Cheap flights from Will Rogers to Chicago (OKC - CHI)

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The best prices from Will Rogers to Chicago are usually found in August or December, booked 50 days in advance, depart on a Wednesday or Monday and return on a Saturday

How to find the cheapest flight from
Will Rogers (OKC) to Chicago (CHI)

All the information you need to plan the best OKC to CHI flight in 2021: compare Will Rogers to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
OKC - CHI
Price
$176 - $281
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

October

High demand for flights, 12% potential price rise

Cheapest in

August

Best time to find cheap flights, 29% potential price drop

Round-trip from

$176

From Will Rogers to Chicago

One-way from

$172

One-way flight from Will Rogers to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Will Rogers to Chicago?

Wednesday flights are found to be more expensive to fly from Will Rogers to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 20 days in advance, which can save you up to 10% on flights from Will Rogers to Chicago compared to booking the week you need them. Waiting 20 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $137. For sooner than that we have options available in the next 3 days from $157.

What is the cheapest month to fly from Will Rogers to Chicago?

Flights from Will Rogers to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Will Rogers to Chicago in April, with the cheapest ticket starting at $33.

When is the cheapest time to fly from Will Rogers to Chicago (OKC - CHI)?

When flying from Will Rogers to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 11% versus a flight in the morning.

Cheap flights from Will Rogers to Chicago in May, June 2021

The best prices found for OKC to CHI flights for May, June
4 Jun - 8 Jun
$271pp
OKC
Oklahoma City Will Rogers World
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World
4 Jun - 11 Jun
$279pp
OKC
Oklahoma City Will Rogers World
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OKC
Oklahoma City Will Rogers World
3 Jun - 9 Jun
$280pp
OKC
Oklahoma City Will Rogers World
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World

Will Rogers to Chicago 2021 flight deals

Cheap flights to Chicago from Will Rogers found for this year
18 Aug - 25 Aug
$177pp
OKC
Oklahoma City Will Rogers World
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World
18 Aug - 25 Aug
$185pp
OKC
Oklahoma City Will Rogers World
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OKC
Oklahoma City Will Rogers World
18 Aug - 25 Aug
$192pp
OKC
Oklahoma City Will Rogers World
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
OKC
Oklahoma City Will Rogers World

Non-stop flights to Chicago from Will Rogers

Save time with Will Rogers to Chicago direct flight deals
18 Aug - 25 Aug
$177pp
OKC
Oklahoma City Will Rogers World
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World
19 Aug - 22 Aug
$197pp
OKC
Oklahoma City Will Rogers World
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World
27 Aug - 29 Aug
$217pp
OKC
Oklahoma City Will Rogers World
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World

Last minute flights from Will Rogers to Chicago

Late deals on round-trip flights to Chicago from Will Rogers, departing today and this week
20 May - 27 May
$331pp
OKC
Oklahoma City Will Rogers World
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World
20 May - 27 May
$339pp
OKC
Oklahoma City Will Rogers World
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World
22 May - 27 May
$340pp
OKC
Oklahoma City Will Rogers World
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
OKC
Oklahoma City Will Rogers World

One-way flights to Chicago from Will Rogers

The cheapest one-way flights from Will Rogers to Chicago
1:30 pm - 3:05 pm
United Airlines
1 Stop
25h 35m
OKC - ORD
United Airlines
$172
United
2:30 pm - 7:41 pm
Delta
1 Stop
5h 11m
OKC - MDW
Delta
$175
Delta
10:30 am - 7:43 pm
Frontier
1 Stop
9h 13m
OKC - ORD
Frontier
$176
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Will Rogers</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Will Rogers to Chicago

Are flight prices decreasing from Oklahoma City to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Oklahoma City and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Oklahoma City Will Rogers World to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Oklahoma City Will Rogers World to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

What airport do you fly from for flights from Oklahoma City to Chicago?

Oklahoma City Will Rogers World (OKC) is the airport you will fly out of if you book a flight from Oklahoma City to Chicago. You should not have trouble finding flights to Chicago from Will Rogers World; the airport handles an average of 16 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 5 airlines have flights from the Oklahoma City airport to Chicago. It is only a 7.0 mi journey to Will Rogers World (OKC) from Oklahoma City’s city center.

Can I find flights from Will Rogers to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Will Rogers to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $177, but on average you can expect to pay $218.

Are there nonstop flights from Will Rogers to Chicago for under $200 on Cheapflights?

Cheapflights has at least 17 direct flights from Will Rogers to Chicago under $200. A good price for a nonstop flight from Will Rogers to Chicago is less than $327.

Are there last-minute flights available from Will Rogers to Chicago for under $400?

There are currently 20+ open flights from Will Rogers to Chicago within the next 7 days for less than $400.

Is Oklahoma City weather warmer or cooler than Chicago?

We forecast the temperature to be around the 95 °F's in July, on average. The temperature in Chicago is generally colder than in Oklahoma City. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Will Rogers to Chicago?

A quick flight from Will Rogers to Chicago can take about 2h 05m. United Airlines provides one of the quickest options available for as low as $293. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Will Rogers to Chicago round-trip?

American Airlines, at $177, was found to be the cheapest airline from Will Rogers to Chicago.Alternate airlines to your destination round-trip include Delta and United Airlines. You may be able to fly from Will Rogers to Chicago for 28% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Will Rogers to Chicago one-way?

For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $89. Users have also found prices from $91 and $98 on United Airlines and Frontier, respectively.

Alternative routes for Will Rogers to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Will Rogers to Chicago.
Flight duration
2h 14m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Oklahoma City

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 3 airlines flying from Will Rogers to Chicago

The chart below displays the airlines Cheapflights users traveling from Will Rogers to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
United Airlines
$107 $257 No cancel fee 69%
American Airlines
$109 $279 No cancel fee 71%
Delta
$244 $403 No cancel fee N/A

Hourly flight availability from Will Rogers to Chicago

See what time of day planes typically take off from Will Rogers towards Chicago.
Morning 6 AM to noon 51% of OKC to CHI departures
Afternoon Noon to 6 PM 26% of OKC to CHI departures
Early morning Midnight to 6 AM 23% of OKC to CHI departures
Evening 6 PM to midnight 0% of OKC to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Will Rogers to Chicago
See how many times per day planes take to the skies headed from Will Rogers to Chicago.
Sunday
18 daily flights
Monday
15 daily flights
Tuesday
15 daily flights
Wednesday
15 daily flights
Thursday
15 daily flights
Friday
18 daily flights
Saturday
16 daily flights
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