Menu

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

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

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)

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

$105

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 in the evening, which can drop the price by up to 12% versus a flight at noon.

Cheap flights from Will Rogers to Chicago in January, February 2021

The best prices found for OKC to CHI flights for January, February
4 Feb - 7 Feb
$88pp
OKC
Oklahoma City Will Rogers World
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
OKC
Oklahoma City Will Rogers World
28 Jan - 31 Jan
$127pp
OKC
Oklahoma City Will Rogers World
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
OKC
Oklahoma City Will Rogers World
4 Feb - 11 Feb
$137pp
OKC
Oklahoma City Will Rogers World
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 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
4 Feb - 7 Feb
$88pp
OKC
Oklahoma City Will Rogers World
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
OKC
Oklahoma City Will Rogers World
28 Jan - 31 Jan
$127pp
OKC
Oklahoma City Will Rogers World
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
OKC
Oklahoma City Will Rogers World
4 Feb - 11 Feb
$137pp
OKC
Oklahoma City Will Rogers World
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
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
4 Feb - 7 Feb
$240pp
OKC
Oklahoma City Will Rogers World
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
OKC
Oklahoma City Will Rogers World
4 Feb - 7 Feb
$248pp
OKC
Oklahoma City Will Rogers World
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
OKC
Oklahoma City Will Rogers World
12 Feb - 14 Feb
$251pp
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

Last minute flights from Will Rogers to Chicago

Late deals on round-trip flights to Chicago from Will Rogers, departing today and this week
28 Jan - 31 Jan
$127pp
OKC
Oklahoma City Will Rogers World
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
OKC
Oklahoma City Will Rogers World
28 Jan - 31 Jan
$155pp
OKC
Oklahoma City Will Rogers World
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
OKC
Oklahoma City Will Rogers World
28 Jan - 31 Jan
$230pp
OKC
Oklahoma City Will Rogers World
Multiple 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
3:09 pm - 6:38 am
Frontier
1 Stop
15h 29m
OKC - ORD
Frontier
$105
Kiwi.com
7:00 pm - 7:24 pm
Multiple Airlines
2 Stops
24h 24m
OKC - ORD
Multiple Airlines
$135
FlightNetwork
2:50 am - 5:03 am
United Airlines
Nonstop
2h 13m
OKC - ORD
United Airlines
$175
United

Related info for your journey

Useful info, stats and facts about Will Rogers to Chicago 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.

What safety measures are being taken by airlines flying from Oklahoma City Will Rogers World to Chicago to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Oklahoma City Will Rogers World to Chicago. Policies will vary by airline.

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.

Can I find flights from Will Rogers to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Will Rogers to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $88, but on average you can expect to pay $175.

Are there nonstop flights from Will Rogers to Chicago for under $300 on Cheapflights?

Cheapflights has at least 11 direct flights from Will Rogers to Chicago under $300. A good price for a nonstop flight from Will Rogers to Chicago is less than $298.

Are there last-minute flights available from Will Rogers to Chicago for under $200?

There are currently 20+ open flights from Will Rogers to Chicago within the next 7 days for less than $200.

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 04m. United Airlines provides one of the quickest options available for as low as $251. Most flights are nonstop.

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

Frontier, at $88, was found to be the cheapest airline from Will Rogers to Chicago.Alternate airlines to your destination round-trip include Major Airline and United Airlines. You may be able to fly from Will Rogers to Chicago for 64% 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 Frontier. According to our data, you can fly for as low as $45. Users have also found prices from $126 and $135 on Frontier and American Airlines, respectively.

Alternative routes for Will Rogers to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Will Rogers to Chicago
Flight duration
2h 18m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

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

Afternoon Noon to 6 PM 48% of OKC to CHI departures
Morning 6 AM to noon 36% of OKC to CHI departures
Early morning Midnight to 6 AM 16% 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
Sunday
9 daily flights
Monday
5 daily flights
Tuesday
8 daily flights
Wednesday
9 daily flights
Thursday
8 daily flights
Friday
9 daily flights
Saturday
10 daily flights
Home North America USA Illinois Chicago Cheap flights from Will Rogers to Chicago