Cheap Flight Tickets from Chicago (MDW) to Oklahoma City (OKC), Starting at $538

Good to Know: Cheapest and Fastest MDW - OKC Flights

Useful information for finding best airline tickets from Chicago Midway International to Will Rogers World on your next trip.

Cheapest Round Trip Flight

$548

WN Southwest Airlines • 1 stop • 8h 20m

Oct 13 – Oct 15

The cheapest round trip flight from Chicago to Oklahoma City (MDW-OKC-MDW) is currently $548

🔍 Search Flights

Cheapest Direct Flight

$538

WN Southwest Airlines • nonstop • 3h 30m

Oct 13

The cheapest nonstop flight from Chicago to Oklahoma City (MDW-OKC) is currently $538

🔍 Search Flights

Fastest Flight

3h 25m

The fastest nonstop flight from Chicago to Oklahoma City (MDW-OKC) takes 3h 25m

Top Airlines Flying from Chicago to Oklahoma City

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Chicago (MDW) to Oklahoma City (OKC)

Compare and book low fare round-trip air tickets from Chicago to Oklahoma City. Ideal for travelers with confirmed return itineraries.

Oct 13 - Oct 15, Economy
WN
Chicago → Oklahoma City
8h 20m
5:40 AM - 10:40 AM • 1 stop
WN
Chicago → Oklahoma City
2h 35m
5:05 AM - 7:00 AM • nonstop
$548
Southwest Airlines
Oct 13 - Oct 15, Economy
WN
Chicago → Oklahoma City
3h 25m
10:00 AM - 12:05 PM • nonstop
WN
Chicago → Oklahoma City
11h 40m
6:10 PM - 1:10 AM • 1 stop
$548
Southwest Airlines
Oct 13 - Oct 15, Economy
WN
Chicago → Oklahoma City
8h 40m
10:00 AM - 3:20 PM • 1 stop
WN
Chicago → Oklahoma City
2h 35m
5:05 AM - 7:00 AM • nonstop
$548
Southwest Airlines
Oct 13 - Oct 15, Economy
WN
Chicago → Oklahoma City
3h 30m
8:55 PM - 11:05 PM • nonstop
WN
Chicago → Oklahoma City
10h 10m
11:45 AM - 5:55 PM • 1 stop
$548
Southwest Airlines
Oct 13 - Oct 15, Economy
WN
Chicago → Oklahoma City
10h 5m
7:40 AM - 1:45 PM • 1 stop
WN
Chicago → Oklahoma City
2h 35m
5:05 AM - 7:00 AM • nonstop
$548
Southwest Airlines
Oct 13 - Oct 15, Economy
WN
Chicago → Oklahoma City
8h 20m
5:40 AM - 10:40 AM • 1 stop
WN
Chicago → Oklahoma City
7h 30m
12:55 PM - 5:45 PM • 1 stop
$557
Southwest Airlines

