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Cheap flights from Chicago Midway Airport to Oklahoma from $67

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 departing on 9/15. 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

Cheap round-trip flights

Frontier Logo
7:15 am - 9:46 amMDW-DFW
2h 31mnonstop
Frontier Logo
8:00 am - 10:28 amDFW-MDW
2h 28mnonstop
$100Frontier
Find Deal
Fri, Sep 5 - Sat, Sep 6
Frontier Logo
10:13 am - 12:51 pmMDW-DFW
2h 38mnonstop
Frontier Logo
6:28 pm - 8:52 pmDFW-MDW
2h 24mnonstop
$103Frontier
Find Deal
Thu, Sep 4 - Mon, Sep 8
Frontier Logo
11:23 am - 1:59 pmMDW-DFW
2h 36mnonstop
Frontier Logo
6:28 pm - 8:52 pmDFW-MDW
2h 24mnonstop
$107Frontier
Find Deal
Sat, Sep 13 - Mon, Sep 15
Southwest Logo
1:55 pm - 3:45 pmMDW-TUL
1h 50mnonstop
Southwest Logo
4:45 pm - 6:30 pmTUL-MDW
1h 45mnonstop
$224Southwest
Find Deal
Wed, Nov 5 - Mon, Nov 10
Delta Logo
1:08 pm - 4:58 pmMDW-XNA
3h 50m1 stop
Delta Logo
6:00 am - 11:48 amXNA-MDW
5h 48m1 stop
$229Delta
Find Deal
Tue, Sep 16 - Tue, Sep 23
Southwest Logo
4:40 pm - 6:35 pmMDW-TUL
1h 55mnonstop
Southwest Logo
4:45 pm - 6:30 pmTUL-MDW
1h 45mnonstop
$231Southwest
Find Deal
Thu, Nov 6 - Mon, Nov 10
Southwest Logo
8:25 am - 10:20 amMDW-TUL
1h 55mnonstop
Southwest Logo
6:55 pm - 12:05 amTUL-MDW
5h 10m1 stop
$234Southwest
Find Deal
Sat, Oct 11 - Wed, Oct 15
Delta Logo
6:00 am - 1:10 pmMDW-TUL
7h 10m1 stop
Delta Logo
6:01 am - 11:48 amTUL-MDW
5h 47m1 stop
$237Delta
Find Deal
Wed, Sep 10 - Tue, Sep 16
Southwest Logo
1:55 pm - 3:45 pmMDW-TUL
1h 50mnonstop
Southwest Logo
7:10 pm - 5:05 amTUL-MDW
9h 55m2 stops
$239Southwest
Find Deal
Wed, Nov 5 - Mon, Nov 10
Delta Logo
6:00 am - 1:44 pmMDW-XNA
7h 44m1 stop
Delta Logo
3:35 pm - 10:14 pmXNA-MDW
6h 39m1 stop
$239Delta
Find Deal
Thu, Nov 6 - Sat, Nov 8

Frontier flights from Chicago Midway Airport to Oklahoma

Our best Frontier deals on Chicago Midway Airport to Oklahoma flight tickets
Frontier
Sep 5
MDW7:15 amChicago Midway
2h 31m
DFW9:46 amDallas/Fort Worth
Sep 6
DFW8:00 amDallas/Fort Worth
2h 28m
MDW10:28 amChicago Midway
$100
Find similar
Frontier
Sep 4
MDW10:13 amChicago Midway
2h 38m
DFW12:51 pmDallas/Fort Worth
Sep 8
DFW6:28 pmDallas/Fort Worth
2h 24m
MDW8:52 pmChicago Midway
$103
Find similar
Frontier
Sep 13
MDW11:23 amChicago Midway
2h 36m
DFW1:59 pmDallas/Fort Worth
Sep 15
DFW6:28 pmDallas/Fort Worth
2h 24m
MDW8:52 pmChicago Midway
$107
Find similar

Delta flights from Chicago Midway Airport to Oklahoma

Our best Delta deals on Chicago Midway Airport to Oklahoma flight tickets
Delta
Sep 16
MDW1:08 pmChicago Midway
3h 50m
1 stop
XNA4:58 pmFayetteville Northwest Arkansas
Sep 23
XNA6:00 amFayetteville Northwest Arkansas
5h 48m
1 stop
MDW11:48 amChicago Midway
$229
Find similar
Delta
Sep 10
MDW6:00 amChicago Midway
7h 10m
1 stop
TUL1:10 pmTulsa
Sep 16
TUL6:01 amTulsa
5h 47m
1 stop
MDW11:48 amChicago Midway
$237
Find similar
Delta
Nov 6
MDW6:00 amChicago Midway
7h 44m
1 stop
XNA1:44 pmFayetteville Northwest Arkansas
Nov 8
XNA3:35 pmFayetteville Northwest Arkansas
6h 39m
1 stop
MDW10:14 pmChicago Midway
$239
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Oklahoma 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 20, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 9/5

