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Winnipeg to Chicago, IL Flight
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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 a.m. and the last at 10:28 p.m.. It is possible to travel from Winnipeg to Chicago, IL by flight for as little as $234.57 or as much as $1,118.23. The best price for this journey is $234.57.
| Lowest Price | $234.57 |
| Journey Duration | 3 hrs 28 mins |
| Connection per Day | Air Canada, Sun Country Airlines, WestJet, United Airlines 2 |
| Lowest Price | Air Canada, Sun Country Airlines, WestJet, United Airlines $234.57 |
| Highest Price | Air Canada, Sun Country Airlines, WestJet, United Airlines $1,118.23 |
| First Departure | Air Canada, Sun Country Airlines, WestJet, United Airlines 11:55 a.m. |
| Last Departure | Air Canada, Sun Country Airlines, WestJet, United Airlines 10:28 p.m. |
| Distance | Air Canada, Sun Country Airlines, WestJet, United Airlines 1,156.49 km |
| Departure | Air Canada, Sun Country Airlines, WestJet, United Airlines Winnipeg |
| Arrival | Air Canada, Sun Country Airlines, WestJet, United Airlines Chicago, IL |
| Carriers | Air Canada, Sun Country Airlines Air Canada, Sun Country Airlines, WestJet, United Airlines |
Winnipeg to Chicago, IL Flight Times
Quick and easy travel from Winnipeg to Chicago, IL with Virail
Do you know the best way to get from Winnipeg to Chicago, IL? No? Don't worry, Virail knows. Our search tool uses data from thousands of travel providers to show you all the available routes for your chosen travel dates. Whether you want to travel by train, bus, plane, or carpool, we can help. Filter your results to suit your personal needs: decide whether you want a one-way or round trip ticket, look for a direct journey or one with connections, and choose the time of day that you prefer to travel. Take a look at all the information and find the transport option that's right for you. When you've selected your ideal journey, Virail will transfer you to the website of your chosen travel provider, where you can complete your booking. Your adventure is waiting - let Virail help you today.
How much does it cost to get from Winnipeg to Chicago, IL by plane?
The cheapest plane tickets from Winnipeg to Chicago, IL cost $234.57. On average, you can expect to spend around $541.19 for your plane ticket. Virail will help you find a journey that fits your budget. You can expect prices to vary between different travel providers and methods of transport; often, faster journeys will cost more than slower routes. If your travel dates are flexible, you might be able to find cheaper plane tickets, as prices may fluctuate a little from day to day. You may also find lower prices by booking at certain times of day, avoiding rush hour traffic. Another tip for travelers on a tight budget is to look for connecting journeys. Sometimes it can be cheaper to make a change or two along the way, rather than traveling on a direct route from Winnipeg to Chicago, IL.
Unfortunately, no price was found for your trip from Winnipeg to Chicago, IL. Selecting a new departure or arrival city, without dramatically changing your itinerary could help you find price results.
How long will it take me to travel from Winnipeg to Chicago, IL by plane?
Traveling from Winnipeg to Chicago, IL by plane will usually take 3 hrs 28 mins. This journey covers a distance of 1,156.49 km . When planning your trip, bear in mind that 3 hrs 28 mins is an average, and route times may vary from day to day. Weather conditions, issues with transport, unexpected diversions, and local events could all cause delays to your journey. Please keep the possibility of these exceptional events in mind when making travel plans. In order to get from Winnipeg to Chicago, IL faster, consider looking for an express service that makes fewer stops along the way. Conversely, a connecting route may, in some circumstances, be faster than a direct journey. The fastest routes between Winnipeg and Chicago, IL will complete the journey in 2 hrs 28 mins.On average, it will take you about 3 hrs 28 mins to travel the 1,156.49 km between Winnipeg and Chicago, IL.
What time are the first and last departures from Winnipeg to Chicago, IL?
In general, the first departure of the day will leave Winnipeg at 11:55 a.m., and the last departure will leave at 10:28 p.m.. However, it is important to remember that this is general information, and these journey times are not necessarily available every day. Timetables for each provider on the route from Winnipeg to Chicago, IL can change from day to day or month to month. In particular, many providers offer different schedules on weekdays and weekends. Public holidays, local events, and seasonal timetables can also cause schedules to change. The first journey of the night departs from Winnipeg at 11:55 a.m.. If you prefer to travel later in that night, the last departure will leave at 10:28 p.m.. Remember, these are the general times of journeys between Winnipeg and Chicago, IL. However, they are somewhat changeable as they may be affected by local events or holidays, peak seasons, or other factors. Always check your travel dates in advance to be on the safe side.
Which airports can I use on the Winnipeg to Chicago, IL route?
In Winnipeg, departure airports include Winnipeg James Armstrong Richardson International Airport,Winnipeg, MB. When you arrive in Chicago, IL, you may be able to disembark at airports such as Chicago Midway International Airport,Chicago Union Station,O Hare International Airport, ORD,Chicago Rockford International Airport. Remember though that the exact airports served on each route can vary. Different airlines may depart from and arrive at different airports. Furthermore, if you travel on an express service, the number of airports may be limited, and the exact airports served on a particular route may vary at different times of day or day of the week. Check in advance to ensure that you are departing from and arriving at an airport that is convenient for your journey.
How many times a day do departures from Winnipeg leave for Chicago, IL?
The exact number of journeys from Winnipeg to Chicago, IL can vary from day to day. Some services may only run on particular days of the week, while others might be seasonal. In general, an average of 2 departures leave each day. These are run by a number of different transport providers, including . On particularly busy days, there can be up to departures. You can usually expect there to be more connections on weekdays. Many providers run fewer journeys on weekends or public holidays. As a traveler, you may prefer to take a direct route from Winnipeg to Chicago, IL. However, you will find more options available to you if you are willing to take a connecting route. These pass through one or more different cities, and you'll have to change along the way. Not all travelers feel comfortable making multiple connections, but if you are, then you will enjoy greater flexibility when making your booking. The exact number of daily departures from Winnipeg to Chicago, IL varies, but in general, you can expect to find 1 direct connections with no changes leaving each day. Travelers who are happy to take an indirect route will find, on average, 1 journeys with one change or more. Unfortunately, no connection was found for your trip from Winnipeg to Chicago, IL. Selecting a new departure or arrival city, without dramatically changing your itinerary could help you find connections.
Compare prices and 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.
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 $293.01 if you’re lucky, or $322.18 on average. The most expensive ticket can cost as much as $367.63.
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.
| Facilities | Air Canada | Sun Country Airlines | WestJet | United Airlines |
|---|---|---|---|---|
WiFi |  | | | |
Luggage | |  | | |
Food and drink | | | | |
Winnipeg to Chicago, IL CO2 Emissions by Flight
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