Fly from Chicago to Oklahoma City with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Oklahoma City? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Oklahoma City Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to OKC?
The most popular airline flying from Chicago to Oklahoma City are
Can I fly from MDW to OKC non-stop?
Yes, you can fly MDW to OKC non-stop on
Which airlines fly nonstop between Chicago and Oklahoma City?
The non-stop flights between Chicago and Oklahoma City are .
What’s the earliest departure time from MDW to OKC Airport?
The earliest flight leaves MDW at 5:40 am and lands in OKC - Will Rogers World
What are the airports in Oklahoma City?
OKC
Can I make changes to my Chicago to Oklahoma City flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to OKC?
Read the fare rules of the Chicago to Oklahoma City air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Oklahoma City?
operate flights between Chicago and Oklahoma City
How long does a flight from Chicago to Oklahoma City take?
It takes approximately 2 hour to fly non-stop from MDW to OKC, which is 691.06 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Oklahoma City (OKC) ?
In the past couple of days, the cheapest tickets to OKC from MDW were found on WN : USD 548
Do I need a passport to fly between MDW and OKC?
No
What’s the latest departure time from MDW to OKC ?
The last flight leaves MDW at 8:55 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to okc?
For a round-trip business class ticket from Chicago Midway International Airport (mdw) to Will Rogers World Airport (okc) with two stops, booking at least 43 days in advance can help you find the best Low Fares. Southwest Airlines (WN) is a budget-friendly option for this route. You can check for the latest airfare deals on our website to find the cheapestflights for your trip.
What's the popular airline to fly from mdw to okc?
You can fly from Chicago Midway International Airport (mdw) to Will Rogers World Airport (okc) on Southwest Airlines (WN) for a budget-friendly flight. Southwest Airlines offers premium business class service with priority, lounge access, and flatbed seats. Booking in advance is recommended, as Southwest Airlines often offers low fares for advance bookings made 43 days prior to departure.
What's the cheapest day of the week to fly from mdw to okc?
The cheapest day to fly from Chicago Midway International Airport (mdw) to Will Rogers World Airport (okc) is Wednesday. Flying on this day can help you save on airfares. Low fares are available for this route, especially when booking in advance. You can find budget-friendly flights with airlines offering affordable airfares.
What's the cheapest month to fly from mdw to okc?
The cheapest month to fly from Chicago Midway International Airport (mdw) to Will Rogers World Airport (okc) is November, as it tends to have lower airfares compared to other months. Booking in advance, with at least 43 days prior to your trip, can help you secure even better deals on budget-friendly flights.
Which airline/airlines fly from mdw to okc?
Porter Airline (PD) and Allegiant (G4) offer flights from Chicago Midway International Airport (mdw) to Will Rogers World Airport (okc) with two stops. For a business class ticket, you can expect to pay for a premium service with priority, lounge, and flatbed seats. Booking in advance, 43 days prior to your trip, can help you secure the best low fares.
What is the average airfare from Chicago Midway International Airport to Will Rogers World Airport?
The average airfare from Chicago Midway International Airport to Will Rogers World Airport is $250 for a round trip ticket.
How many advance booking days do I need to book a round trip flight from Chicago Midway International Airport to Will Rogers World Airport?
You need to book a round trip flight from Chicago Midway International Airport to Will Rogers World Airport at least 43 days in advance.
Can I book a Business class ticket from Milwaukee to Will Rogers World Airport?
No, you cannot book a Business class ticket from Milwaukee to Will Rogers World Airport. The origin airport is Chicago Midway International Airport.
How do I find the cheapest airline flights on fareleaders.com website?
You can find the cheapest airline flights on fareleaders.com website by using our airfare comparison tool and filtering by your preferred airline, destination, and travel dates.
What is the best time to book a flight from Will Rogers World Airport to Chicago Midway International Airport for the best fares?
The best time to book a flight from Will Rogers World Airport to Chicago Midway International Airport for the best fares is on Wednesdays in November.
Can I book a flight for July or December travel on fareleaders.com website?
Yes, you can book a flight for July or December travel on fareleaders.com website. Our website allows you to search for flights for any travel date.
How do I compare airfares and airflights on fareleaders.com website?
You can compare airfares and airflights on fareleaders.com website by using our airfare comparison tool and filtering by your preferred airline, destination, and travel dates.
What is the process of booking a flight on fareleaders.com website?
The process of booking a flight on fareleaders.com website is simple and easy. You can search for flights, compare prices, and book your ticket online.
How do I get the most out of my airfare on fareleaders.com website?
You can get the most out of your airfare on fareleaders.com website by using our airfare comparison tool, filtering by your preferred airline and travel dates, and booking in advance.

Chicago (MDW) to Oklahoma City (OKC): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Will Rogers World , Oklahoma City, US
Distance 691 miles

More Flight Options for Chicago (MDW) and Oklahoma City (OKC)

Why Fareleaders for MDW to OKC Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to Oklahoma City flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on MDW to OKC flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to Oklahoma City flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (MDW) to Oklahoma City (OKC)
Terms and Conditions*