Can I fly direct from Chicago to Oklahoma City?

Yes, direct flights from Chicago to Oklahoma City are available. In the trailing 90 days, approximately 31.9% of flights on this route were direct. For travelers opting for connecting flights, the median number of stopovers is typically 2. This means a substantial portion of the available flights will involve at least one stop.

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

A direct flight from Chicago to Oklahoma City typically takes about 2 hours and 24 minutes. This route covers a distance of 1114 kilometers. For flights with one stop, the median travel time extends to approximately 7 hours and 1 minute. Travelers should consider these durations when planning their journey.

How often do cheap flights from Chicago to Oklahoma City come up?

Historically, cheap flights from Chicago to Oklahoma City come up frequently. This route is classified as having frequent deal availability. Travelers looking for good prices on this route can expect opportunities to arise regularly. This consistent availability makes it easier to find favorable fares when planning a trip.

Flights From Chicago

To Oklahoma City

Cheap Flights from Chicago to Oklahoma City

Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Chicago

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

Prices updated 6 days ago

459 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 8, 2026.)

Today’s best flight deals from Chicago to Oklahoma City

Explore current cheapest deals departing from Chicago to Oklahoma City

2026-10-01 – 2026-10-02
CHI - Oklahoma City
74% AI deal score
$326
$209
Round trip
2026-10-01 – 2026-10-05
CHI - Oklahoma City
74% AI deal score
$327
$210
Round trip
2026-10-07 – 2026-10-19
CHI - Oklahoma City
65% AI deal score
$276
$217
Round trip
2026-09-22 – 2026-09-23
CHI - Oklahoma City
74% AI deal score
$350
$218
Round trip
2026-09-22 – 2026-09-29
CHI - Oklahoma City
73% AI deal score
$325
$218
Round trip
2026-09-29 – 2026-09-30
CHI - Oklahoma City
74% AI deal score
$343
$218
Round trip
2026-09-22 – 2026-10-19
CHI - Oklahoma City
65% AI deal score
$276
$218
Round trip
2026-10-13 – 2026-10-19
CHI - Oklahoma City
72% AI deal score
$309
$218
Round trip
2026-09-22 – 2026-09-30
CHI - Oklahoma City
72% AI deal score
$311
$218
Round trip
2026-10-05 – 2026-10-19
CHI - Oklahoma City
65% AI deal score
$274
$219
Round trip

Chicago to Oklahoma City: Overview

Insights for flights from Chicago to Oklahoma City

A typical journey from Chicago to Oklahoma City takes about 2h 32m, including connections. Given that most itineraries connect at least once, with a median of 2 stopovers for connecting flights, this duration accounts for the layovers you might encounter on this route.

For travelers seeking cheap flights from Chicago to Oklahoma City, fares typically range from $228–$1026, with a median of $670. Right now, current fares are above the typical level, and only 3% of recent fares were classified as a good price. New deals appear almost daily, suggesting frequent opportunities to find better prices.

The cheapest time to fly from Chicago to Oklahoma City is typically in November, with a median fare of $159. Following closely, September also offers competitive pricing, with a median fare of $160. May is another favorable month, with median fares around $182.

The route from Chicago to Oklahoma City covers a distance of 1114 km, classifying it as a short-haul journey. This distance is consistent with the typical flight times observed for this route.

How much is a round trip from Chicago to Oklahoma City

Regular price: $285 - $487

Prices are currently below the regular range.

The regular price range for flights from Chicago to Oklahoma City is $285 to $487. The current lowest deal is $222 with Frontier Airlines for travel from Sep 22-Sep 23.

now $222

Low $285

High $487

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

Southwest Airlines

Last-minute flights going from Chicago to Oklahoma City

Tue, Sep 8

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$550

$523

One-way

Wed, Sep 9

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$528

$523

One-way

Thu, Sep 10

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$462

$280

One-way

Thu, Sep 10

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$556

$300

One-way

Thu, Sep 10

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$528

$513

One-way

Fri, Sep 11

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$462

$329

One-way

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

7 nights

Sep 5 - Sep 12

$462 → $291

37%

3 nights

Sep 12 - Sep 15

$402 → $240

40%

4 nights

Sep 17 - Sep 21

$359 → $211

41%

2 nights

Sep 19 - Sep 21

$358 → $211

41%

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 for Chicago to Oklahoma City are $222, which is below the typical level.

