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Cheap flights from Oklahoma City to Chicago from $105

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 City to Chicago departing on 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Oklahoma City to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Oklahoma City to Chicago.
Frontier Logo
8:30 pm - 7:08 pmOKC-MDW
22h 38m1 stop
Frontier Logo
6:15 am - 11:33 amMDW-OKC
29h 18m1 stop
$208Frontier
Find Deal
Thu, May 1 - Sun, May 4
Frontier Logo
12:23 pm - 5:10 amOKC-ORD
16h 47m1 stop
Frontier Logo
8:14 pm - 11:33 amORD-OKC
15h 19m1 stop
$208Frontier
Find Deal
Fri, May 2 - Sun, May 4
American Airlines Logo
7:21 pm - 9:30 pmOKC-ORD
2h 09mnonstop
American Airlines Logo
8:35 am - 10:50 amORD-OKC
2h 15mnonstop
$255American Airlines
Find Deal
Sat, May 10 - Sun, May 11
American Airlines Logo
6:32 pm - 11:56 pmOKC-ORD
5h 24m1 stop
American Airlines Logo
8:35 am - 10:50 amORD-OKC
2h 15mnonstop
$265American Airlines
Find Deal
Sat, May 10 - Sun, May 11
Delta Logo
7:00 am - 3:06 pmOKC-ORD
8h 06m1 stop
Delta Logo
5:30 am - 10:35 amORD-OKC
5h 05m1 stop
$275Delta
Find Deal
Sat, May 10 - Sun, May 11
Southwest Logo
3:50 pm - 5:45 pmOKC-MDW
1h 55mnonstop
Southwest Logo
8:15 am - 10:25 amMDW-OKC
2h 10mnonstop
$287Southwest
Find Deal
Thu, May 8 - Thu, May 15
Southwest Logo
5:15 pm - 10:00 pmOKC-MDW
4h 45m1 stop
Southwest Logo
9:50 pm - 11:55 pmMDW-OKC
2h 05mnonstop
$297Southwest
Find Deal
Thu, May 8 - Thu, May 15
Delta Logo
1:47 pm - 9:27 pmOKC-MDW
7h 40m1 stop
Delta Logo
12:48 pm - 8:21 pmMDW-OKC
7h 33m1 stop
$303Delta
Find Deal
Fri, May 30 - Sat, May 31
United Airlines Logo
7:12 pm - 12:15 amOKC-ORD
5h 03m1 stop
United Airlines Logo
7:55 pm - 10:29 pmORD-OKC
2h 34mnonstop
$329United Airlines
Find Deal
Fri, May 2 - Fri, May 9
United Airlines Logo
7:30 am - 9:48 amOKC-ORD
2h 18mnonstop
United Airlines Logo
9:30 am - 12:06 pmORD-OKC
2h 36mnonstop
$331United Airlines
Find Deal
Thu, May 1 - Sun, May 4

Frontier flights from Oklahoma City to Chicago

Our best Frontier deals on Oklahoma City to Chicago flight tickets
Frontier
May 2
OKC12:23 pmOklahoma City Will Rogers World
16h 47m
1 stop
ORD5:10 amChicago O'Hare Intl
May 4
ORD8:14 pmChicago O'Hare Intl
15h 19m
1 stop
OKC11:33 amOklahoma City Will Rogers World
Frontier
Apr 16
OKC8:27 pmOklahoma City Will Rogers World
27h 43m
1 stop
ORD12:10 amChicago O'Hare Intl
Apr 18
ORD6:40 amChicago O'Hare Intl
12h 51m
1 stop
OKC7:31 pmOklahoma City Will Rogers World
Frontier
May 23
OKC8:59 amOklahoma City Will Rogers World
11h 18m
1 stop
MDW8:17 pmChicago Midway
May 27
MDW6:35 amChicago Midway
7h 42m
1 stop
OKC2:17 pmOklahoma City Will Rogers World

