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

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

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 13m 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 58% 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 151 per day as of September 2025. The most frequent departure time is 6:00AM, with 45% of daily flights leaving in the afternoon.

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

As of September 2025, 1,060 flights take off from Oklahoma and land in Chicago each week. The most common flight departure day for this route is Thu, with 16% of weekly flights taking off on this day.

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 September 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.

$47 Cheap Flights from Oklahoma to Chicago in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Oklahoma to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

9:27 pm - 11:58 pmDFW-ORD

2h 31mnonstop

5:28 pm - 8:16 pmORD-DFW

2h 48mnonstop

$109Frontier

Find Deal

Sat, Oct 4 - Sat, Oct 11

9:10 am - 11:30 amDFW-MDW

2h 20mnonstop

6:15 pm - 8:59 pmMDW-DFW

2h 44mnonstop

$109Frontier

Find Deal

Thu, Nov 20 - Tue, Nov 25

10:24 pm - 12:59 amDFW-ORD

2h 35mnonstop

3:29 pm - 6:05 pmORD-DFW

2h 36mnonstop

$110Multiple Airlines

Find Deal

Wed, Oct 29 - Mon, Nov 3

10:24 pm - 12:59 amDFW-ORD

2h 35mnonstop

7:30 pm - 10:04 pmORD-DFW

2h 34mnonstop

$111Multiple Airlines

Find Deal

Wed, Oct 29 - Fri, Nov 7

9:05 am - 11:33 amDFW-ORD

2h 28mnonstop

4:53 pm - 12:10 amORD-DFW

7h 17m1 stop

$115Spirit Airlines

Find Deal

Thu, Oct 16 - Mon, Oct 20

5:20 am - 6:23 pmDFW-ORD

13h 03m1 stop

8:50 pm - 11:22 pmORD-DFW

2h 32mnonstop

$116Spirit Airlines

Find Deal

Sat, Nov 15 - Sat, Nov 15

5:05 am - 6:58 amXNA-ORD

1h 53mnonstop

5:46 pm - 7:42 pmORD-XNA

1h 56mnonstop

$209American Airlines

Find Deal

Thu, Oct 30 - Sun, Nov 2

5:42 pm - 10:14 pmXNA-MDW

4h 32m1 stop

6:00 am - 11:31 amMDW-XNA

5h 31m1 stop

$229Delta

Find Deal

Sat, Nov 8 - Wed, Nov 12

11:32 am - 4:50 pmXNA-ORD

5h 18m1 stop

6:00 am - 11:07 amORD-XNA

5h 07m1 stop

$229Delta

Find Deal

Sat, Nov 8 - Sun, Nov 9

5:49 pm - 7:50 pmTUL-ORD

2h 01mnonstop

8:20 pm - 10:33 pmORD-TUL

2h 13mnonstop

$231American Airlines

Find Deal

Sat, Jan 17 - Wed, Jan 28

American Airlines flights from Oklahoma to Chicago

Our best American Airlines deals on Oklahoma to Chicago flight tickets

American Airlines

Oct 30

XNA5:05 amFayetteville Northwest Arkansas

1h 53m

ORD6:58 amChicago O'Hare Intl

Nov 2

ORD5:46 pmChicago O'Hare Intl

1h 56m

XNA7:42 pmFayetteville Northwest Arkansas

$209

Find similar

American Airlines

Jan 17

TUL5:49 pmTulsa

2h 01m

ORD7:50 pmChicago O'Hare Intl

Jan 28

ORD8:20 pmChicago O'Hare Intl

2h 13m

TUL10:33 pmTulsa

$231

Find similar

American Airlines

Jan 17

TUL6:00 amTulsa

8h 25m

1 stop

ORD2:25 pmChicago O'Hare Intl

Jan 28

ORD8:20 pmChicago O'Hare Intl

2h 13m

TUL10:33 pmTulsa

$237

Find similar

Spirit Airlines flights from Oklahoma to Chicago

Our best Spirit Airlines deals on Oklahoma to Chicago flight tickets

Spirit Airlines

Oct 16

DFW9:05 amDallas/Fort Worth

2h 28m

ORD11:33 amChicago O'Hare Intl

Oct 20

ORD4:53 pmChicago O'Hare Intl

7h 17m

1 stop

DFW12:10 amDallas/Fort Worth

$115

Find similar

Spirit Airlines

Nov 15

DFW5:20 amDallas/Fort Worth

13h 03m

1 stop

ORD6:23 pmChicago O'Hare Intl

Nov 15

ORD8:50 pmChicago O'Hare Intl

2h 32m

DFW11:22 pmDallas/Fort Worth

$116

Find similar

Spirit Airlines

Oct 9

DFW9:05 amDallas/Fort Worth

2h 28m

ORD11:33 amChicago O'Hare Intl

Oct 12

ORD12:28 pmChicago O'Hare Intl

2h 31m

DFW2:59 pmDallas/Fort Worth

$118

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 10/4

9:27 pm-11:58 pm

Nonstop2h 31m

Chicago O'Hare Intl

Sat 10/11

5:28 pm-8:16 pm

Nonstop2h 48m

$109

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 11/20

9:10 am-11:30 am

Nonstop2h 20m

Chicago Midway

Tue 11/25

6:15 pm-8:59 pm

Nonstop2h 44m

$109

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 10/29

10:24 pm-12:59 am