📅 Best time to fly

Fly in November for the best prices

Historically, November, September, and May offer the lowest median prices for this route.

⏱️ Flight duration

Average flight time is 2h 32m

The median flight duration from Chicago to Oklahoma City is 2 hours and 32 minutes.

✈️ Airlines & availability

Connecting flights are more common

Historically, around 31.9% of flights on this route are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines has offered direct flights on the Chicago to Oklahoma City route.

🎯 Booking tip

Deals are frequent for this route

Deals for flights from Chicago to Oklahoma City are frequent, appearing within a 30-day window.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

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

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

💸 Flights from ~$182

Oklahoma City main airports to arrive at

Will Rogers World (OKC)

Cheapest

Will Rogers World Airport is the most affordable option for flights to Oklahoma City.

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

💸 Flights from ~$197

Airports nearby Oklahoma City used as alternative

Tulsa International (TUL)

Tulsa International is a practical alternative for Oklahoma City travelers due to its proximity and service levels.

📍 ~170 km from Oklahoma City (reachable by car, may involve tolls)

💸 Flights from ~$176

Business & First Class Flight Deals to Oklahoma City

Discover luxury on the budget with premium cabin class on flights from Chicago to Oklahoma City.

Elite

Best Elite deals to Oklahoma City

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Sep 08

Oklahoma City, United States

75% AI deal score

$1,075

$777

Save $298

United Airlines

Business Class

From ORD

Elite

Sep 09

Oklahoma City, United States

67% AI deal score

$1,316

$1,057

Save $259

United Airlines

Business Class

From ORD

Elite

Sep 26

Oklahoma City, United States

66% AI deal score

$851

$731

Save $120

United Airlines

Business Class

From ORD

Elite

Sep 22

Oklahoma City, United States

66% AI deal score

$886

$777

Save $109

United Airlines

Business Class

From ORD

Elite

Oct 08

Oklahoma City, United States

65% AI deal score

$751

$685

Save $66

United Airlines

Business Class

From ORD

Elite

Oct 07

Oklahoma City, United States

50% AI deal score

$738

$685

Save $53

United Airlines

Business Class

From ORD

Elite

Dec 11

Oklahoma City, United States

49% AI deal score

$1,790

$1,722

Save $68

Alaska Airlines, Inc.

Business Class

From ORD

Elite

Oct 16

Oklahoma City, United States

49% AI deal score

$752

$718

Save $34

United Airlines

Business Class

From ORD

Elite

Oct 23

Oklahoma City, United States

49% AI deal score

$781

$731

Save $50

United Airlines

Business Class

From ORD

Elite

Dec 11

Oklahoma City, United States

48% AI deal score

$1,706

$1,703

Save $3

Alaska Airlines, Inc.

Business Class

From ORD

Elite

Dec 11

Oklahoma City, United States

48% AI deal score

$1,751

$1,722

Save $29

Alaska Airlines, Inc.

Business Class

From ORD

Elite

Dec 13

Oklahoma City, United States

48% AI deal score

$1,784

$1,753

Save $31

Alaska Airlines, Inc.

Business Class

Frequently Asked Questions About Flights to Oklahoma City

Historically, the optimal booking window for flights from Chicago to Oklahoma City is typically 14-27 days before departure. During this period, the average price for a ticket is around $225. Booking within 0-6 days of departure sees prices at approximately $273, while booking 7-13 days out averages $272. Prices tend to be significantly higher when booking 28-59 days in advance, with an average of $807.

Across the trailing quarter, a flight from Chicago to Oklahoma City is considered a good deal if it is priced at or below $228. The median price for this route over the same period was $670. Prices exceeding $1026 are typically in the higher range for this route. Travelers should aim for prices around the $228 mark to secure a favorable fare.

Historically, the cheapest months to fly from Chicago to Oklahoma City include November, with a median price of $159, and September, with a median price of $160. May also offers competitive pricing, with a median of $182. The annual median price for this route is $670, indicating that these months offer significant savings compared to the yearly average.

