How many flights depart from Oklahoma to Chicago on average per week?

As of August 2025, 597 flights take off from Oklahoma and land in Chicago each week. The most common flight departure day for this route is Tue, with 28% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Average flight duration from Oklahoma to Chicago depends on which airport you fly into and out of. Flying from Tulsa to Chicago O'Hare Intl Airport is 2h 02m on average, while flying from Oklahoma City to Chicago O'Hare Intl Airport is 2h 14m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Oklahoma according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Oklahoma to Chicago on average per day?

The number of flights available between Oklahoma and Chicago is 85 per day as of August 2025. The most frequent departure time is 7:00AM, with 44% of daily flights leaving at noon.

What is the cheapest airline that flies from Oklahoma to Chicago?

Frontier, Spirit Airlines, and Southwest are the most popular carriers operating from Oklahoma to Chicago

When did momondo last update prices for flights from Oklahoma to Chicago?

Prices for flights from Oklahoma to Chicago were last updated today.

How many operators does momondo search for flights from Oklahoma to Chicago?

The number of operators available for flights from Oklahoma to Chicago is 6 as of August 2025.

How old do you have to be to fly from Oklahoma to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oklahoma to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$50 Cheap Flights from Oklahoma to Chicago in 2025

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Find the cheapest flights from Oklahoma to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:55 pm - 11:26 pmDFW-ORD

