Can I fly direct from Chicago to Oklahoma City?

Yes, direct flights from Chicago to Oklahoma City are available. Historically, approximately 31.9% of flights on this route have been direct. For travelers with connecting flights, the median number of stopovers observed was 2. This indicates that while direct options exist, a substantial portion of flights 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 2 hours and 24 minutes, covering a distance of 1114 kilometers. Flights with one stop, however, have a significantly longer median duration of 7 hours and 1 minute. This difference highlights the convenience of direct routes compared to those with connections.

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 one where good deals are regularly observed. Travelers can typically find favorable pricing options with consistent availability across the trailing quarter.

Flights From Chicago

To Oklahoma City

Cheap Flights from Chicago to Oklahoma City

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Deals from

Chicago

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

Prices updated 2 days ago

405 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

Today’s best flight deals from Chicago to Oklahoma City

Explore current cheapest deals departing from Chicago to Oklahoma City

2026-10-28 – 2026-10-29
CHI - Oklahoma City
78% AI deal score
$362
$194
Round trip
2026-10-14 – 2026-10-29
CHI - Oklahoma City
74% AI deal score
$313
$211
Round trip
2026-10-07 – 2026-10-29
CHI - Oklahoma City
73% AI deal score
$304
$215
Round trip
2026-09-21 – 2026-10-04
CHI - Oklahoma City
72% AI deal score
$298
$218
Round trip
2026-10-28 – 2026-11-05
CHI - Oklahoma City
75% AI deal score
$348
$224
Round trip
2026-10-28 – 2026-11-01
CHI - Oklahoma City
75% AI deal score
$363
$229
Round trip
2026-11-03 – 2026-11-05
CHI - Oklahoma City
73% AI deal score
$355
$231
Round trip
2026-08-13 – 2026-08-17
CHI - Oklahoma City
43% AI deal score
$189
$237
Round trip
2026-08-20 – 2026-08-24
CHI - Oklahoma City
43% AI deal score
$187
$237
Round trip
2026-08-08 – 2026-08-11
CHI - Oklahoma City
46% AI deal score
$197
$237
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 when connecting, this duration accounts for the additional travel time beyond a direct flight.

For travelers looking for 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. Only 3% of recent fares were classified as a good price, indicating that finding deals can be challenging, though new deals appear almost daily.

The cheapest time to fly from Chicago to Oklahoma City is often in November, with a median fare of $159. September also offers competitive prices, with a median of $160, followed by May at a median of $182. These months present the best opportunities for more affordable travel.

The route from Chicago to Oklahoma City covers a distance of 1114 km, classifying it as a short-haul journey. This distance is well within the range for regional travel, making it a relatively quick trip.

How much is a round trip from Chicago to Oklahoma City

Regular price: $295 - $381

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

The regular price range for flights from Chicago to Oklahoma City is between $295 and $381. The current lowest deal is $228 with Allegiant Air for travel from Oct 28-Oct 30.

now $228

Low $295

High $381

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

Sun, Jul 26

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$506

$461

One-way

Thu, Jul 30

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$571

$541

One-way

Thu, Aug 6

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$423

$362

One-way

Wed, Aug 12

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

Southwest Airlines

$178

$271

One-way

Wed, Aug 12

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

Southwest Airlines

$195

$271

One-way

Thu, Aug 13

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

Southwest Airlines

$197

$236

One-way

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

2 nights

Oct 13 - Oct 15

$406 → $247

39%

2 nights

Oct 12 - Oct 14

$404 → $247

39%

1 night

Nov 4 - Nov 5

$368 → $229

38%

2 nights

Oct 28 - Oct 30

$363 → $228

37%

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 below the typical level at $228.

📅 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.

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

✈️ Airlines & availability

Connecting flights are dominant on this route.

Connecting flights make up 68.1% of routes from Chicago to Oklahoma City.

🏆 Airline highlight

Allegiant Air offers deals from Chicago to Oklahoma City.

Allegiant Air has offered recent deals for flights from Chicago Rockford International to Will Rogers World.

🎯 Booking tip

Deals appear frequently on this route.

Deals for flights from Chicago to Oklahoma City appear frequently, with 3% good price share.

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

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 is a primary alternative for Oklahoma City residents with a manageable drive time.

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

💸 Flights from ~$177

Business & First Class Flight Deals to Oklahoma City

66% AI deal score

$753

$637

Save $116

Frequently Asked Questions About Flights to Oklahoma City

Historically, the optimal time to book flights from Chicago to Oklahoma City is typically 14-27 days before departure. During this period, the average price observed was $225. Booking within 0-6 days of departure saw average prices around $273, while 7-13 days out had an average of $272. Prices tend to be significantly higher when booking 28-59 days in advance, with an average price 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 were observed in the higher range. Therefore, aiming for fares around $228 or less indicates a favorable price.

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 showed favorable pricing with a median of $182. These months typically offer prices significantly lower than the annual median of $670 for this route.

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: $295 - $381

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

The regular price range for flights from Chicago to Oklahoma City is between $295 and $381. The current lowest deal is $228 with Allegiant Air for travel from Oct 28-Oct 30.

now $228

Low $295

High $381

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

American Airlines

Last-minute flights going from Chicago to Oklahoma City

Sun, Jul 26

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$506

$461

One-way

Thu, Jul 30

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

$571

$541

One-way

Thu, Aug 6

⌛ Last-Minute

ORD - Oklahoma City

Chicago (ORD) - Oklahoma City (OKC)

Frontier Airlines

$423

$362

One-way

Wed, Aug 12

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

Southwest Airlines

$178

$271

One-way

Wed, Aug 12

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

Southwest Airlines

$195

$271

One-way

Thu, Aug 13

⌛ Last-Minute

MDW - Oklahoma City

Chicago (MDW) - Oklahoma City (OKC)

Southwest Airlines

$197

$236

One-way

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

2 nights

Oct 13 - Oct 15

$406 → $247

39%

2 nights

Oct 12 - Oct 14

$404 → $247

39%

1 night

Nov 4 - Nov 5

$368 → $229

38%

2 nights

Oct 28 - Oct 30

$363 → $228

37%

Popular Airports to fly from Chicago to Oklahoma City