cabin classes available to choose from on Manitoba to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Manitoba to Chicago?
WestJet, Porter Airlines, and United Airlines are the most popular carriers operating from Manitoba to Chicago
Which airlines fly to Chicago?
United Airlines, Air Canada and WestJet are the top three most popular airlines that fly to Chicago from Manitoba according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Manitoba to Chicago on average per day?
7 flights are operational daily from Manitoba to Chicago as of June 2025. The most popular departure time for this route is 7:00a.m., with 61% of flights per day taking off at noon.
How many flights depart from Manitoba to Chicago on average per week?
52 flights are operational weekly from Manitoba to Chicago as of June 2025. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.
Cheap Manitoba to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Manitoba to Chicago
When did momondo last update prices for flights from Manitoba to Chicago?
Prices for flights from Manitoba to Chicago refresh daily.
How many operators does momondo search for flights from Manitoba to Chicago?
There are 3 operators available for flights from Manitoba to Chicago as of June 2025.
How old do you have to be to fly from Manitoba to Chicago?
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 Manitoba to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago 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 Chicago. 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 Manitoba to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Manitoba to Chicago is Embraer 175 (Enhanced Winglets), representing 71.48% of all bookings. The subsequent popular models are Boeing 737-700 Passenger/BBJ1 (winglets) at 7.81%, Boeing 737 MAX 8 at 5.86%, and Airbus A330-300 at 3.52%.
Best airlines flying from Manitoba to Chicago
Compare and see reviews for airlines that fly from Manitoba to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 197 | Free Cancellation | Rating 7.2 2,876 reviews | |||
| PriceFrom C$ 373 | Free Cancellation | Rating 7.1 9,568 reviews | |||
| PriceFrom C$ 536 | Free Cancellation | Rating 7.4 8,810 reviews |
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Manitoba to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Manitoba to Chicago for you.
Can I find flights from Manitoba to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Manitoba with this policy.
How can momondo help me find flights from Manitoba to Chicago?
momondo helps you find the best flight between Manitoba and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Manitoba to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Manitoba and alert you when they change.