$205 Cheap flight deals from Chicago (CHI) to Winnipeg (YWG)

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Airfares from $205 One Way, $412 Round Trip from Chicago to Winnipeg

Prices starting at $412 for return flights and $205 for one-way flights to Winnipeg were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Winnipeg from Chicago

Route Information for Flights from Chicago to Winnipeg

Origin Airport IATA Code
CHI
Destination Airport IATA Code
YWG
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Plan Your Trip from Chicago to Winnipeg

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Winnipeg James Armstrong Richardson International Airport

Whether you are looking for cheap flights to Winnipeg, accommodations in the Winnipeg area, or vacation packages in Manitoba, Canada, Orbitz.com can get you a great deal. Winnipeg James Armstrong Richardson International Airport serves the Winnipeg area and acts as an air hub to more isolated areas in northern Canada, such as Saskatchewan. Airlines served by this airport include Air Canada, Delta Connection, United Express, and Sunwing Airlines.

Airport Transportation Information

Unicity Taxi is the exclusive taxi service for the Winnipeg James Armstrong Richardson International Airport. Taxi rates are typically between $15 and $18 from the airport to the city. Limousine services and hotel shuttles are also popular options for travelers arriving at this airport. For travelers on a budget, Winnipeg Transit operates public buses that go from the airport to various areas of the city. You can also use Orbitz.com to find and book a car from one of the car rental companies in the airport, such as Avis, Enterprise, Hertz, or National Car Rental.

Weather in Winnipeg

Winters in Winnipeg are cold and dry, with below-zero temperatures in January and February being the norm. The average high in the summer months ranges from 73 to 79 degrees Fahrenheit, and lows drop into the 50s, even in midsummer. Winnipeg skies tend to be clear, and the city only gets about 20 inches of precipitation a year.

Winnipeg Activities and Events

Art lovers will enjoy exploring the Winnipeg Art Gallery and the art galleries and historic architecture of the Exchange District National Historic Site. Those interested in history may want to check out the Manitoba Museum, while nature lovers should head to the Bison Safari adventure at FortWhyte Alive. Winnipeg is also home to a multitude of festivals, including the Winnipeg Fringe Festival in July and Folklorama in August. No matter what your preferred activity, rely on Orbitz.com for cheap flights to Winnipeg.

Frequently asked questions

What is the shortest flight from Chicago to Winnipeg?
The journey from Chicago to Winnipeg can be as fast as 2 hours and 57 minutes. With an easy flight time like this, why not grab some friends and organize a spontaneous getaway?
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.