Cheap Flights from Kenosha (ENW) to Chicago (DPA)

Popular airlines from Kenosha, WI (ENW-Kenosha Regional) to Chicago, IL (DPA-Dupage)

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Frequently asked questions

How much does a flight from Kenosha Regional Airport (ENW) to Dupage Airport (DPA) cost?
Secure a cheap one-way flight or cheap return flight from Kenosha Regional Airport (ENW) to Dupage Airport (DPA) 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 Kenosha Regional Airport (ENW) to Dupage Airport (DPA)?
Flying in can help you save, as it's the cheapest month for flights between ENW and DPA. You'll usually find the lowest fares during off-peak months.
What is the cheapest airline that flies from Kenosha Regional Airport (ENW) to Dupage Airport (DPA)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest ENW to DPA flight.
How many flights per day from Kenosha Regional Airport (ENW) to Dupage Airport (DPA)?
You'll need to catch a flight with a layover if you're traveling from Kenosha Regional Airport (ENW) to Dupage Airport (DPA). There are no daily direct flights on this route. However, simply 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 ENW to DPA?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change 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 is the best time to fly from Kenosha Regional Airport (ENW) to Dupage Airport (DPA)?
Book a flight from Kenosha Regional Airport (ENW) to Dupage Airport (DPA) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures later than this 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 Kenosha Regional Airport (ENW) to Dupage Airport (DPA) last-minute?
Booking your flight from ENW to DPA right before your trip is generally more expensive. But if you're flexible with your departure dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book an ENW to DPA flight and hotel package?
Opting for an ENW to DPA flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our wide range of stays and then add car rentals, activities and flights 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 Kenosha Regional Airport (ENW) to Dupage Airport (DPA)?
In most instances, you can modify or cancel your ENW to DPA flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you'd like further details, go to our Customer Service portal.

Travel information

Travel information

Origin airport
Kenosha Regional
Destination airport
Dupage
Distance
50 mi

Book with confidence

Book with confidence

Kenosha to Chicago Flights

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

 

The best time to book a flight from Kenosha to Chicago

Sunday is one of the best days to book for cheap flights from Kenosha 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 Kenosha 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 Kenosha 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 Kenosha 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 Kenosha 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.

 

Kenosha to Chicago Flights

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Explore a world of travel with Expedia

*Available to One Key members.