2h 31mnonstop

5:25 am - 7:58 amORD-DFW

2h 33mnonstop

$96Frontier

Find Deal

Thu, Oct 16 - Sun, Oct 19

5:38 pm - 8:09 pmDFW-ORD

2h 31mnonstop

2:00 pm - 4:48 pmORD-DFW

2h 48mnonstop

$105Frontier

Find Deal

Sat, Nov 1 - Wed, Nov 5

9:28 pm - 11:50 pmDFW-ORD

2h 22mnonstop

10:05 pm - 12:34 amORD-DFW

2h 29mnonstop

$106Spirit Airlines

Find Deal

Mon, Oct 27 - Tue, Nov 11

5:38 pm - 8:09 pmDFW-ORD

2h 31mnonstop

10:05 pm - 12:34 amORD-DFW

2h 29mnonstop

$110

Find Deal

Sat, Nov 8 - Sun, Nov 9

9:28 pm - 11:50 pmDFW-ORD

2h 22mnonstop

2:00 pm - 4:48 pmORD-DFW

2h 48mnonstop

$111

Find Deal

Mon, Nov 3 - Wed, Nov 12

3:16 pm - 5:37 pmDFW-ORD

2h 21mnonstop

6:32 pm - 9:06 pmORD-DFW

2h 34mnonstop

$112Spirit Airlines

Find Deal

Thu, Oct 9 - Sun, Oct 12

3:23 pm - 5:41 pmOKC-ORD

2h 18mnonstop

9:55 am - 12:18 pmORD-OKC

2h 23mnonstop

$123American Airlines

Find Deal

Sat, Sep 20 - Sat, Sep 27

9:50 am - 12:04 pmOKC-ORD

2h 14mnonstop

9:55 am - 12:18 pmORD-OKC

2h 23mnonstop

$140American Airlines

Find Deal

Fri, Sep 5 - Sat, Sep 13

6:45 am - 8:40 amOKC-MDW

1h 55mnonstop

8:15 am - 10:30 amMDW-OKC

2h 15mnonstop

$140Southwest

Find Deal

Thu, Nov 13 - Wed, Nov 19

9:05 am - 10:50 amTUL-MDW

1h 45mnonstop

4:50 pm - 6:40 pmMDW-TUL

1h 50mnonstop

$151Southwest

Find Deal

Tue, Sep 2 - Tue, Sep 9

American Airlines flights from Oklahoma to Chicago

Our best American Airlines deals on Oklahoma to Chicago flight tickets

American Airlines

Sep 20

OKC3:23 pmOklahoma City Will Rogers World

2h 18m

ORD5:41 pmChicago O'Hare Intl

Sep 27

ORD9:55 amChicago O'Hare Intl

2h 23m

OKC12:18 pmOklahoma City Will Rogers World

$123

Find similar

American Airlines

Sep 5

OKC9:50 amOklahoma City Will Rogers World

2h 14m

ORD12:04 pmChicago O'Hare Intl

Sep 13

ORD9:55 amChicago O'Hare Intl

2h 23m

OKC12:18 pmOklahoma City Will Rogers World

$140

Find similar

American Airlines

Sep 20

OKC3:23 pmOklahoma City Will Rogers World

2h 18m

ORD5:41 pmChicago O'Hare Intl

Sep 21

ORD7:01 amChicago O'Hare Intl

2h 14m

OKC9:15 amOklahoma City Will Rogers World

$141

Find similar

United Airlines flights from Oklahoma to Chicago

Our best United Airlines deals on Oklahoma to Chicago flight tickets

United Airlines

Sep 8

TUL6:15 pmTulsa

2h 10m

ORD8:25 pmChicago O'Hare Intl

Sep 10

ORD8:59 amChicago O'Hare Intl

2h 11m

TUL11:10 amTulsa

$140

Find similar

United Airlines

Sep 20

OKC4:10 pmOklahoma City Will Rogers World

2h 17m

ORD6:27 pmChicago O'Hare Intl

Sep 27

ORD10:35 amChicago O'Hare Intl

5h 36m

1 stop

OKC4:11 pmOklahoma City Will Rogers World

$150

Find similar

United Airlines

Sep 5

TUL6:15 pmTulsa

2h 10m

ORD8:25 pmChicago O'Hare Intl

Sep 7

ORD8:59 amChicago O'Hare Intl

2h 11m

TUL11:10 amTulsa

$157

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 10/16

8:55 pm-11:26 pm

Nonstop2h 31m

Chicago O'Hare Intl

Sun 10/19

5:25 am-7:58 am

Nonstop2h 33m

$96

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 11/1

5:38 pm-8:09 pm

Nonstop2h 31m

Chicago O'Hare Intl

Wed 11/5

2:00 pm-4:48 pm

Nonstop2h 48m

$105

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Mon 10/27

9:28 pm-11:50 pm

Nonstop2h 22m

Chicago O'Hare Intl

Tue 11/11

10:05 pm-12:34 am

Nonstop2h 29m

$106

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 11/8

5:38 pm-8:09 pm

Nonstop2h 31m

Chicago O'Hare Intl

Sun 11/9

10:05 pm-12:34 am

Nonstop2h 29m

$110

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Mon 11/3

9:28 pm-11:50 pm

Nonstop2h 22m

Chicago O'Hare Intl

Wed 11/12

2:00 pm-4:48 pm

Nonstop2h 48m

$111

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 10/9

3:16 pm-5:37 pm

Nonstop2h 21m

Chicago O'Hare Intl

Sun 10/12

6:32 pm-9:06 pm

Nonstop2h 34m

$112

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Sat 9/20

3:23 pm-5:41 pm

Nonstop2h 18m

Chicago O'Hare Intl

Sat 9/27

9:55 am-12:18 pm

Nonstop2h 23m

$123

Oklahoma CityChicago

OKC - ORD

OKCORD

Oklahoma City Will Rogers World

Fri 9/5

9:50 am-12:04 pm

Nonstop2h 14m

Chicago O'Hare Intl

Sat 9/13

9:55 am-12:18 pm

Nonstop2h 23m

$140

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Thu 11/13

6:45 am-8:40 am

Nonstop1h 55m

Chicago Midway

Wed 11/19

8:15 am-10:30 am

Nonstop2h 15m

$140

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 9/2

9:05 am-10:50 am

Nonstop1h 45m

Chicago Midway

Tue 9/9

4:50 pm-6:40 pm

Nonstop1h 50m

$151

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How to get the cheapest flight ticket from Oklahoma to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Oklahoma, with most prices found around $316. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Oklahoma to Chicago during February average around $323.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $556. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Oklahoma to Chicago for around $793.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Oklahoma to Chicago during this time can be as low as $538. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $964.

What is the cheapest Oklahoma to Chicago flight route?

