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Cheap flights from Chicago Midway Airport to Oklahoma from $46

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 1/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Oklahoma

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:15 am - 12:00 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
1:00 pm - 3:19 pm
DFW
-
MDW
2h 19mnonstop
$90Frontier
Sat, Feb 14 - Sat, Feb 21
Frontier Logo
11:05 am - 1:48 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
1:00 pm - 3:19 pm
DFW
-
MDW
2h 19mnonstop
$91Frontier
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
9:15 am - 12:00 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
10:44 am - 9:33 pm
DFW
-
MDW
10h 49m1 stop
$93Frontier
Sat, Feb 14 - Sat, Feb 21
Delta Logo
6:00 am - 11:06 am
MDW
-
XNA
5h 06m1 stop
Delta Logo
10:12 am - 5:29 pm
XNA
-
MDW
7h 17m1 stop
$229Delta
Thu, Jan 22 - Thu, Jan 29
Delta Logo
1:00 pm - 5:06 pm
MDW
-
XNA
4h 06m1 stop
Delta Logo
4:35 pm - 9:45 pm
XNA
-
MDW
5h 10m1 stop
$249Delta
Thu, May 28 - Mon, Jun 1
Delta Logo
6:00 am - 1:07 pm
MDW
-
TUL
7h 07m1 stop
Delta Logo
5:16 pm - 10:31 pm
TUL
-
MDW
5h 15m1 stop
$252Delta
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
2:35 pm - 9:05 pm
MDW
-
TUL
6h 30m2 stops
Southwest Logo
8:00 am - 3:25 pm
TUL
-
MDW
7h 25m1 stop
$257Southwest
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
8:10 am - 3:30 pm
MDW
-
TUL
7h 20m2 stops
Southwest Logo
6:45 am - 1:25 pm
TUL
-
MDW
6h 40m2 stops
$262Southwest
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
6:00 am - 11:30 am
MDW
-
TUL
5h 30m1 stop
Southwest Logo
2:30 pm - 4:10 pm
TUL
-
MDW
1h 40mnonstop
$321Southwest
Wed, Mar 18 - Wed, Mar 18
Southwest Logo
10:15 am - 12:25 pm
MDW
-
OKC
2h 10mnonstop
Southwest Logo
5:05 am - 6:55 am
OKC
-
MDW
1h 50mnonstop
$321Southwest
Fri, Apr 10 - Mon, Apr 13

Frontier flights from Chicago Midway Airport to Oklahoma

Our best Frontier deals on Chicago Midway Airport to Oklahoma flight tickets
Frontier
Feb 14
MDW9:15 amChicago Midway
2h 45m
DFW12:00 pmDallas/Fort Worth
Feb 21
DFW1:00 pmDallas/Fort Worth
2h 19m
MDW3:19 pmChicago Midway
$90
Find similar
Frontier
Jan 15
MDW11:05 amChicago Midway
2h 43m
DFW1:48 pmDallas/Fort Worth
Jan 19
DFW1:00 pmDallas/Fort Worth
2h 19m
MDW3:19 pmChicago Midway
$91
Find similar
Frontier
Feb 14
MDW9:15 amChicago Midway
2h 45m
DFW12:00 pmDallas/Fort Worth
Feb 21
DFW10:44 amDallas/Fort Worth
10h 49m
1 stop
MDW9:33 pmChicago Midway
$93
Find similar

Delta flights from Chicago Midway Airport to Oklahoma

Our best Delta deals on Chicago Midway Airport to Oklahoma flight tickets
Delta
Jan 22
MDW6:00 amChicago Midway
5h 06m
1 stop
XNA11:06 amFayetteville Northwest Arkansas
Jan 29
XNA10:12 amFayetteville Northwest Arkansas
7h 17m
1 stop
MDW5:29 pmChicago Midway
$229
Find similar
Delta
Jan 10
MDW5:31 pmChicago Midway
6h 56m
1 stop
DFW12:27 amDallas/Fort Worth
Jan 17
DFW9:58 amDallas/Fort Worth
6h 31m
1 stop
MDW4:29 pmChicago Midway
$233
Find similar
Delta
Feb 18
MDW6:00 amChicago Midway
7h 07m
1 stop
TUL1:07 pmTulsa
Feb 25
TUL5:16 pmTulsa
5h 15m
1 stop
MDW10:31 pmChicago Midway
$252
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 December 27, 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

Sat 2/14

9:15 am-12:00 pm

Nonstop2h 45m

Dallas/Fort Worth

Sat 2/21

1:00 pm-3:19 pm

Nonstop2h 19m

$90

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 1/15

11:05 am-1:48 pm

Nonstop2h 43m

Dallas/Fort Worth

Mon 1/19

1:00 pm-3:19 pm

Nonstop2h 19m

$91

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 2/14

9:15 am-12:00 pm

Nonstop2h 45m

Dallas/Fort Worth

Sat 2/21

10:44 am-9:33 pm

1 stop10h 49m

$93

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Thu 1/22

6:00 am-11:06 am

1 stop5h 06m

Fayetteville Northwest Arkansas

Thu 1/29

10:12 am-5:29 pm

1 stop7h 17m

$229

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Thu 5/28

1:00 pm-5:06 pm

1 stop4h 06m

Fayetteville Northwest Arkansas

Mon 6/1

4:35 pm-9:45 pm

1 stop5h 10m

$249

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 2/18

6:00 am-1:07 pm

1 stop7h 07m

Tulsa

Wed 2/25

5:16 pm-10:31 pm

1 stop5h 15m

$252

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 2/18

2:35 pm-9:05 pm

2 stops6h 30m

Tulsa

Wed 2/25

8:00 am-3:25 pm

1 stop7h 25m

$257

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 2/18

8:10 am-3:30 pm

2 stops7h 20m

Tulsa

Wed 2/25

6:45 am-1:25 pm

2 stops6h 40m

$262

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 3/18

6:00 am-11:30 am

1 stop5h 30m

Tulsa

Wed 3/18

2:30 pm-4:10 pm

Nonstop1h 40m

$321

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 4/10

10:15 am-12:25 pm

Nonstop2h 10m

Oklahoma City Will Rogers World

Mon 4/13

5:05 am-6:55 am

Nonstop1h 50m

$321

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 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 $318. Flights from Chicago Midway Airport to Oklahoma on a Saturday will generally be more expensive and average around $477. 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 $350 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 $457 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 Tulsa for the best Chicago Midway - Oklahoma flight prices

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

There is only 1 cabin class 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 26% 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

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Oklahoma

32 airports
The fastest flight from Chicago Midway Airport to Oklahoma takes 1h 50m
Direct flights go from Chicago Midway Airport to Oklahoma every day.
There are 32 airports in Oklahoma. From Chicago Midway Airport there are direct flights to 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
4,258 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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