How many flights from Oklahoma City to Chicago are non-stop?

In the trailing 90 days, approximately 54.8% of flights from Oklahoma City to Chicago were non-stop. For flights that include stopovers, travelers typically experience a median of 2 connections. This indicates that direct options are frequently available for this route.

How many hours is the flight from Oklahoma City to Chicago?

A direct flight from Oklahoma City to Chicago typically takes about 2 hours and 20 minutes. For flights with one stop, the median travel time extends to approximately 6 hours and 16 minutes. The air distance between the two cities is 1111 kilometers.

Are non-stop flights from Oklahoma City to Chicago worth the extra cost?

Historically, non-stop flights from Oklahoma City to Chicago are approximately 21% more expensive than connecting flights. The median price for a direct flight is $397, while connecting flights have a median price of $328. Nearly half of the flights, specifically 48.7%, are direct, offering a trade-off between convenience and cost.

Flights From Oklahoma City

To Chicago

Cheap Flights from Oklahoma City to Chicago

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Deals from

Oklahoma City

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Prices updated 5 days ago

402 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)

Today’s best flight deals from Oklahoma City to Chicago

Explore current cheapest deals departing from Oklahoma City to Chicago

Round trip

Sort by: Cheapest

October 29 - November 10

Cheapest

OKC - Chicago

$274

$160

Round trip

October 29 - November 11

Cheapest

OKC - Chicago

$273

$160

Round trip

October 29 - November 17

Cheapest

OKC - Chicago

$265

$160

Round trip

November 12 - November 17

Best

OKC - Chicago

$307

$162

Round trip

November 10 - November 17

OKC - Chicago

$301

$162

Round trip

September 23 - September 30

Earliest

OKC - Chicago

$273

$173

Round trip

October 13 - November 10

OKC - Chicago

$239

$179

Round trip

October 29 - November 2

OKC - Chicago

$308

$185

Round trip

September 23 - September 28

Earliest

OKC - Chicago

$281

$195

Round trip

November 1 - November 17

OKC - Chicago

$285

$199

Round trip

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Oklahoma City to Chicago: Overview

Insights for flights from Oklahoma City to Chicago

For cheap flights from Oklahoma City to Chicago, the most affordable month to fly is typically February, with a median fare of $197. Following closely, January also offers competitive prices, with a median of $202, and April presents another good option at $239.

Right now, fares for this route are below the typical level. Prices for flights from Oklahoma City to Chicago typically range from $330–$446, with a median of $399. Only 1% of recent fares were classified as a good price, indicating that finding exceptional deals can be challenging.

A meaningful share of itineraries between Oklahoma City and Chicago are non-stop, while the rest connect once. Specifically, 54.8% of recent fares were for direct flights from Oklahoma City to Chicago. For itineraries that include connections, travelers typically encounter 2 stopovers.

A typical journey from Oklahoma City to Chicago takes about 2h 20m, including connections. This duration accounts for both direct and connecting flights, providing an overall picture of travel time for this route.

The distance between Oklahoma City and Chicago is 1111 km, classifying it as a short-haul route. This means you can expect a relatively quick flight, making it a convenient option for travelers.

How much is a round trip from Oklahoma City to Chicago

Regular price: $223 - $378

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

The regular price range for this route is $223 to $378. The current lowest deal is $160 with Frontier Airlines, for travel from Oct 29-Nov 17.

now $160

Low $223

High $378

The cheapest time to fly from Oklahoma City to Chicago

The cheapest month to fly from Oklahoma City to Chicago is January, with a median price of $237. The most expensive month is June, with a median price of $543. Prices are generally lower from January to December.

January

Cheapest

Flights from $237

June

Most Expensive

Flights from $543

Jan

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Oklahoma City to Chicago

American Airlines

Southwest Airlines

Last-minute flights going from Oklahoma City to Chicago

Sat, Jul 11

⌛ Last-Minute

OKC - Chicago

Oklahoma City (OKC) - Chicago (MDW)

$644

$503

One-way

Tue, Jul 14

⌛ Last-Minute

OKC - Chicago

Oklahoma City (OKC) - Chicago (ORD)

Frontier Airlines

$378

$315

One-way

Mon, Jul 20

⌛ Last-Minute

OKC - Chicago

Oklahoma City (OKC) - Chicago (MDW)

Southwest Airlines

$537

$506

One-way

Thu, Jul 23

⌛ Last-Minute

OKC - Chicago

Oklahoma City (OKC) - Chicago (MDW)

