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Flights from Winnipeg to Chicago

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Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Flights from Winnipeg

James Armstrong Richardson International Airport in Winnipeg, MN

Twenty airlines provide international and domestic flights from the James Armstrong Richardson International Airport, which is the main airport that serves Winnipeg, Manitoba, Canada. Cheap flights from Winnipeg that are available through Orbitz.com usually depart from this major airport.

Parking at James Armstrong Richardson Airport

There are two parking facilities at James Armstrong Richardson Airport. One is a large economy lot with lower prices for long-term parking, and the other is smaller and known as the Parkade. You can treat yourself to valet parking for an extra 25 Canadian dollars at the Parkade, where the fees are 20 Canadian dollars per day and 90 dollars per week. Weekly fees are 75 Canadian dollars and daily fees are 15 dollars at the economy lot, and the short-term parking fee at either lot is two Canadian dollars per half-hour.

Transportation to James Armstrong Richardson Airport

Winnipeg Transit operates city buses from various points in Winnipeg to the airport. Bus tickets are available from authorized vendors for 2.15 Canadian dollars, or you can pay 2.45 dollars cash on the bus itself. A private shuttle is also available from the town of Brandon for 48 Canadian dollars. Unicity is the official airport taxi service, and its rates range from 9.25 to 32 Canadian dollars depending on the distance traveled. Limousines and private shuttles are also available. Whether you choose the bargain bus or a luxury limousine, you can relax on your way to the airport knowing everything is ready for you when you book your tickets and other travel needs through Orbitz.com.

Restaurants at James Armstrong Richardson Airport

There are nine dining options at this airport, including Starbucks Coffee, T.G.I. Friday's, Tim Hortons, a local pizzeria, a bar and an Oriental fast-food restaurant. This gives you a wide choice of food and drink to enjoy before you board the flight that you selected from the cheap flights from Winnipeg that are featured on Orbitz.com.

Flights to Chicago

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

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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.