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$115+ Cheap flights from Paducah (PAH) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PAH — CHI
Mar 3 — Mar 101
Tue 3/3
Tue 3/10
1 adult, Economy
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Cheap flight deals from Paducah to Chicago

Cheapest flights from Paducah to Chicago
Explore the most affordable flight options available from Paducah to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:30 am
PAH
-
ORD
1 stop9h 38m
Multiple Airlines
Mon 2/2311:46 am
ORD
-
PAH
1 stop7h 29m
Multiple Airlines
Deal found 1/30$224
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:00 am
PAH
-
ORD
Nonstop1h 43m
United Airlines
Sun 5/1012:07 pm
ORD
-
PAH
Nonstop1h 28m
United Airlines
Deal found 1/31$234
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:30 am
PAH
-
ORD
1 stop15h 22m
Multiple Airlines
Sat 2/218:05 am
ORD
-
PAH
2 stops28h 20m
Multiple Airlines
Deal found 1/30$257
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/62:30 pm
PAH
-
ORD
1 stop7h 12m
Multiple Airlines
Fri 2/135:24 pm
ORD
-
PAH
1 stop25h 51m
Multiple Airlines
Deal found 1/30$302
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/52:30 pm
PAH
-
ORD
2 stops29h 08m
Multiple Airlines
Fri 2/135:24 pm
ORD
-
PAH
1 stop25h 51m
Multiple Airlines
Deal found 1/30$333
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/92:30 pm
PAH
-
ORD
2 stops42h 42m
Multiple Airlines
Fri 2/135:24 pm
ORD
-
PAH
1 stop25h 51m
Multiple Airlines
Deal found 1/30$335
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/62:30 pm
PAH
-
ORD
1 stop7h 12m
Multiple Airlines
Sat 2/148:05 am
ORD
-
PAH
2 stops28h 20m
Multiple Airlines
Deal found 1/30$342
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/77:30 am
PAH
-
ORD
2 stops15h 12m
Multiple Airlines
Fri 2/135:24 pm
ORD
-
PAH
1 stop25h 51m
Multiple Airlines
Deal found 1/30$346
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/62:30 pm
PAH
-
ORD
1 stop7h 12m
Multiple Airlines
Mon 2/166:51 pm
ORD
-
PAH
2 stops41h 34m
Multiple Airlines
Deal found 1/30$351
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/47:30 am
PAH
-
ORD
2 stops27h 11m
Multiple Airlines
Fri 2/135:24 pm
ORD
-
PAH
1 stop25h 51m
Multiple Airlines
Deal found 1/30$353
This Mytrip deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:30 pm
PAH
-
ORD
2 stops20h 52m
Multiple Airlines
Thu 2/197:23 pm
ORD
-
PAH
2 stops23h 52m
Multiple Airlines
Deal found 1/30$357

Find flight deals from Paducah to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Paducah (PAH) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$224
(Kiwi.com)

One-way from

$115
(Kiwi.com)

Good round-trip deal

$265 or less
Provider with most accurate pricing for Paducah Barkley Regional-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Paducah Barkley Regional-Chicago (CHI) flights.
Search Deals
From Paducah Barkley Regional to Chicago (CHI)
Search Deals
One-way flight from Paducah Barkley Regional to Chicago (CHI)
Search Deals
Price to beat on a round-trip flight from Paducah Barkley Regional to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Paducah to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 1, 2026.
Use the filters below to find and compare flights from Paducah to Chicago that are best for you.

Fly from

Paducah

Fly to

Chicago

Route

Depart

Return

Price

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Sun 2/22

7:30 am-5:08 pm

1 stop9h 38m

Chicago O'Hare Intl

Mon 2/23

11:46 am-7:15 pm

1 stop7h 29m

$224

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Thu 5/7

5:00 am-6:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Sun 5/10

12:07 pm-1:35 pm

Nonstop1h 28m

$234

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Fri 2/20

7:30 am-10:52 pm

1 stop15h 22m

Chicago O'Hare Intl

Sat 2/21

8:05 am-12:25 pm

2 stops28h 20m

$257

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Wed 2/25

5:00 am-6:45 am

Nonstop1h 45m

Chicago O'Hare Intl

Thu 2/26

12:00 pm-1:27 pm

Nonstop1h 27m

$302

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Mon 4/20

5:00 am-6:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Mon 4/20

12:07 pm-1:35 pm

Nonstop1h 28m

$302

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Wed 2/18

7:30 am-9:39 am

3 stops26h 09m

Chicago O'Hare Intl

Thu 2/19

7:23 pm-7:15 pm

2 stops23h 52m

$366

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Thu 2/26

5:00 am-6:45 am

Nonstop1h 45m

Chicago O'Hare Intl

Mon 3/9

7:40 pm-11:45 pm

2 stops28h 05m

$407

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Mon 2/23

7:30 am-5:04 pm

1 stop9h 34m

$115

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Thu 2/26

5:00 am-6:45 am

Nonstop1h 45m

$154

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

Wed 2/25

5:00 am-6:45 am

Nonstop1h 45m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 12 results
1
2

Compare providers for flights from Paducah to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Paducah to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Paducah-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Paducah-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Paducah-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Paducah-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Paducah-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Paducah to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Paducah with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Paducah to Chicago

What is the cheapest month to book a flight from Paducah to Chicago?

Currently, September is the cheapest month in which you can book a flight from Paducah to Chicago (average of $62). Flying from Paducah to Chicago in July is currently the most expensive (average of $139). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Paducah to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Paducah to Chicago?

    Paducah Barkley Regional (PAH), located 9.7 mi from the city center, is the airport you fly out of when you book flights from Paducah to Chicago. 0 airlines have flights from Barkley Regional to Chicago on a regular basis. Booking flights from Paducah Barkley Regional to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

  • How long is the flight from Paducah to Chicago?

    Airlines like United Airlines fly from Paducah to Chicago in about 1h 43m. The time it takes to get you to your destination is usually consistent. The distance from Paducah to Chicago is about 343 mi. All flights are typically nonstop.

  • What are the cheapest flights from Paducah to Chicago?

    Looking at all options, your cheapest flight can be booked for $194. While the most popular route (Paducah Barkley Regional - Chicago O'Hare Intl) can be booked for $194 on average, our data indicates $277 when flying from Paducah to Chicago.

  • Can I find deals for flights from Paducah to Chicago that include hotel bookings?

    Yes. In addition to deals on Paducah to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Paducah to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Paducah to Chicago.

  • Can I find deals for business class flights from Paducah to Chicago?

    Yes. Cheapflights offers flight deals from Paducah to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Paducah to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Paducah to Chicago (average of $62). Flying from Paducah to Chicago in July is currently the most expensive (average of $139). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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