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Winnipeg to Chicago, IL Flight

05/11/2024
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Winnipeg to Chicago, IL by flight

The journey from Winnipeg to Chicago, IL by flight is 1’156.49 km and takes 3 hrs 28 mins. There are 2 connections per day, with the first departure at 11:55 and the last at 22:28. It is possible to travel from Winnipeg to Chicago, IL by flight for as little as CHF 172.87 or as much as CHF 824.10. The best price for this journey is CHF 172.87.

Lowest Price CHF 172.87
Journey Duration 3 hrs 28 mins
Connection per Day 2
Lowest Price CHF 172.87
Highest Price CHF 824.10
First Departure 11:55
Last Departure 22:28
Distance 1’156.49 km
Departure Winnipeg
Arrival Chicago, IL
Carriers Air Canada, Sun Country Airlines

Winnipeg to Chicago, IL Flight Times

Departure date
Tuesday, 5 Nov 2024

Compare prices and tickets from Winnipeg to Chicago, IL

Cheap flight tickets from Winnipeg to Chicago, IL
Looking for the best deal on a train ticket for your trip? Here are 4 ways to get cheap train tickets from Winnipeg to Chicago, IL.

Book in advance and save

If you're looking for the best deal for your trip from Winnipeg to Chicago, IL, booking train tickets in advance is a great way to save money, but keep in mind that advance tickets are usually not available until 3 months before your travel date.

Stay flexible with your travel time and explore off-peak journeys

Planning your trips around off-peak travel times not only means that you'll be able to avoid the crowds, but can also end up saving you money. Being flexible with your schedule and considering alternative routes or times will significantly impact the amount of money you spend on getting from Winnipeg to Chicago, IL.

Always check special offers

Checking on the latest deals can help save a lot of money, making it worth taking the time to browse and compare prices. So make sure you get the best deal on your ticket and take advantage of special fares for children, youth and seniors as well as discounts for groups.

Unlock the potential of slower trains or connecting trains

If you're planning a trip with some flexible time, why not opt for the scenic route? Taking slower trains or connecting trains that make more stops may save you money on your ticket – definitely worth considering if it fits in your schedule.

Best time to book Winnipeg to Chicago, IL travel

Virail Pro Tip ✌: Booking 10 days in advance save 10% on average

Best time to book cheap flight tickets from Winnipeg to Chicago, IL

The cheapest Winnipeg - Chicago, IL flight tickets can be found for as low as CHF 215.94 if you’re lucky, or CHF 237.43 on average. The most expensive ticket can cost as much as CHF 270.93.

Find the best day to travel to Chicago, IL by plane

When travelling to Chicago, IL by plane, if you want to avoid crowds you can check how frequently our customers are travelling in the next 30-days using the graph below. On average, the peak hours to travel are between 6:30am and 9am in the morning, or between 4pm and 7pm in the evening. Please keep this in mind when travelling to your point of departure as you may need some extra time to arrive, particularly in big cities!

Carriers on this route

Find out more about the carriers on this route.

Air Canada is the largest airline in Canada, providing scheduled and charter air transportation for passengers and cargo to over 200 destinations worldwide. The airline operates a fleet of over 400 aircraft, including narrow-body and wide-body jets, and serves both domestic and international routes. Air Canada is a member of the Star Alliance, a global airline network that provides passengers with access to over 1,000 destinations in 190 countries. The airline offers a range of services, including in-flight entertainment, Wi-Fi, and a loyalty program called Aeroplan. Air Canada is headquartered in Montreal, Quebec, and has hubs in Toronto, Vancouver, and Calgary.

Sun Country Airlines is a low-cost American airline headquartered in Minneapolis, Minnesota. It was founded in 1982 and operates scheduled and charter flights to destinations across the United States, Mexico, Central America, and the Caribbean. Sun Country Airline's fleet consists of Boeing 737-800 and 737-700 aircraft, and it offers a variety of services including in-flight entertainment, Wi-Fi, and food and beverage options for purchase. The airline has a reputation for providing affordable fares and friendly service, making it a popular choice for leisure travelers. Sun Country Airlines is committed to safety, sustainability, and customer satisfaction.

Services on board Air Canada, Sun Country Airlines and WestJet from Winnipeg to Chicago, IL
Compare services on board when travelling from Winnipeg to Chicago, IL by plane.
Facilities Air Canada Sun Country Airlines WestJet United Airlines
wifi WiFi check check check check
luggage Luggage check cross cross check
food_and_drink Food and drink cross cross check cross

Winnipeg to Chicago, IL CO2 Emissions by Flight

Ecology
Train
80.95kg
Bus
86.74kg
Flight
231.3kg
Car
185.04kg

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Frequently Asked Questions

How much is a flight ticket from Winnipeg to Chicago, IL?
A flight ticket from Winnipeg to Chicago, IL is CHF 398.84. However the price varies depending on how early you buy, and if it's peak time to travel. Occasionally you can find them for as cheap as CHF 172.87.
What's the cheapest flight ticket from Winnipeg to Chicago, IL?
The cheapest ticket you can get from Winnipeg to Chicago, IL is CHF 172.87. We recommend booking as early as possible and off-peak hours to get the cheapest ticket possible. Off-peak times are usually from 09:30 to 16:00, and after 19:00.
What's the distance between Winnipeg and Chicago, IL by flight?
Winnipeg to Chicago, IL is 1’156.49 km.
How long does the flight between Winnipeg and Chicago, IL take?
Winnipeg to Chicago, IL is on average 3 hrs 28 mins. However the fastest option will get you there in 2 hrs 28 mins.
Which companies operate from Winnipeg to Chicago, IL?
The flight journey from Winnipeg to Chicago, IL is covered by 3 operator(s). On Virail you can find these carriers that provide services on this route: Air Canada, Sun Country Airlines, WestJet and United Airlines.
How many flight connections per day go from Winnipeg to Chicago, IL?
Winnipeg to Chicago, IL has 2 connection(s) per day on average.
What time does the first flight from Winnipeg to Chicago, IL leave?
The earliest flight from Winnipeg to Chicago, IL departs at 11:55. However be sure to check with us the schedule on the day you want to leave as the time may differ.
What time does the last flight from Winnipeg to Chicago, IL depart?
The latest flight from Winnipeg to Chicago, IL departs at 22:28. However be sure to check with us the schedule on the day you want to leave as the time may differ.
Should I book my ticket from Winnipeg to Chicago, IL in advance?
If you can, we recommend booking your ticket as early as possible to ensure you get better savings. The cheapest flight ticket we have found is CHF 172.87 but this may be subject to change depending on the day of travel, hour you wish to depart and how far in advance you book.
How many direct connections depart from Winnipeg to Chicago, IL?
There are on average 1 direct connection(s) from Winnipeg to go to Chicago, IL.
What's the fastest journey time between Winnipeg to Chicago, IL by flight?
The fastest journey time by flight between Winnipeg and Chicago, IL is 2 hrs 28 mins.
Is there a direct flight from Winnipeg to Chicago, IL?
Yes, there is a direct flight between Winnipeg and Chicago, IL.
What are the CO2 emissions for Winnipeg to Chicago, IL by flight?
The flight journey from Winnipeg to Chicago, IL creates 231.3kg of CO2 emissions.