Fly from Oklahoma City Will Rogers World to Chicago Midway for the best Oklahoma - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Oklahoma when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $356 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Oklahoma for as low as $293 on momondo.

What cabin class options are available on Oklahoma to Chicago flights?

There are 4 cabin classes available to choose from on Oklahoma to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Oklahoma to Chicago flights?

No. A direct flight is the cheapest option for a flight between Oklahoma to Chicago.

Cheap Oklahoma to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oklahoma to Chicago

Best Price Found	$50
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Oklahoma in the past 72 hours is $50. The best round-trip flight deal from Oklahoma to Chicago found on momondo in the last 72 hours is $96.

The fastest flight from Oklahoma to Chicago takes 1h 40m

Direct flights go from Oklahoma to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from Oklahoma to Chicago?
Prices for flights from Oklahoma to Chicago were last updated today.
How many operators does momondo search for flights from Oklahoma to Chicago?
The number of operators available for flights from Oklahoma to Chicago is 6 as of August 2025.
How old do you have to be to fly from Oklahoma to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oklahoma to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Oklahoma to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Oklahoma to Chicago is Embraer 175 (Enhanced Winglets), representing 20.79% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 18.44%, Canadair (Bombardier) Regional Jet CRJ-550 at 16.59%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 9.79%.

Best airlines flying from Oklahoma to Chicago

Compare and see reviews for airlines that fly from Oklahoma to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $118	Free Cancellation	Rating 5.8 3,232 reviews	Search Frontier flights
American Airlines	PriceFrom $192	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $197	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights
United Airlines	PriceFrom $243	Free Cancellation	Rating 7.4 8,916 reviews	Search United Airlines flights

Merrillville

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Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Oklahoma to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Oklahoma.

Can I find flights from Oklahoma to Chicago with flexible booking policies on momondo?

All flight searches from Oklahoma to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Oklahoma to Chicago?

Once you have performed a search for Oklahoma to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Oklahoma to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Oklahoma to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Cheap flights from Oklahoma to Chicago from $50

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oklahoma to Chicago departing on 11/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find the cheapest flights from Oklahoma to Chicago

Cheap round-trip flights

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Cheap last minute flights

Cheap direct flights

American Airlines flights from Oklahoma to Chicago

Our best American Airlines deals on Oklahoma to Chicago flight tickets

United Airlines flights from Oklahoma to Chicago

Our best United Airlines deals on Oklahoma to Chicago flight tickets

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Use the filters below to find and compare flights from Oklahoma to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Oklahoma to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Oklahoma, with most prices found around $316. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Oklahoma to Chicago during February average around $323.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Oklahoma to Chicago during this time can be as low as $538. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $964.

What is the cheapest Oklahoma to Chicago flight route?

Fly from Oklahoma City Will Rogers World to Chicago Midway for the best Oklahoma - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Oklahoma to Chicago flights?

There are 4 cabin classes available to choose from on Oklahoma to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Oklahoma to Chicago flights?

No. A direct flight is the cheapest option for a flight between Oklahoma to Chicago.

What is the cheapest airline that flies from Oklahoma to Chicago?

Frontier, Spirit Airlines, and Southwest are the most popular carriers operating from Oklahoma to Chicago

What airlines fly to Chicago?

How many flights depart from Oklahoma to Chicago on average per day?

The number of flights available between Oklahoma and Chicago is 85 per day as of August 2025. The most frequent departure time is 7:00AM, with 44% of daily flights leaving at noon.

How many flights depart from Oklahoma to Chicago on average per week?

As of August 2025, 597 flights take off from Oklahoma and land in Chicago each week. The most common flight departure day for this route is Tue, with 28% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Cheap Oklahoma to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oklahoma to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

When did momondo last update prices for flights from Oklahoma to Chicago?

How many operators does momondo search for flights from Oklahoma to Chicago?

How old do you have to be to fly from Oklahoma to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Oklahoma to Chicago?

Best airlines flying from Oklahoma to Chicago

Compare and see reviews for airlines that fly from Oklahoma to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Oklahoma to Chicago?

Can I find flights from Oklahoma to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Oklahoma to Chicago?

I’m not ready to book a flight from Oklahoma to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago