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Flights from Winnipeg to Chicago – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

YWG to ORD flights and routes map YWG to ORD – All flight route options from Winnipeg International, Canada to Chicago O Hare International, Illinois, USA. These flights are operated by 3 airlines. Fly non-stop with United Airlines or choose from 1 different transit flights. The shortest flight time is 2 hours and 31 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
Canada YWG Winnipeg Winnipeg, MB, Canada
USA ORD Chicago O Hare , IL, USA
YWG
Winnipeg
CanadaWinnipeg, MB, Canada
Chicago O Hare
USAChicago, IL, USA
ORD
1 direct route found »
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2 routes with 1 stop found »
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Non-stop route options:

Duration

United Airlines
Non-stop with United Airlines. 2 flights per day.

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2h 31m

United Airlines
Non-stop with United Airlines.
2h 31m
2 flights per day.
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1 stop route options with the same airline:

Duration

Via Minneapolis MSP
1 stop with Delta Air Lines. 3-4 flights per day.

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5h 18m

Via Minneapolis MSP
1 stop with Delta Air Lines.
5h 18m
3-4 flights per day.
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1 stop route options with codeshare or different airlines:

Duration

Via Minneapolis MSP With Delta Air Lines & American Airlines 0-3 flights per day.

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5h 42m

Via Minneapolis MSP
5h 42m
With Delta Air Lines & American Airlines 0-3 flights per day.
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Winnipeg to Chicago flights

With over 114 flights every week and 2 different airlines you have a wide range of options. You can fly non-stop to Chicago (ORD) from Winnipeg (YWG) with United Airlines or opt for a connecting flight via Minneapolis (MSP).

Winnipeg to Chicago with United Airlines

You can fly non-stop every weekday with flights departing at 07:00, 14:15 or 14:20. United Airlines is a Star Alliance member.

With Delta Air Lines

If you fly from Winnipeg with Delta Air Lines you will do a stopover in Minneapolis, MSP before reaching Chicago. This flight trip will take 5 hours and 18 minutes and you can fly every weekday with departures between 6:00 am and 5:00 pm. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Winnipeg International to Chicago O'Hare

The shortest flight time between YWG and ORD is 2 hours and 31 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 31m-709 miles (1141 km)
MSP Minneapolis5h 42m43m731 miles (1176 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.
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Departing from Winnipeg International
Winnipeg - Chicago route map and flight paths
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From Winnipeg to USA

Below is a list of other destinations to USA from Winnipeg International with either direct flights or 1 stop connections.

From Canada to Chicago

Below is a list of other cities in Canada with flights to Chicago with either non-stop or connecting flights.

You can fly non-stop from Winnipeg (YWG) to Chicago (ORD) with United Airlines. The flight takes approximately 2 hours and 31 minutes. If you travel with a connecting flight instead, for example via Minneapolis, the total flight time will be 5 hours and 42 minutes.

If you're interested in direct flights, United Airlines is available. For flights with stopovers, Delta Air Lines and American Airlines is also an option.

The flight time between Winnipeg (YWG) and Chicago O Hare International (ORD) is approximately 2 hours and 31 minutes. The distance between the two airports is 731 miles (or 1176 kilometers).

Yes, you can fly non-stop to ORD from YWG with United Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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