Book your flight from Oklahoma City (OKC) to Chicago (ORD) at the best prices. Fares start from $348.
Oklahoma City
OKC
→
Chicago
ORD
11/04/2025 – 11/11/2025
Cheap flight deals from Oklahoma City to Chicago
Average price start from:
i
$139
Round-trip flights from Oklahoma City to Chicago starting at $139. Book now for the best deals!
One-way from:
i
$56
One-way flights from Oklahoma City to Chicago starting at $56. Great for flexible travel!
Cheapest day:
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Wednesday
Wednesday is the cheapest day to fly from Oklahoma City to Chicago. Save more by booking on this day!
Cheapest In:
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$108
Mar 2025
Mar 2025 is the cheapest month to fly from Oklahoma City to Chicago with prices starting at $108.
Find flight deals from Oklahoma City to Chicago
Cheapest flights from Oklahoma City to Chicago
ONEWAY FLIGHTS
LAST MINUTE
CHEAP FLIGHTS
BEST FLIGHTS
Explore the cheapest oneway flights from Oklahoma City to Chicago spotted daily.
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
ORD
Unknown City
$56
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
MSP
Unknown City
$61
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
MSP
Unknown City
$135
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
ORD
Unknown City
$144
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
ORD
Unknown City
$151
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
ORD
Unknown City
$154
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
MSP
Unknown City
$164
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
ORD
Unknown City
$164
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
MSP
Unknown City
$172
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
ORD
Unknown City
$192
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
ATW
Unknown City
$194
Non-stop • 60 min
OKC
Oklahoma City
OKC - Oklahoma City • 2025-11-04 • 09:00
Unknown
60 min
MSP
Unknown City
$199
Non-stop • 60 min
Price Trends & Analysis
Monthly Price Trends
Best time to book flights from Oklahoma City to Chicago is during August.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate with cold winters averaging temperatures between 20°F to 30°F, and warm summers ranging from 70°F to 85°F. The best times for comfortable travel are late spring (May) and early fall (September to October), when temperatures are mild and outdoor activities are enjoyable.
Rainfall
The best time to visit Chicago is during late spring (May to early June) when temperatures are mild and outdoor events abound, such as the Chicago Blues Festival. Fall (September to October) is also ideal, featuring beautiful foliage and events like the Chicago Gourmet, while avoiding the summer tourist crowds.
Airlines at Chicago
Book your journey from Oklahoma City to Chicago with leading airlines including Frontier Airlines, United Airlines, American Airlines, Southwest Airlines. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from Oklahoma City to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Places to Visit in Chicago
Dive into the vibrant heart of Chicago, where iconic architecture meets rich cultural heritage along the stunning waterfront. Marvel at the majestic skyline adorned with masterpieces like the Willis Tower, then immerse yourself in the city’s diverse neighborhoods, each brimming with art, music, and mouthwatering cuisine—from deep-dish pizza to gourmet food trucks. Visitors can expect an exhilarating blend of world-class museums, lively street festivals, and the soulful rhythms of jazz and blues echoing through the air, making every moment in the Windy City an unforgettable adventure.
About Chicago
Embark on an exciting adventure from Oklahoma City to Chicago and discover a world of possibilities. This dynamic city offers a perfect mix of traditional charm and contemporary attractions. Time your visit during off-peak periods for maximum savings and comfort.
Airlines Flying from Oklahoma City to Chicago
Book your journey from Oklahoma City to Chicago with leading airlines including Frontier Airlines, United Airlines, American Airlines, Southwest Airlines. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from Oklahoma City to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Hotels in Chicago
When staying in Chicago, look for hotels with easy access to ORD Airport. Most properties provide shuttle services for seamless airport transfers.
About Chicago
Embark on an exciting adventure from Oklahoma City to Chicago and discover a world of possibilities. This dynamic city offers a perfect mix of traditional charm and contemporary attractions. Time your visit during off-peak periods for maximum savings and comfort.
Places to Visit in Chicago
Dive into the vibrant heart of Chicago, where iconic architecture meets rich cultural heritage along the stunning waterfront. Marvel at the majestic skyline adorned with masterpieces like the Willis Tower, then immerse yourself in the city’s diverse neighborhoods, each brimming with art, music, and mouthwatering cuisine—from deep-dish pizza to gourmet food trucks. Visitors can expect an exhilarating blend of world-class museums, lively street festivals, and the soulful rhythms of jazz and blues echoing through the air, making every moment in the Windy City an unforgettable adventure.
Hotels in Chicago
When staying in Chicago, look for hotels with easy access to ORD Airport. Most properties provide shuttle services for seamless airport transfers.
Airlines Flying from Oklahoma City to Chicago
Book your journey from Oklahoma City to Chicago with leading airlines including Frontier Airlines, United Airlines, American Airlines, Southwest Airlines. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from Oklahoma City to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Frequently Asked Questions
How much does it cost to fly from Oklahoma City to Chicago?
Flight prices start from $56 for this route. Save more by booking during August and choosing Wednesday departures.
What's the flight duration from Oklahoma City to Chicago?
The typical flight time is approximately 10-15 hours, with most routes featuring one stopover for better pricing and convenience.
What airlines serve the Oklahoma City to Chicago route?
Several airlines operate flights including Frontier Airlines, United Airlines, American Airlines. Compare schedules and prices to find the best option for your travel needs.
When should I book my flight for the best price?
For optimal savings, book 2-3 months ahead and consider traveling during August when demand is lower.
Where can I stay near ORD Airport?
There are several hotels near ORD Airport with convenient shuttle services. Many offer comfortable accommodations for both business and leisure travelers.
What makes Chicago worth visiting?
Chicago combines rich cultural heritage with modern attractions. Visit during pleasant weather months to experience the city at its best.
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