Related routes

More routes from Chicago

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Flights to Oklahoma City from other cities

Flights from Dallas to Oklahoma City Flights from Dubai to Oklahoma City Flights from Indianapolis to Oklahoma City Flights from Jacksonville to Oklahoma City Flights from Kansas City to Oklahoma City Flights from Los Angeles to Oklahoma City Flights from Minneapolis to Oklahoma City Flights from New York to Oklahoma City Flights from Nottingham to Oklahoma City Flights from Orlando to Oklahoma City Flights from Seattle to Oklahoma City Flights from Singapore to Oklahoma City

Chicago to Oklahoma City: Overview

Insights for flights from Chicago to Oklahoma City

How much is a round trip from Chicago to Oklahoma City

Regular price: $285 - $487

Prices are currently below the regular range.

The regular price range for flights from Chicago to Oklahoma City is $285 to $487. The current lowest deal is $222 with Frontier Airlines for travel from Sep 22-Sep 23.

now $222

Low $285

High $487

The cheapest time to fly from Chicago to Oklahoma City

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

Southwest Airlines

Last-minute flights going from Chicago to Oklahoma City

Tue, Sep 8

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$550

$523

One-way

Wed, Sep 9

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$528

$523

One-way

Thu, Sep 10

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$462

$280

One-way

Thu, Sep 10

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$556

$300

One-way

Thu, Sep 10

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$528

$513

One-way

Fri, Sep 11

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$462

$329

One-way

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

7 nights

Sep 5 - Sep 12

$462 → $291

37%

3 nights

Sep 12 - Sep 15

$402 → $240

40%

4 nights

Sep 17 - Sep 21

$359 → $211

41%

2 nights

Sep 19 - Sep 21

$358 → $211

41%

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 for Chicago to Oklahoma City are $222, which is below the typical level.

📅 Best time to fly

Fly in November for the best prices

Historically, November, September, and May offer the lowest median prices for this route.

⏱️ Flight duration

Average flight time is 2h 32m

The median flight duration from Chicago to Oklahoma City is 2 hours and 32 minutes.

✈️ Airlines & availability

Connecting flights are more common

Historically, around 31.9% of flights on this route are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines has offered direct flights on the Chicago to Oklahoma City route.

🎯 Booking tip

Deals are frequent for this route

Deals for flights from Chicago to Oklahoma City are frequent, appearing within a 30-day window.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

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

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

💸 Flights from ~$182

Oklahoma City main airports to arrive at

Will Rogers World (OKC)

Cheapest

Will Rogers World Airport is the most affordable option for flights to Oklahoma City.

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

💸 Flights from ~$197

Airports nearby Oklahoma City used as alternative

Tulsa International (TUL)

Tulsa International is a practical alternative for Oklahoma City travelers due to its proximity and service levels.

Oklahoma City, United States

48% AI deal score

$1,784

$1,753

Save $31

Alaska Airlines, Inc.

Business Class

Frequently Asked Questions About Flights to Oklahoma City

Cheap Flights from Chicago to Oklahoma City

Today’s best flight deals from Chicago to Oklahoma City

Chicago to Oklahoma City: Overview

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

Fly in November for the best prices

Average flight time is 2h 32m

Connecting flights are more common

Southwest Airlines offers direct flights

Deals are frequent 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

Sep 08

Sep 09

Sep 26

Sep 22

Oct 08

Oct 07

Dec 11

Oct 16

Oct 23

Dec 11

Dec 11

Dec 13

Frequently Asked Questions About Flights 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?

Which months have the cheapest flights 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 often do cheap flights from Chicago to Oklahoma City come up?

Related routes

More routes from Chicago

Flights to Oklahoma City from other cities

Chicago to Oklahoma City: Overview

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

Fly in November for the best prices

Average flight time is 2h 32m

Connecting flights are more common

Southwest Airlines offers direct flights

Deals are frequent 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

Sep 08

Sep 09

Sep 26

Sep 22

Oct 08

Oct 07

Dec 11

Oct 16

Oct 23

Dec 11

Dec 11

Dec 13

Frequently Asked Questions About Flights 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?

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