Cheap Flights from Oklahoma City (OKC) to Chicago (MDW)

Popular airlines from Will Rogers World Airport (OKC) to Chicago Midway Airport (MDW)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 55% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Frequently asked questions

How much is a flight from Will Rogers World Airport (OKC) to Midway Intl. Airport (MDW)?
Round-trip journeys between OKC and Midway Airport start from . This figure is based on fares offered within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Will Rogers World Airport (OKC) to MDW?
Most flights can be conveniently cancelled online, but whether you are charged a fee depends on your airline. If you do have to cancel your trip, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Will Rogers Airport to MDW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for OKC to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from OKC to Midway Intl. Airport (MDW)?
That movie you've been wanting to see will just have to wait — the flight distance between Will Rogers Airport (OKC) and Chicago Airport (MDW) is only 1,100 kilometres. The captain will be instructing you to put your seat upright for landing before you know it.
Which airlines fly direct from Will Rogers Airport to Midway Airport?
A popular choice with many savvy travellers, Southwest Airlines (WN) offers 56 flights every month from OKC to Midway Intl. Airport (MDW). Pick the one that fits with your travel schedule and book your fare today.
Are Will Rogers Airport to Midway Airport flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes find a bargain, with some super cheap fares from OKC to Midway Airport appearing a few weeks before the departure date. If you'd rather book ahead of time, Expedia compares and updates the best flight deals regularly — as early as 12 months in advance in some cases. It depends on the carrier though, as not all airlines advertise prices that far in advance.

Travel information

Travel information

Origin airport
Will Rogers World
Destination airport
Midway Intl.
Distance
1105 km
Average flight time
1 hour 55 mins

Book with confidence

Book with confidence

Oklahoma City to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Oklahoma City to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with OKC to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Oklahoma City for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Oklahoma City to Chicago Flights
*Available to Expedia members.