$583

$467

One-way

Thu, Jul 23

⌛ Last-Minute

OKC - Chicago

Oklahoma City (OKC) - Chicago (MDW)

$587

$467

One-way

Tue, Aug 4

⌛ Last-Minute

OKC - Chicago

Oklahoma City (OKC) - Chicago (ORD)

$278

$238

One-way

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

3 nights

Jul 4 - Jul 7

$718 → $407

43%

2 nights

Jul 4 - Jul 6

$725 → $445

39%

1 night

Jul 4 - Jul 5

$728 → $459

37%

3 nights

Jul 7 - Jul 10

$714 → $483

32%

Popular Airports to fly from Oklahoma City to Chicago

Oklahoma City - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Oklahoma City to Chicago are below the typical level at $160.

📅 Best time to fly

January is historically the cheapest month to fly

Historically, January is the cheapest month to fly from Oklahoma City to Chicago, with a median price of $237.

⏱️ Flight duration

Direct flights average 2h 20m

Direct flights from Oklahoma City to Chicago typically average 2h 20m, while connecting flights average 21h 14m.

✈️ Airlines & availability

54.8% of recent flights are direct

54.8% of recent flights from Oklahoma City to Chicago are direct, with a median of 2 stopovers for connecting flights.

🏆 Airline highlight

Frontier Airlines offers the lowest recent fare

Frontier Airlines recently offered a fare of $160 from Oklahoma City to Chicago.

🎯 Booking tip

Deals are frequent on this route

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

Oklahoma City main airports to depart from

Will Rogers World (OKC)

Cheapest

Will Rogers World Airport (OKC) is a convenient option for flights from Oklahoma City to Chicago.

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

💸 Flights from ~$160

Chicago main airports to arrive at

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub for flights to Chicago from Oklahoma City.

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

💸 Flights from ~$160

Chicago Midway International (MDW)

Chicago Midway International Airport offers a convenient option for arriving in Chicago from Oklahoma City.

📍 ~14 km from Chicago city center (reachable by car or public transport).

💸 Flights from ~$226

Chicago Rockford International (RFD)

Chicago Rockford International Airport is an alternative arrival airport for flights to the Chicago area.

📍 ~126 km from Chicago city center (reachable by car).

💸 Flights from ~$229

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and is easily accessible from Chicago.

📍 ~135 km from Chicago (reachable by rail or car)

💸 Flights from ~$227

Gerald R. Ford International (GRR)

Gerald R. Ford International provides a robust domestic network with a strong presence of airlines.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$248

Dane County Regional (MSN)

Dane County Regional is a reliable regional hub with efficient operations and direct highway access.

📍 ~205 km from Chicago (reachable by car)

💸 Flights from ~$290

South Bend International (SBN)

Cheapest

South Bend International is geographically the closest alternative and offers convenient rail service.

📍 ~120 km from Chicago (reachable by rail or car)

💸 Flights from ~$219

Fort Wayne International (FWA)

Fort Wayne International offers multiple cabin classes and solid connectivity for eastern domestic destinations.

📍 ~235 km from Chicago (reachable by car)

💸 Flights from ~$308

Business & First Class Flight Deals to Chicago

47% AI deal score

$2,456

From OKC

Elite

Sep 04

Chicago, United States

47% AI deal score

$676

From OKC

Elite

Jul 30

Chicago, United States

47% AI deal score

$715

From OKC

Elite

Jul 31

Chicago, United States

47% AI deal score

$1,265

$1,102

Save $163

From OKC

Elite

Sep 21

Chicago, United States

46% AI deal score

$693

From OKC

Elite

Aug 26

Chicago, United States

43% AI deal score

Chicago, United States

41% AI deal score

$2,528

Frequently Asked Questions About Flights to Chicago

Historically, the optimal booking window for flights from Oklahoma City to Chicago is typically between 28 and 59 days prior to departure. During this period, the average price for a flight is around $315. Booking within 0-6 days of departure generally sees prices rise significantly, averaging $482. Planning ahead by at least four weeks can lead to more favorable pricing.

Across the trailing quarter, a good price for a flight from Oklahoma City to Chicago is considered to be $330 or less. The median price for this route over the same period was $399. Prices can vary, with 75% of observed fares being $446 or less.

Historically, February and January are typically the cheapest months to fly from Oklahoma City to Chicago, with median prices around $197 and $202, respectively. April also offers competitive pricing, with a median of $239. These prices are notably lower than the annual median for this route, which stands at $399.

Related routes

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