Nonstop2h 35m

Chicago O'Hare Intl

Mon 11/3

3:29 pm-6:05 pm

Nonstop2h 36m

$110

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 10/29

10:24 pm-12:59 am

Nonstop2h 35m

Chicago O'Hare Intl

Fri 11/7

7:30 pm-10:04 pm

Nonstop2h 34m

$111

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 10/16

9:05 am-11:33 am

Nonstop2h 28m

Chicago O'Hare Intl

Mon 10/20

4:53 pm-12:10 am

1 stop7h 17m

$115

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Sat 11/15

5:20 am-6:23 pm

1 stop13h 03m

Chicago O'Hare Intl

Sat 11/15

8:50 pm-11:22 pm

Nonstop2h 32m

$116

FayettevilleChicago

XNA - ORD

XNAORD

Fayetteville Northwest Arkansas

Thu 10/30

5:05 am-6:58 am

Nonstop1h 53m

Chicago O'Hare Intl

Sun 11/2

5:46 pm-7:42 pm

Nonstop1h 56m

$209

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Sat 11/8

5:42 pm-10:14 pm

1 stop4h 32m

Chicago Midway

Wed 11/12

6:00 am-11:31 am

1 stop5h 31m

$229

FayettevilleChicago

XNA - ORD

XNAORD

Fayetteville Northwest Arkansas

Sat 11/8

11:32 am-4:50 pm

1 stop5h 18m

Chicago O'Hare Intl

Sun 11/9

6:00 am-11:07 am

1 stop5h 07m

$229

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

5:49 pm-7:50 pm

Nonstop2h 01m

Chicago O'Hare Intl

Wed 1/28

8:20 pm-10:33 pm

Nonstop2h 13m

$231

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 $298. 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 $322.

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 $566. 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 $813.

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 $545. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $948.

What is the cheapest Oklahoma to Chicago flight route?

Fly from Tulsa to Chicago O'Hare Intl 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 $368 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 $297 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	$173
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 $173. The best round-trip flight deal from Oklahoma to Chicago found on momondo in the last 72 hours is $303.

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 September 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 22.86% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 20.18%, Canadair (Bombardier) Regional Jet CRJ-550 at 14.59%, and Embraer 175 at 9.83%.

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 3,171 reviews	Search Frontier flights
Southwest	PriceFrom $167	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
American Airlines	PriceFrom $189	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $252	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights

Merrillville

New Buffalo

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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Sun 10/19

Sun 10/26

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from Oklahoma to Chicago from $47

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 10/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Oklahoma to Chicago

Cheap round-trip flights

Cheap one-way flights

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

Spirit Airlines flights from Oklahoma to Chicago

Our best Spirit Airlines deals on Oklahoma to Chicago flight tickets

momondo Fare Finder

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 $298. 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 $322.

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 $545. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $948.

What is the cheapest Oklahoma to Chicago flight route?

Fly from Tulsa to Chicago O'Hare Intl 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 Contour 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 151 per day as of September 2025. The most frequent departure time is 6:00AM, with 45% of daily flights leaving in the afternoon.

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

As of September 2025, 1,060 flights take off from Oklahoma and land in Chicago each week. The most common flight departure day for this route is Thu, with 16% 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