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Cheap flights from Oklahoma to Chicago Midway Airport from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oklahoma to Chicago Midway Airport departing on 12/18. 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 Oklahoma to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Oklahoma to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Oklahoma to Chicago.

Cheap last minute flights

Planning a quick getaway from Oklahoma to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Oklahoma to Chicago

Find recent round-trip train or bus tickets from Oklahoma to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
4:20 pm - 12:25 pmMDW-DFW
20h 05m1 stop
$95Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 12
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
6:25 am - 7:19 pmMDW-DFW
12h 54m1 stop
$103Frontier
Find Deal
Wed, Dec 25 - Wed, Jan 1
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$106Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
12:05 pm - 12:13 amDFW-MDW
12h 08m1 stop
4:27 pm - 11:59 pmMDW-DFW
7h 32m1 stop
$108Frontier
Find Deal
Mon, Dec 9 - Thu, Dec 12
9:08 pm - 11:44 amDFW-MDW
14h 36m1 stop
4:08 pm - 10:46 pmMDW-DFW
6h 38m1 stop
$109Frontier
Find Deal
Sat, Jan 25 - Thu, Jan 30
9:25 am - 11:29 pmDFW-MDW
14h 04m2 stops
4:27 pm - 11:59 pmMDW-DFW
7h 32m1 stop
Sat, Dec 7 - Mon, Dec 9
10:53 am - 6:32 pmDFW-MDW
7h 39m1 stop
2:15 pm - 10:33 pmMDW-DFW
8h 18m1 stop
$237Delta
Find Deal
Wed, Dec 11 - Fri, Dec 13
1:15 pm - 6:14 pmXNA-MDW
4h 59m1 stop
9:34 am - 3:57 pmMDW-XNA
6h 23m1 stop
$263Delta
Find Deal
Tue, Jan 7 - Fri, Jan 10
3:20 pm - 5:15 pmOKC-MDW
1h 55mnonstop
9:45 am - 11:55 amMDW-OKC
2h 10mnonstop
$306Southwest
Find Deal
Tue, Dec 17 - Tue, Dec 24
3:20 pm - 5:15 pmOKC-MDW
1h 55mnonstop
7:10 am - 3:20 pmMDW-OKC
8h 10m1 stop
$315Southwest
Find Deal
Tue, Dec 17 - Tue, Dec 24
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
$53Frontier
Find Deal
Wed, Dec 18
6:45 am - 1:09 pmDFW-MDW
6h 24m1 stop
$54Frontier
Find Deal
Tue, Dec 17
6:45 am - 1:09 pmDFW-MDW
6h 24m1 stop
$56Frontier
Find Deal
Tue, Dec 17
9:00 am - 11:21 amDFW-MDW
2h 21mnonstop
$58Frontier
Find Deal
Thu, Feb 13
11:45 am - 4:12 pmDFW-MDW
4h 27m1 stop
$108Delta
Find Deal
Sun, Feb 16
3:38 pm - 10:06 pmXNA-MDW
6h 28m1 stop
$114Delta
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Tue, Dec 17
2:10 pm - 3:55 pmTUL-MDW
1h 45mnonstop
$141Southwest
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Tue, Dec 24
3:20 pm - 5:15 pmOKC-MDW
1h 55mnonstop
$147Southwest
Find Deal
Tue, Dec 24
10:00 pm - 2:24 pmDFW-MDW
16h 24m2 stops
Sun, Nov 24
5:07 pm - 3:01 pmDFW-MDW
21h 54m3 stops
Wed, Nov 27
10:56 pm - 1:12 amDFW-MDW
2h 16mnonstop
3:53 pm - 6:40 pmMDW-DFW
2h 47mnonstop
$143Frontier
Find Deal
Sat, Nov 23 - Tue, Nov 26
10:56 pm - 1:12 amDFW-MDW
2h 16mnonstop
9:00 am - 11:42 amMDW-DFW
2h 42mnonstop
$144Frontier
Find Deal
Sat, Nov 23 - Tue, Nov 26
10:56 pm - 1:12 amDFW-MDW
2h 16mnonstop
3:53 pm - 6:40 pmMDW-DFW
2h 47mnonstop
$145Frontier
Find Deal
Sat, Nov 23 - Mon, Nov 25
10:56 pm - 1:12 amDFW-MDW
2h 16mnonstop
6:00 am - 8:44 amMDW-DFW
2h 44mnonstop
$147Frontier
Find Deal
Sat, Nov 23 - Sun, Nov 24
1:10 pm - 2:55 pmTUL-MDW
1h 45mnonstop
2:20 pm - 4:15 pmMDW-TUL
1h 55mnonstop
$352Southwest
Find Deal
Sat, Nov 23 - Sun, Nov 24
5:10 pm - 9:46 pmTUL-MDW
4h 36m1 stop
6:00 am - 12:26 pmMDW-TUL
6h 26m1 stop
$458Delta
Find Deal
Sat, Nov 23 - Sun, Nov 24
1:10 pm - 2:55 pmTUL-MDW
1h 45mnonstop
10:20 am - 6:30 pmMDW-TUL
8h 10m1 stop
$482Southwest
Find Deal
Sat, Nov 23 - Sun, Nov 24
2:11 pm - 8:19 pmDFW-MDW
30h 08m3 stops
6:41 pm - 5:41 pmMDW-DFW
23h 00m2 stops
Thu, Nov 21 - Sun, Nov 24
5:07 pm - 8:19 pmDFW-MDW
27h 12m2 stops
6:41 pm - 5:41 pmMDW-DFW
23h 00m2 stops
Thu, Nov 21 - Sun, Nov 24
7:15 am - 1:35 pmOKC-MDW
6h 20m1 stop
6:00 am - 1:32 pmMDW-OKC
7h 32m1 stop
$588Delta
Find Deal
Wed, Nov 20 - Sun, Nov 24
9:50 am - 12:11 pmDFW-MDW
2h 21mnonstop
5:10 am - 7:55 amMDW-DFW
2h 45mnonstop
$101Frontier
Find Deal
Wed, Feb 26 - Sun, Mar 2
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$106Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
6:20 am - 9:07 amMDW-DFW
2h 47mnonstop
$111Frontier
Find Deal
Wed, Dec 25 - Tue, Dec 31
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
12:10 pm - 3:03 pmMDW-DFW
2h 53mnonstop
$124Frontier
Find Deal
Wed, Dec 25 - Wed, Jan 1
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
2:15 pm - 5:02 pmMDW-DFW
2h 47mnonstop
$126Frontier
Find Deal
Tue, Dec 31 - Mon, Jan 6
9:03 pm - 11:20 pmDFW-MDW
2h 17mnonstop
2:15 pm - 5:02 pmMDW-DFW
2h 47mnonstop
$127Frontier
Find Deal
Wed, Jan 1 - Mon, Jan 6
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
2:55 pm - 5:42 pmMDW-DFW
2h 47mnonstop
$128Frontier
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:46 pm - 9:02 pmDFW-MDW
2h 16mnonstop
2:55 pm - 5:42 pmMDW-DFW
2h 47mnonstop
$130Frontier
Find Deal
Thu, Dec 5 - Mon, Dec 9
3:20 pm - 5:15 pmOKC-MDW
1h 55mnonstop
9:45 am - 11:55 amMDW-OKC
2h 10mnonstop
$306Southwest
Find Deal
Tue, Dec 17 - Tue, Dec 24
3:20 pm - 5:15 pmOKC-MDW
1h 55mnonstop
9:15 am - 11:30 amMDW-OKC
2h 15mnonstop
$324Southwest
Find Deal
Tue, Dec 24 - Fri, Jan 17