7:15 am-9:46 am

Nonstop2h 31m

Dallas/Fort Worth

Sat 9/6

8:00 am-10:28 am

Nonstop2h 28m

$100

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/4

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

Mon 9/8

6:28 pm-8:52 pm

Nonstop2h 24m

$103

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 9/13

11:23 am-1:59 pm

Nonstop2h 36m

Dallas/Fort Worth

Mon 9/15

6:28 pm-8:52 pm

Nonstop2h 24m

$107

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 11/5

1:55 pm-3:45 pm

Nonstop1h 50m

Tulsa

Mon 11/10

4:45 pm-6:30 pm

Nonstop1h 45m

$224

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Tue 9/16

1:08 pm-4:58 pm

1 stop3h 50m

Fayetteville Northwest Arkansas

Tue 9/23

6:00 am-11:48 am

1 stop5h 48m

$229

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Thu 11/6

4:40 pm-6:35 pm

Nonstop1h 55m

Tulsa

Mon 11/10

4:45 pm-6:30 pm

Nonstop1h 45m

$231

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Sat 10/11

8:25 am-10:20 am

Nonstop1h 55m

Tulsa

Wed 10/15

6:55 pm-12:05 am

1 stop5h 10m

$234

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 9/10

6:00 am-1:10 pm

1 stop7h 10m

Tulsa

Tue 9/16

6:01 am-11:48 am

1 stop5h 47m

$237

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 11/5

1:55 pm-3:45 pm

Nonstop1h 50m

Tulsa

Mon 11/10

7:10 pm-5:05 am

2 stops9h 55m

$239

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Thu 11/6

6:00 am-1:44 pm

1 stop7h 44m

Fayetteville Northwest Arkansas

Sat 11/8

3:35 pm-10:14 pm

1 stop6h 39m

$239

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 from

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

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?

The cheapest month to fly to Oklahoma 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. If you are unable to visit Oklahoma during the month of September, then departing from Chicago Midway Airport during the month August is also very affordable. Most momondo users find prices during this month for around $277.

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

The cheapest day to depart from Chicago Midway Airport to Oklahoma is on a Wednesday when prices can be found for as low as $346. Flights from Chicago Midway Airport to Oklahoma on a Sunday will generally be more expensive and average around $490. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Flying to Oklahoma from Chicago Midway Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as $353 when looking at flights departing in the morning. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $409 on average. Flights to Oklahoma from Chicago Midway Airport in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago Midway to Oklahoma flight route?

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

What cabin class options are available on Chicago Midway to Oklahoma flights?

There are 1 cabin classes available to choose from on Chicago Midway to Oklahoma 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 flights?

You could potentially save up to 43% on your flight if you consider stops on a Chicago Midway Airport to Oklahoma flight.

Cheap Chicago Midway Airport to Oklahoma flight deals and tips

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

Best Price Found

$108

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Oklahoma

3 airports
The best one-way flight to Oklahoma from Chicago Midway Airport in the past 72 hours is $108. The best round-trip flight deal from Chicago Midway Airport to Oklahoma found on momondo in the last 72 hours is $217.
The fastest flight from Chicago Midway Airport to Oklahoma takes 1h 45m
Direct flights go from Chicago Midway Airport to Oklahoma every day.
There are 3 airports near Oklahoma: Dallas/Fort Worth (DFW), Oklahoma City Will Rogers World (OKC), Tulsa (TUL)
Search flight deals

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

    Prices for flights from Chicago Midway Airport to Oklahoma are refreshed on a daily basis.

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

  • How old do you have to be to fly from Chicago Midway Airport to Oklahoma?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Oklahoma.

  • What documentation or ID do you need to fly to Oklahoma?

    The travel and health documents required for your trip to Oklahoma can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oklahoma. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Chicago Midway Airport to Oklahoma

Compare and see reviews for airlines that fly from Chicago Midway Airport to Oklahoma with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $131Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Oklahoma. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Oklahoma from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

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 from Chicago.

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

If you are not ready to book a flight from Chicago to Oklahoma now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Oklahoma and let you know when they change.

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