To Oklahoma City

Cheap Flights from Chicago to Oklahoma City

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RatePunk searches hundreds of travel sites at once for deals on flights to Oklahoma City

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Chicago to Oklahoma City

Explore current cheapest deals departing from Chicago to Oklahoma City

Round trip

Sort by: Cheapest

October 20 - November 18

Cheapest

ORD - Oklahoma City

$318

$177

Round trip

October 20 - November 17

ORD - Oklahoma City

$318

$179

Round trip

October 20 - November 10

ORD - Oklahoma City

$319

$179

Round trip

October 20 - October 27

ORD - Oklahoma City

$352

$197

Round trip

November 16 - November 18

Best

ORD - Oklahoma City

$387

$197

Round trip

October 21 - November 18

RFD - Oklahoma City

$337

$207

Round trip

September 2 - September 8

ORD - Oklahoma City

$177

$228

Round trip

September 15 - September 23

ORD - Oklahoma City

$330

$230

Round trip

July 22 - July 23

Earliest

ORD - Oklahoma City

$344

$263

Round trip

September 10 - September 13

ORD - Oklahoma City

$347

$268

Round trip

Unlock all 500+ flight deals to Oklahoma City and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Chicago to Oklahoma City

A typical journey from Chicago to Oklahoma City takes about 2h 32m, including connections. This route often involves layovers, as a meaningful share are non-stop, the rest connect once. When itineraries do include connections, travelers can expect a median of 2 stopovers.

For those seeking cheap flights from Chicago to Oklahoma City, prices typically range from $180–$572, with a median of $197. Right now, current fares are above the typical level. Only 2% of recent fares were classified as a good price, indicating that finding exceptionally low fares may require some flexibility. New deals appear almost daily for this route, suggesting frequent opportunities to find better prices.

The cheapest months to fly from Chicago to Oklahoma City are typically November, with a median fare of $159, and September, where the median fare is $160. May also offers competitive pricing, with a median fare of $182. Planning your trip during these months could result in more favorable pricing compared to other times of the year.

The distance between Chicago and Oklahoma City is 1114 kilometers, classifying this as a short-haul route. This means you can expect a relatively quick travel experience, making it suitable for shorter trips or quick getaways.

How much is a round trip from Chicago to Oklahoma City

Regular price: $259 - $385

Prices for flights from Chicago to Oklahoma City are currently below the regular range.

The regular price range for this route is $259 to $385. The current lowest deal is $177 with Frontier Airlines, for travel from Oct 20 to Nov 18.

now $177

Low $259

High $385

The cheapest time to fly from Chicago to Oklahoma City

The cheapest month to fly from Chicago to Oklahoma City is November, with a median price of $159. The most expensive month is July, with a median price of $685. Prices are generally lower from January to December.

November

Cheapest

Flights from $159

July

Most Expensive

Flights from $685

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Oklahoma City

American Airlines

Last-minute flights going from Chicago to Oklahoma City

Wed, Jun 17

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$510

$493

One-way

Sat, Jun 20

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$509

$493

One-way

Tue, Jun 30

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$238

$359

One-way

Wed, Jul 1

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

United Airlines

$227

$358

One-way

Wed, Jul 1

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

American Airlines

$184

$375

One-way

Wed, Jul 1

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

United Airlines

$209

$410

One-way

Biggest price drops on these dates for flights from Chicago to Oklahoma City

2 nights

Nov 16 - Nov 18

$387 → $197

49%

7 nights

Oct 20 - Oct 27

$352 → $197

44%

29 nights

Oct 20 - Nov 18

$318 → $177

44%

21 nights

Oct 20 - Nov 10

$319 → $179

44%

Popular Airports to fly from Chicago to Oklahoma City

Chicago - Oklahoma City route insights

💸 Price insights

Recent fares are below the typical level.

Recent fares from Chicago to Oklahoma City are currently at $177, which is below the typical level.

📅 Best time to fly

November is historically the cheapest month to fly.

Historically, November is the cheapest month to fly from Chicago to Oklahoma City, with a median price of $159.

⏱️ Flight duration

Direct flights take 2h 32m on average.

The typical direct flight from Chicago to Oklahoma City takes 2 hours and 32 minutes.

✈️ Airlines & availability

66% of recent deals are for direct flights.

66% of recent deals for this route are for direct flights, with 1 direct deal found.

🏆 Airline highlight

American Airlines offers direct flights.

American Airlines is an option for direct flights from Chicago to Oklahoma City.

🎯 Booking tip

Deals appear frequently for this route.

Deals for flights from Chicago to Oklahoma City appear frequently, about 0.6 times daily.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers the cheapest flights from Chicago to Oklahoma City.

📍 ~25 km from Chicago (reachable by car or train)

💸 Flights from ~$177

Chicago Midway International (MDW)

Chicago Midway International Airport is another option for flights from Chicago to Oklahoma City.

📍 ~15 km from Chicago (reachable by car or train)

💸 Flights from ~$282

Chicago Rockford International (RFD)

Chicago Rockford International Airport provides an alternative departure point for flights to Oklahoma City.