Frontier flights from Oklahoma to Chicago Midway Airport

Our best Frontier deals on Oklahoma to Chicago Midway Airport flight tickets
Frontier
Feb 12
DFW9:50 amDallas/Fort Worth
2h 21m
MDW12:11 pmChicago Midway
Feb 12
MDW4:20 pmChicago Midway
20h 05m
1 stop
DFW12:25 pmDallas/Fort Worth
Frontier
Dec 25
DFW9:03 pmDallas/Fort Worth
2h 17m
MDW11:20 pmChicago Midway
Jan 1
MDW6:25 amChicago Midway
12h 54m
1 stop
DFW7:19 pmDallas/Fort Worth
Frontier
Dec 17
DFW9:03 pmDallas/Fort Worth
2h 17m
MDW11:20 pmChicago Midway
Dec 18
MDW12:10 pmChicago Midway
2h 53m
DFW3:03 pmDallas/Fort Worth

Southwest flights from Oklahoma to Chicago Midway Airport

Our best Southwest deals on Oklahoma to Chicago Midway Airport flight tickets
Southwest
Dec 17
OKC3:20 pmOklahoma City Will Rogers World
1h 55m
MDW5:15 pmChicago Midway
Dec 24
MDW9:45 amChicago Midway
2h 10m
OKC11:55 amOklahoma City Will Rogers World
Southwest
Dec 17
OKC3:20 pmOklahoma City Will Rogers World
1h 55m
MDW5:15 pmChicago Midway
Dec 24
MDW7:10 amChicago Midway
8h 10m
1 stop
OKC3:20 pmOklahoma City Will Rogers World
Southwest
Dec 24
OKC3:20 pmOklahoma City Will Rogers World
1h 55m
MDW5:15 pmChicago Midway
Jan 17
MDW9:15 amChicago Midway
2h 15m
OKC11:30 amOklahoma City Will Rogers World

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

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 airline that flies to Chicago Midway Airport from Oklahoma?

Southwest. Southwest and Delta are the most popular carriers operating from Oklahoma to Chicago Midway Airport

How many flights depart from Oklahoma to Chicago Midway Airport on average per day?

As of November 2024, there are 2 flights per week flying from Oklahoma to Chicago Midway Airport. The most common time of day flights depart is 4:00PM, with 62% of flights taking off in the afternoon.

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

No. A direct flight is the cheapest option for a flight between Oklahoma to Chicago Midway Airport.

Cheap Oklahoma to Chicago Midway Airport flight deals and tips

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

Best Price Found

$53

Fastest flight time

1h 40m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Oklahoma in the past 72 hours is $53. The best round-trip flight deal from Oklahoma to Chicago Midway Airport found on momondo in the last 72 hours is $95.
The fastest flight from Oklahoma to Chicago Midway Airport takes 1h 40m
Direct flights go from Oklahoma to Chicago Midway Airport every day.

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

    Prices for flights from Oklahoma to Chicago Midway Airport are updated daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oklahoma to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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


Best airlines flying from Oklahoma to Chicago Midway Airport

Compare and see reviews for airlines that fly from Oklahoma to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $206Free CancellationRating
8.0
8,766 reviews
Search Delta flights
SouthwestPriceFrom $256Free CancellationRating
8.1
5,022 reviews
Search Southwest flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oklahoma to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Chicago from Oklahoma on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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 Chicago from Oklahoma.

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

Yes. momondo can track prices for Oklahoma to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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