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Flights from Oklahoma City to Chicago – Direct & connecting routes

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OKC to MDW flights and routes map OKC to MDW – All flight route options from Will Rogers World, Oklahoma, USA to Chicago Midway International, Illinois, USA. These flights are operated by 2 airlines. Fly non-stop with Southwest Airlines or choose from 4 different transit flights. The shortest flight time is 1 hour and 55 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
USA OKC Will Rogers World Oklahoma City, OK, USA
USA MDW Chicago Midway , IL, USA
OKC
Will Rogers World
USAOklahoma City, OK, USA
Chicago Midway
USAChicago, IL, USA
MDW
1 direct route found »
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5 routes with 1 stop found »
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Non-stop route options:

Duration

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

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1h 55m

Southwest Airlines
Non-stop with Southwest Airlines.
1h 55m
2 flights per day.
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1 stop route options with the same airline:

Duration

Via Saint Louis STL
1 stop with Southwest Airlines. 0-1 flights per day.

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4h 15m

Via Saint Louis STL
1 stop with Southwest Airlines.
4h 15m
0-1 flights per day.
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Via Nashville BNA
1 stop with Southwest Airlines. 0-1 flights per day.
Mon,Thu & Fri

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5h 35m

Mon,Thu & Fri
Via Nashville BNA
1 stop with Southwest Airlines.
5h 35m
0-1 flights per day.
Mon,Thu & Fri
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Via Detroit DTW
1 stop with Delta Air Lines.
Begins in 7/9

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5h 37m

Begins in 7/9
Via Detroit DTW
1 stop with Delta Air Lines.
5h 37m
Begins in 7/9
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Via Minneapolis MSP
1 stop with Delta Air Lines. 0-1 flights per day.

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5h 48m

Via Minneapolis MSP
1 stop with Delta Air Lines.
5h 48m
0-1 flights per day.
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Via Detroit DTW
1 stop with Southwest Airlines.
Begins in 7/9

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6h 20m

Begins in 7/9
Via Detroit DTW
1 stop with Southwest Airlines.
6h 20m
Begins in 7/9
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Oklahoma City to Chicago flights

With over 24 flights every week and 5 different airlines you have a wide range of options. You can fly non-stop to Chicago (MDW) from Oklahoma City (OKC) with Southwest Airlines but if a stopover option suits you better you can choose to fly via Saint Louis, Nashville or any other of the 4 alternatives with connectiing airports.

Oklahoma City to Chicago with Southwest Airlines

You can fly non-stop every weekday with flights departing from 5:00 am to 6:00 pm. You can also catch a transit flight via Saint Louis or Nashville.

With Delta Air Lines

If you choose to fly with Delta Air Lines from Oklahoma City to Chicago you can make a transit either via Detroit or via Minneapolis. The route via Detroit is 11 minutes faster. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Will Rogers World to Midway International Airport

The shortest flight time between OKC and MDW is 1 hour and 55 minutes.

ViaTotal flight timeLayover timeDistance
Direct1h 55m-694 miles (1117 km)
STL Saint Louis4h 15m55m715 miles (1150 km)
BNA Nashville5h 35m2h 0m1014 miles (1632 km)
DTW Detroit5h 37m1h 41m1133 miles (1823 km)
MSP Minneapolis5h 48m2h 1m1048 miles (1686 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.OKC-MDW flight routesOklahoma City to Chicago flight routes illustrated on a map.
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Departing from Will Rogers World
Departing from Will Rogers World. Copyright: Will Rogers World Airport
Oklahoma City - Chicago route map and flight paths
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You can fly non-stop from Oklahoma City (OKC) to Chicago (MDW) with Southwest Airlines. The flight takes approximately 1 hour and 55 minutes. If you travel with a connecting flight instead, for example via Saint Louis, the total flight time will be 4 hours and 15 minutes.

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

The flight time between Will Rogers World (OKC) and Chicago Midway International (MDW) is approximately 1 hour and 55 minutes. The distance between the two airports is 1048 miles (or 1686 kilometers).

Yes, you can fly non-stop to MDW from OKC with Southwest 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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