$222 Cheap Flights from Columbia (COU) to Chicago (ORD)

View $222 flight on Thu, May 15, 2025Opens in a new window

Popular airlines from Columbia, MO (COU-Columbia Regional) to Chicago O'Hare Intl. Airport (ORD)

Find available prices by choosing your travel dates.

Cheap Flights from Columbia to Chicago (COU-ORD)

Prices were available within the past 7 days and start at $222 for one-way flights and $259 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Jul 2 - Wed, Jul 9
COU
Columbia
ORD
Chicago
$259 Roundtrip, found 16 hours ago
$259
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Jul 2 from Columbia to Chicago, returning Wed, Jul 9, priced at $259 found 16 hours ago
American Airlines
Wed, Jul 2 - Wed, Jul 9
COU
Columbia
ORD
Chicago
$269 Roundtrip, found 16 hours ago
$269
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Jul 2 from Columbia to Chicago, returning Wed, Jul 9, priced at $269 found 16 hours ago
American Airlines
Tue, Jun 17 - Thu, Jun 19
COU
Columbia
ORD
Chicago
$274 Roundtrip, found 8 hours ago
$274
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Jun 17 from Columbia to Chicago, returning Thu, Jun 19, priced at $274 found 8 hours ago
American Airlines
Wed, Jul 2 - Wed, Jul 9
COU
Columbia
ORD
Chicago
$278 Roundtrip, found 16 hours ago
$278
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Jul 2 from Columbia to Chicago, returning Wed, Jul 9, priced at $278 found 16 hours ago
American Airlines
Tue, Jun 17 - Thu, Jun 19
COU
Columbia
ORD
Chicago
$284 Roundtrip, found 8 hours ago
$284
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Jun 17 from Columbia to Chicago, returning Thu, Jun 19, priced at $284 found 8 hours ago
American Airlines
Thu, Jun 19 - Sun, Jun 22
COU
Columbia
ORD
Chicago
$289 Roundtrip, found 1 hour ago
$289
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Jun 19 from Columbia to Chicago, returning Sun, Jun 22, priced at $289 found 1 hour ago
American Airlines
Sat, Aug 9 - Sun, Aug 17
COU
Columbia
ORD
Chicago
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 9 from Columbia to Chicago, returning Sun, Aug 17, priced at $293 found 1 day ago
American Airlines
Thu, Jun 19 - Sun, Jun 22
COU
Columbia
ORD
Chicago
$299 Roundtrip, found 1 hour ago
$299
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Jun 19 from Columbia to Chicago, returning Sun, Jun 22, priced at $299 found 1 hour ago
American Airlines
Fri, May 30 - Mon, Jun 2
COU
Columbia
ORD
Chicago
$308 Roundtrip, found 7 hours ago
$308
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, May 30 from Columbia to Chicago, returning Mon, Jun 2, priced at $308 found 7 hours ago
American Airlines
Wed, Jun 18 - Sat, Jun 21
COU
Columbia
ORD
Chicago
$315 Roundtrip, found 2 days ago
$315
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jun 18 from Columbia to Chicago, returning Sat, Jun 21, priced at $315 found 2 days ago
Flights from Columbia (COU) to Chicago (ORD)
Origin airport
Columbia Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines
Roundtrip price
$259
Distance
314 mi

Columbia to Chicago Flights

The cheapest times to fly from Columbia to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Columbia to Chicago are during the month of July. You can find some of the cheapest flights from Columbia to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Columbia to Chicago

Sunday is one of the best days to book for cheap flights from Columbia to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Columbia to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Columbia to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $222 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Columbia to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Columbia to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD) cost?
You can book cheap return tickets starting at $259 from Columbia Regional Airport (COU) to O’Hare Intl. Airport (ORD). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving COU on May 17 2025 and touching down at ORD. The price was last updated on April 23 2025 and has not changed since.
What is the cheapest month to fly from COU to ORD?
The cheapest flights from COU to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD)?
When departing from Columbia Regional Airport (COU), you can hop on a direct flight to O’Hare Intl. Airport (ORD) with American Airlines.
What is the cheapest airline that flies from COU to ORD?
Take off from COU to ORD with American Airlines. This carrier currently offers the cheapest one-way fare for this route, starting at $319. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from COU on May 10 2025. Prices were last updated on April 23 2025 and have not changed since.
How many flights per day from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD)?
When departing from Columbia Regional Airport (COU), you’ll have your pick from an average of 2 daily direct flights to O’Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD)?
The 5 AM departures from COU to ORD are the most sought after. They can also be more expensive. If you want to save money, pick a less crowded time to fly.
What day of the week has the most flights from COU to ORD?
Saturday has the most flights from Columbia Regional Airport (COU) to O’Hare Intl. Airport (ORD). Consider traveling on this day and you’ll have the best chance of finding a departure that works with your plans.
What is the earliest flight from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD)?
Catch the earliest flight at around 5:56AM UTC-6, leaving from Columbia Regional Airport (COU). You’ll be flying for approximately 1h 36m, landing at O’Hare Intl. Airport (ORD) at approximately 7:32AM UTC-6.
How long does it take to fly from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD)?
Flights from COU to ORD have an average travel time of 1 hour and 32 minutes. The total distance between these two airports is 320 mi.
What is the best time to fly from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD)?
Opt for a flight from Columbia Regional Airport (COU) to O’Hare Intl. Airport (ORD) that takes off before 3 PM to reduce the risk of cancellations. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Chicago from Columbia Regional Airport (COU)?
O’Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Columbia Regional Airport (COU). Explore the available options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from COU to ORD are usually more expensive. To secure the best rates, start searching for flights well ahead of time. That being said, if you’re flexible with your travel plans, it’s possible to score a cheap fare right before your journey.
Is it cheaper to book a COU to ORD flight and hotel package?
You’ll generally save money by booking a COU to ORD flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s simple to manage everything in one place. Once you’ve selected your preferred flights and accommodations, you can add extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Columbia Regional Airport (COU) to O'Hare Intl. Airport (ORD)?
You can usually cancel or reschedule your COU to ORD flight. However, if it’s been more than 24 hours since booking, additional fees may apply. Refer to your airline’s policies in your itinerary to see what changes are allowed and whether any costs are involved. You’ll also find further details on our Customer Service portal.

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*Available to One Key members.