$159 Cheap Flights from Paducah (PAH) to Chicago (ORD)

View $159 flight on Wed, Dec 3, 2025Opens in a new window

Popular airlines from Paducah, KY (PAH-Barkley Regional) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Paducah to Chicago (PAH-ORD)

Prices were available within the past 7 days and start at $159 for one-way flights and $335 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines
Tue, Dec 30 - Sat, Jan 17
PAH
Paducah
ORD
Chicago
$335 Roundtrip, found 5 hours ago
$335
Roundtrip
found 5 hours ago
Select Contour Airlines flight, departing Tue, Dec 30 from Paducah to Chicago, returning Sat, Jan 17, priced at $335 found 5 hours ago
Contour Airlines
Thu, Oct 30 - Fri, Oct 31
PAH
Paducah
ORD
Chicago
$336 Roundtrip, found 3 days ago
$336
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Thu, Oct 30 from Paducah to Chicago, returning Fri, Oct 31, priced at $336 found 3 days ago
Contour Airlines
Sun, Dec 14 - Wed, Dec 17
PAH
Paducah
ORD
Chicago
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Dec 14 from Paducah to Chicago, returning Wed, Dec 17, priced at $337 found 1 day ago
Contour Airlines
Wed, Oct 29 - Fri, Oct 31
PAH
Paducah
ORD
Chicago
$352 Roundtrip, found 3 days ago
$352
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Wed, Oct 29 from Paducah to Chicago, returning Fri, Oct 31, priced at $352 found 3 days ago
Contour Airlines
Tue, Dec 30 - Thu, Jan 1
PAH
Paducah
ORD
Chicago
$354 Roundtrip, found 3 days ago
$354
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Tue, Dec 30 from Paducah to Chicago, returning Thu, Jan 1, priced at $354 found 3 days ago
Contour Airlines
Sat, Oct 25 - Fri, Oct 31
PAH
Paducah
ORD
Chicago
$362 Roundtrip, found 3 days ago
$362
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Sat, Oct 25 from Paducah to Chicago, returning Fri, Oct 31, priced at $362 found 3 days ago
Contour Airlines
Sat, Oct 25 - Sat, Nov 1
PAH
Paducah
ORD
Chicago
$363 Roundtrip, found 5 days ago
$363
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Sat, Oct 25 from Paducah to Chicago, returning Sat, Nov 1, priced at $363 found 5 days ago
Contour Airlines
Sun, Dec 14 - Wed, Dec 17
PAH
Paducah
ORD
Chicago
$365 Roundtrip, found 1 day ago
$365
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sun, Dec 14 from Paducah to Chicago, returning Wed, Dec 17, priced at $365 found 1 day ago
Contour Airlines
Fri, Nov 14 - Sat, Nov 15
PAH
Paducah
ORD
Chicago
$368 Roundtrip, found 4 days ago
$368
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Fri, Nov 14 from Paducah to Chicago, returning Sat, Nov 15, priced at $368 found 4 days ago
Contour Airlines
Fri, Nov 14 - Sat, Nov 15
PAH
Paducah
ORD
Chicago
$375 Roundtrip, found 4 days ago
$375
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Fri, Nov 14 from Paducah to Chicago, returning Sat, Nov 15, priced at $375 found 4 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $387
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $387

Frequently asked questions

How much does a flight from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD) cost?
Snag a cheap one-way flight from $159 or cheap return flight from $335 from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD)?
December is the least expensive month to fly from PAH to ORD. Traveling during an off-peak travel window is often the key to better flight prices.
Which airlines fly direct from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD)?
You can't take a direct flight from Paducah, KY (PAH-Barkley Regional) to O'Hare Intl. Airport (ORD). However, you can easily reach Chicago without any layovers by leaving from Cape Girardeau Municipal Airport (CGI).
What is the cheapest airline that flies from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline that'll fly you from PAH to ORD, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD)?
Direct flights from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PAH to ORD?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from PAH to ORD?
Consider traveling with United Airlines if you'd like to fly straight from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD) without any holdups. This airline has the best track record for punctuality, with an on-time performance of 91%. Want to get notified of any changes? You can check your flight status using the Expedia App.
What is the best time to fly from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD)?
Select a flight from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD) that takes off before 3 PM to reduce the risk of delays and cancellations. Later departures 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.
Is it cheaper to buy a plane ticket from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your trip to book a flight from PAH to ORD often results in higher prices. While you may come across some last-minute discounts, they aren't always guaranteed. Allow some flexibility in your schedule to boost your chances of landing a bargain.
Is it cheaper to book a PAH to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a PAH to ORD flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place will take the hassle out of travel planning. Simply secure your flights and choose from our extensive range of hotels, then personalize your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Barkley Regional Airport (PAH) to O'Hare Intl. Airport (ORD)?
If you reserved your PAH to ORD flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more details.

Travel information

Origin airport
Barkley Regional
Destination airport
O'Hare Intl.
Roundtrip price
$335
Distance
342 mi

Book with confidence

Paducah to Chicago Flights

The cheapest times to fly from Paducah 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 Paducah to Chicago are during the month of December. You can find some of the cheapest flights from Paducah to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Paducah to Chicago

Sunday is one of the best days to book for cheap flights from Paducah 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 Paducah 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 Paducah to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $159 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 Paducah 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 Paducah 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.

 

Paducah to Chicago Flights

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*Available to One Key members.