Cheap Flights from Cincinnati (CVG) to Chicago (PWK)

Popular airlines from Cincinnati-Northern Kentucky Int'l Airport (CVG) to Chicago, IL (PWK-Chicago Executive)

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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. Average driving time to city center is 23 minutes. Flights from $257
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $257
Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $115
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $115

Frequently asked questions

How much does a flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK) cost?
Secure a cheap one-way flight or cheap return flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK)?
is the most affordable month to fly from CVG to PWK. Planning your trip for the off-season is often the key to scoring lower fares.
What is the cheapest airline that flies from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK)?
To find the cheapest airline flying from CVG to PWK, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK)?
You'll have to book a flight with a layover if you're traveling from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from CVG to PWK?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary based on a number of factors, including the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK)?
To avoid possible delays on the Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK) route, fly before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**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 Cincinnati - Northern Kentucky Intl. Airport (CVG)?
Board a direct flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago and touch down at O'Hare Intl. Airport (ORD). Another convenient point of entry into the city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK) last-minute?
Booking your plane ticket from CVG to PWK just before your journey is usually more expensive. However, if you're flexible with your departure times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book a CVG to PWK flight and hotel package?
Securing a CVG to PWK flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our wide range of hotels and then add flights, car rentals and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Cincinnati - Northern Kentucky Intl. Airport (CVG) to Chicago Executive Airport (PWK)?
Typically, you can modify or cancel your CVG to PWK flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you need more information, go to our Customer Service portal.

Travel information

Origin airport
Cincinnati - Northern Kentucky Intl.
Destination airport
Chicago Executive
Distance
271 mi

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Cincinnati to Chicago Flights

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

 

The best time to book a flight from Cincinnati to Chicago

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

 

Cincinnati to Chicago Flights

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