United Airlines flights from Oklahoma City to Chicago

Our best United Airlines deals on Oklahoma City to Chicago flight tickets
United Airlines
May 2
OKC7:12 pmOklahoma City Will Rogers World
5h 03m
1 stop
ORD12:15 amChicago O'Hare Intl
May 9
ORD7:55 pmChicago O'Hare Intl
2h 34m
OKC10:29 pmOklahoma City Will Rogers World
United Airlines
May 1
OKC7:30 amOklahoma City Will Rogers World
2h 18m
ORD9:48 amChicago O'Hare Intl
May 4
ORD9:30 amChicago O'Hare Intl
2h 36m
OKC12:06 pmOklahoma City Will Rogers World
United Airlines
May 4
OKC7:30 amOklahoma City Will Rogers World
2h 18m
ORD9:48 amChicago O'Hare Intl
May 19
ORD4:20 pmChicago O'Hare Intl
2h 36m
OKC6:56 pmOklahoma City Will Rogers World

See travel insights to Chicago from

How to get the cheapest flight ticket from Oklahoma City 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 April is, on average, the cheapest month to fly to Chicago from Oklahoma City, with most prices found around $287. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Oklahoma City 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 Thursday when prices can be found for as low as $586. 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 City to Chicago for around $868.

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 City to Chicago during this time can be as low as $561. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,043.

What is the cheapest Oklahoma City Will Rogers World to Chicago flight route?

Fly from Oklahoma City Will Rogers World to Chicago O'Hare Intl for the best Oklahoma City Will Rogers World - 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 City when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $361 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Oklahoma City for as low as $250 on momondo.

What cabin class options are available on Oklahoma City Will Rogers World to Chicago flights?

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

How have Oklahoma City to Chicago flight prices changed over time?

As of April 2025, prices for Oklahoma City to Chicago flights are approximately 53% cheaper when compared to flights at the same time last year.

When to book flights from Oklahoma City to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Oklahoma City to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oklahoma City to Chicago (OKC to CHI) flight deals and tips

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

Best Price Found

$105

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Oklahoma City in the past 72 hours is $105. The best round-trip flight deal from Oklahoma City to Chicago found on momondo in the last 72 hours is $208.
The fastest flight from Oklahoma City to Chicago takes 1h 50m
Direct flights go from Oklahoma City to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Oklahoma City Will Rogers World to Chicago by plane?

    A flight from Oklahoma City Will Rogers World to Chicago will travel around 691.9 mi. By plane, this route typically takes 1h 50m.

  • When did momondo last update prices for flights from Oklahoma City Will Rogers World Airport to Chicago?

    Prices for flights from Oklahoma City Will Rogers World Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Oklahoma City Will Rogers World Airport to Chicago?

  • How old do you have to be to fly from Oklahoma City Will Rogers World Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oklahoma City Will Rogers World Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

  • What is the most popular airline from Oklahoma City to Chicago?


Best airlines flying from Oklahoma City to Chicago

Compare and see reviews for airlines that fly from Oklahoma City to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $123Free CancellationRating
6.0
3,279 reviews
Search Frontier flights
United AirlinesPriceFrom $207Free CancellationRating
7.4
8,636 reviews
Search United Airlines flights
American AirlinesPriceFrom $233Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $300Free CancellationRating
8.0
4,279 reviews
Search Southwest flights
  • Southwest Flights From Oklahoma City to Chicago

    The lowest priced Southwest flight from Oklahoma City to Chicago from the last 72 hours was $300. Generally, Southwest has 8 flights on this route every week with an average price of $363. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Oklahoma City to Chicago

    Across 8,636 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Oklahoma City to Chicago about 24 times each week, with ticket deals ranging from $207 to $416. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Oklahoma City to Chicago for you.

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

Yes. All flights to Chicago from Oklahoma City on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Oklahoma City and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Oklahoma City to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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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