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Cheap flights from Chicago Midway Airport to Oklahoma City from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Oklahoma City departing on 11/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Oklahoma City

Cheap round-trip flights

Frontier Logo
4:48 pm - 11:54 pmMDW-OKC
7h 06m1 stop
Frontier Logo
6:05 am - 3:53 pmOKC-MDW
9h 48m1 stop
$150Frontier
Find Deal
Fri, Oct 3 - Mon, Oct 6
Frontier Logo
6:24 pm - 10:17 amMDW-OKC
15h 53m1 stop
Frontier Logo
7:19 pm - 12:24 amOKC-MDW
5h 05m1 stop
$157Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
Frontier Logo
6:24 pm - 10:17 amMDW-OKC
15h 53m1 stop
Frontier Logo
10:47 am - 12:24 amOKC-MDW
13h 37m1 stop
$159Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
Southwest Logo
7:25 pm - 9:25 pmMDW-OKC
2h 00mnonstop
Southwest Logo
3:35 pm - 5:30 pmOKC-MDW
1h 55mnonstop
$255Southwest
Find Deal
Sat, Sep 20 - Mon, Sep 22
Southwest Logo
5:15 pm - 7:15 pmMDW-OKC
2h 00mnonstop
Southwest Logo
3:15 pm - 5:10 pmOKC-MDW
1h 55mnonstop
$263Southwest
Find Deal
Tue, Sep 23 - Tue, Sep 30
Southwest Logo
7:25 pm - 9:25 pmMDW-OKC
2h 00mnonstop
Southwest Logo
12:00 pm - 7:55 pmOKC-MDW
7h 55m1 stop
$265Southwest
Find Deal
Sat, Sep 20 - Mon, Sep 22
Southwest Logo
7:25 pm - 9:25 pmMDW-OKC
2h 00mnonstop
Southwest Logo
12:30 pm - 8:10 pmOKC-MDW
7h 40m2 stops
$270Southwest
Find Deal
Sat, Sep 20 - Mon, Sep 22
Delta Logo
1:43 pm - 8:15 pmMDW-OKC
6h 32m1 stop
Delta Logo
7:15 am - 1:03 pmOKC-MDW
5h 48m1 stop
$275Delta
Find Deal
Sat, Sep 20 - Sat, Sep 27
Delta Logo
4:25 pm - 11:53 pmMDW-OKC
7h 28m1 stop
Delta Logo
4:00 pm - 9:46 pmOKC-MDW
5h 46m1 stop
$303Delta
Find Deal
Sat, Dec 13 - Mon, Jan 5
Delta Logo
5:04 pm - 11:58 pmMDW-OKC
6h 54m1 stop
Delta Logo
6:40 am - 1:08 pmOKC-MDW
6h 28m1 stop
$320Delta
Find Deal
Wed, Oct 15 - Sat, Oct 18

Southwest flights from Chicago Midway Airport to Oklahoma City

Our best Southwest deals on Chicago Midway Airport to Oklahoma City flight tickets
Southwest
Sep 20
MDW7:25 pmChicago Midway
2h 00m
OKC9:25 pmOklahoma City Will Rogers World
Sep 22
OKC3:35 pmOklahoma City Will Rogers World
1h 55m
MDW5:30 pmChicago Midway
$255
Find similar
Southwest
Sep 23
MDW5:15 pmChicago Midway
2h 00m
OKC7:15 pmOklahoma City Will Rogers World
Sep 30
OKC3:15 pmOklahoma City Will Rogers World
1h 55m
MDW5:10 pmChicago Midway
$263
Find similar
Southwest
Sep 20
MDW7:25 pmChicago Midway
2h 00m
OKC9:25 pmOklahoma City Will Rogers World
Sep 22
OKC12:00 pmOklahoma City Will Rogers World
7h 55m
1 stop
MDW7:55 pmChicago Midway
$265
Find similar

Frontier flights from Chicago Midway Airport to Oklahoma City

Our best Frontier deals on Chicago Midway Airport to Oklahoma City flight tickets
Frontier
Oct 3
MDW4:48 pmChicago Midway
7h 06m
1 stop
OKC11:54 pmOklahoma City Will Rogers World
Oct 6
OKC6:05 amOklahoma City Will Rogers World
9h 48m
1 stop
MDW3:53 pmChicago Midway
$150
Find similar
Frontier
Oct 16
MDW6:24 pmChicago Midway
15h 53m
1 stop
OKC10:17 amOklahoma City Will Rogers World
Oct 20
OKC7:19 pmOklahoma City Will Rogers World
5h 05m
1 stop
MDW12:24 amChicago Midway
$157
Find similar
Frontier
Oct 16
MDW6:24 pmChicago Midway
15h 53m
1 stop
OKC10:17 amOklahoma City Will Rogers World
Oct 20
OKC10:47 amOklahoma City Will Rogers World
13h 37m
1 stop
MDW12:24 amChicago Midway
$159
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Oklahoma City that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma City that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 10/3

