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

Popular airlines from Chicago Midway Airport (MDW) to Kenosha, WI (ENW-Kenosha Regional)

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Flights from Chicago (MDW) to Kenosha (ENW)
Origin airport
Midway Intl.
Destination airport
Kenosha Regional
Distance
56 mi

Chicago to Kenosha Flights

The cheapest times to fly from Chicago to Kenosha

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

 

The best time to book a flight from Chicago to Kenosha

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

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 Chicago to Kenosha 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 Chicago to Kenosha 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 Chicago to Kenosha 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 Midway Intl. Airport (MDW) to Kenosha Regional Airport (ENW) cost?
Discover the latest flight deals from MDW to ENW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from MDW to ENW?
The cheapest flights from MDW to ENW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from MDW to ENW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from MDW to ENW. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Kenosha Regional Airport (ENW)?
You'll have to hop on a flight with a layover when traveling from Midway Intl. Airport (MDW) to Kenosha Regional Airport (ENW). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from MDW to ENW?
Typically you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* However, this can vary based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Kenosha Regional Airport (ENW)?
To reach Kenosha Regional Airport (ENW) on schedule, choose a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Midway Intl. Airport (MDW) to Kenosha Regional Airport (ENW) last-minute?
Last-minute fares from MDW to ENW are generally more expensive. For the best rates, start searching for flights as early as possible. That being said, if your travel plans are flexible, you may score a cheap fare just before your departure.
Is it cheaper to book a MDW to ENW flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to ENW flight and hotel package with Expedia could result in significant savings. Better still, having everything in one convenient place will take the hassle out of travel planning. Simply pick your flights and select from our extensive range of hotels, then personalize your trip with extras like car rentals and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Kenosha Regional Airport (ENW)?
In most instances, you're able to reschedule or cancel your MDW to ENW flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you need more details, visit our Customer Service portal.

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*Available to One Key members.