📍 ~115 km from Chicago (reachable by car)

💸 Flights from ~$230

Oklahoma City main airports to arrive at

Will Rogers World (OKC)

Cheapest

Will Rogers World Airport is the primary airport for flights arriving in Oklahoma City.

📍 ~11 km from Oklahoma City (reachable by car)

💸 Flights from ~$177

Airports nearby Oklahoma City used as alternative

Tulsa International (TUL)

Tulsa International (TUL) is a useful alternative with a wide range of domestic carriers and easy highway access.

📍 ~160 km from Oklahoma City (reachable by car)

💸 Flights from ~$212

Wichita Dwight D. Eisenhower National (ICT)

Wichita Dwight D. Eisenhower National (ICT) is a reliable regional airport with straightforward access via I-35 North.

📍 ~200 km from Oklahoma City (reachable by car)

💸 Flights from ~$212

Dallas/Fort Worth International (DFW)

Cheapest

Dallas/Fort Worth International (DFW) is a massive global hub offering extensive international and domestic connectivity.

📍 ~290 km from Oklahoma City (reachable by car)

💸 Flights from ~$87

Dallas Love Field (DAL)

Dallas Love Field (DAL) is a major hub for Southwest Airlines providing numerous domestic connections.

📍 ~290 km from Oklahoma City (reachable by car)

💸 Flights from ~$159

Northwest Arkansas Regional (XNA)

Northwest Arkansas Regional (XNA) is a growing regional airport with strong business-oriented flight schedules.

📍 ~320 km from Oklahoma City (reachable by car)

💸 Flights from ~$223

Business & First Class Flight Deals to Oklahoma City

47% AI deal score

$629

From ORD

Elite

Jul 01

Oklahoma City, United States

47% AI deal score

$641

From ORD

Elite

Jul 01

Oklahoma City, United States

47% AI deal score

$658

From ORD

Elite

Jul 17

Oklahoma City, United States

47% AI deal score

$675

From ORD

Elite

Jun 27

Oklahoma City, United States

47% AI deal score

Oklahoma City, United States

39% AI deal score

$2,096

Frequently Asked Questions About Flights to Oklahoma City

Historically, the optimal time to book flights from Chicago to Oklahoma City is typically between 14 and 27 days before departure. During this window, the average price for flights has been around $225. Booking within 0-6 days of departure sees an average price of $273, while booking 7-13 days out averages $272. For those planning further ahead, flights booked 28-59 days in advance have averaged $807, and flights booked 60+ days out have averaged $243.

Across the trailing quarter, a flight from Chicago to Oklahoma City is considered a good deal if it is priced at or below $180. The median price for this route has historically been $197. Prices at the 75th percentile have been around $572. By comparing potential fares to the $180 threshold, travelers can identify favorable pricing for their journey.

Historically, November and September have offered the cheapest flights from Chicago to Oklahoma City. The median price in November has been $159, closely followed by September with a median of $160. May has also shown relatively low prices, with a median of $182. The annual median price for this route is typically around $197.

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Cheap Flights from Chicago to Oklahoma City

Today’s best flight deals from Chicago to Oklahoma City

Unlock all 500+ flight deals to Oklahoma City and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Chicago to Oklahoma City

How much is a round trip from Chicago to Oklahoma City

The cheapest time to fly from Chicago to Oklahoma City

Direct flights from Chicago to Oklahoma City

Last-minute flights going from Chicago to Oklahoma City

Biggest price drops on these dates for flights from Chicago to Oklahoma City

Popular Airports to fly from Chicago to Oklahoma City

Chicago - Oklahoma City route insights

Recent fares are below the typical level.

November is historically the cheapest month to fly.

Direct flights take 2h 32m on average.

66% of recent deals are for direct flights.

American Airlines offers direct flights.

Deals appear frequently for this route.

Chicago main airports to depart from

Oklahoma City main airports to arrive at

Airports nearby Oklahoma City used as alternative

Business & First Class Flight Deals to Oklahoma City

Best Elite deals to Oklahoma City

Jul 01

Jun 18

Jun 19

Aug 27

Aug 06

Jun 17

Jun 19

Jun 20

Aug 15

Aug 01

Aug 07

Aug 06

Aug 18

Sep 03

Aug 28

Jun 21

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Jul 15

Jul 01

Jul 01

Jul 14

Jul 01

Jul 01

Jul 17

Jun 27

Jul 04

Jul 22

Jul 06

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Nov 07

Nov 07

Jul 25

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Jun 26

Jul 06

Frequently Asked Questions About Flights to Oklahoma City

When is the best time to book flights from Chicago to Oklahoma City?

When is the best time to book flights from Chicago to Oklahoma City?

How do I know if a Chicago to Oklahoma City flight is a good deal?

How do I know if a Chicago to Oklahoma City flight is a good deal?

Which months have the cheapest flights from Chicago to Oklahoma City?

Which months have the cheapest flights from Chicago to Oklahoma City?

Can I fly direct from Chicago to Oklahoma City?

Can I fly direct from Chicago to Oklahoma City?

How long does it take to fly from Chicago to Oklahoma City?

How long does it take to fly from Chicago to Oklahoma City?

How often do flight deals from Chicago to Oklahoma City come up?

How often do flight deals from Chicago to Oklahoma City come up?

Related routes

Consider alternative routes from Chicago