4:48 pm-11:54 pm

1 stop7h 06m

Oklahoma City Will Rogers World

Mon 10/6

6:05 am-3:53 pm

1 stop9h 48m

$150

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 10/16

6:24 pm-10:17 am

1 stop15h 53m

Oklahoma City Will Rogers World

Mon 10/20

7:19 pm-12:24 am

1 stop5h 05m

$157

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 10/16

6:24 pm-10:17 am

1 stop15h 53m

Oklahoma City Will Rogers World

Mon 10/20

10:47 am-12:24 am

1 stop13h 37m

$159

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 9/20

7:25 pm-9:25 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Mon 9/22

3:35 pm-5:30 pm

Nonstop1h 55m

$255

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Tue 9/23

5:15 pm-7:15 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Tue 9/30

3:15 pm-5:10 pm

Nonstop1h 55m

$263

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 9/20

7:25 pm-9:25 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Mon 9/22

12:00 pm-7:55 pm

1 stop7h 55m

$265

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 9/20

7:25 pm-9:25 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Mon 9/22

12:30 pm-8:10 pm

2 stops7h 40m

$270

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 9/20

1:43 pm-8:15 pm

1 stop6h 32m

Oklahoma City Will Rogers World

Sat 9/27

7:15 am-1:03 pm

1 stop5h 48m

$275

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 12/13

4:25 pm-11:53 pm

1 stop7h 28m

Oklahoma City Will Rogers World

Mon 1/5

4:00 pm-9:46 pm

1 stop5h 46m

$303

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 10/15

5:04 pm-11:58 pm

1 stop6h 54m

Oklahoma City Will Rogers World

Sat 10/18

6:40 am-1:08 pm

1 stop6h 28m

$320

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Oklahoma City from

How to get the cheapest flight ticket from Chicago Midway Airport to Oklahoma City

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Oklahoma City?

The cheapest month to fly to Oklahoma City from Chicago Midway Airport is in September. Flight prices, which tend to average around $276, are often lower during this time because this is during the off-season. The month of August is another great option to travel to Oklahoma City, with average flight prices from Chicago Midway Airport averaging around $277.

What is the cheapest day to depart on your flight to Oklahoma City?

The cheapest day to depart on your flight to Oklahoma City is on a Tuesday when prices can be found for as low as $351. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Oklahoma City is Sunday, with ticket prices averaging around $411.

What is the cheapest time of day to depart on your flight to Oklahoma City?

The cheapest time of day to fly to Oklahoma City is in the morning when flights can be purchased for as low as $363. Flights to Oklahoma City are more costly in the afternoon, with an average ticket price of $433. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to Oklahoma City Will Rogers World flight route?

Fly from Chicago Midway to Oklahoma City Will Rogers World for the best Chicago Midway - Oklahoma City Will Rogers World flight prices

What cabin class options are available on Chicago Midway to Oklahoma City Will Rogers World flights?

There is only 1 cabin class available to choose from on Chicago Midway to Oklahoma City Will Rogers World flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Oklahoma City flights?

You could potentially save up to 39% on your flight if you consider stops on a Chicago Midway Airport to Oklahoma City flight.

When to book flights from Chicago Midway Airport to Oklahoma City

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Oklahoma City according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Oklahoma City (MDW to OKC) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Oklahoma City

Best Price Found

$114

Fastest flight time

2h 00m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Oklahoma City

1 airport
The best one-way flight to Oklahoma City from Chicago Midway Airport in the past 72 hours is $114. The best round-trip flight deal from Chicago Midway Airport to Oklahoma City found on momondo in the last 72 hours is $217.
The fastest flight from Chicago Midway Airport to Oklahoma City takes 2h 00m
Direct flights go from Chicago Midway Airport to Oklahoma City on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Southwest.
There is 1 airport near Oklahoma City: Oklahoma City Will Rogers World (OKC)
Search flight deals

  • How far is Chicago Midway to Oklahoma City Will Rogers World by plane?

    The straight-line distance from Chicago Midway to Oklahoma City Will Rogers World is 683.4 mi. In terms of flight time, this usually takes a little over 2h 00m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Oklahoma City Will Rogers World Airport?

    Prices for flights from Chicago Midway Airport to Oklahoma City Will Rogers World Airport refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Oklahoma City Will Rogers World Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Oklahoma City Will Rogers World Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Oklahoma City Will Rogers World Airport.

  • What documentation or ID do you need to fly to Oklahoma City Will Rogers World Airport?

    The necessary travel and health documents for your Oklahoma City Will Rogers World Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Oklahoma City?

  • What is the most popular airline from Chicago Midway Airport to Oklahoma City?

Best airlines flying from Chicago Midway Airport to Oklahoma City

Compare and see reviews for airlines that fly from Chicago Midway Airport to Oklahoma City with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $258Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Oklahoma City

    Southwest operates around 8 flights from Chicago Midway Airport to Oklahoma City every week. The average price of these flights found in the last 72 hours has been $363, but momondo users have found Southwest deals from Chicago Midway Airport to Oklahoma City from as low as $258 round-trip. Southwest has been scored 8.0/10 in 4,242 reviews.

Traveling to a place near Oklahoma City?

Book flights to Oklahoma City if you plan to visit one of these locations
Norman
Edmond
Shawnee
Midwest City
Yukon
Moore
Ada
Chickasha

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Oklahoma City?

It is quick and easy to find Chicago to Oklahoma City flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Oklahoma City that suits you.

Can I find flights from Chicago to Oklahoma City with flexible booking policies on momondo?

All flight searches from Chicago to Oklahoma City on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Oklahoma City?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Oklahoma City from Chicago.

I’m not ready to book a flight from Chicago to Oklahoma City right now. Can momondo alert me if prices change?

Price alerts on flights to Oklahoma City from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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