Cheap Flights from Chicago (ORD) to Ashland (ASX)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial)

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Flights from Chicago (ORD) to Ashland (ASX)
Origin airport
O'Hare Intl.
Destination airport
John F. Kennedy Memorial
Distance
349 mi

Chicago to Ashland Flights

The cheapest times to fly from Chicago to Ashland

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

 

The best time to book a flight from Chicago to Ashland

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

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 Ashland in 2026. 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 Ashland 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 Ashland 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 O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial) cost?
Secure a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial) 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 O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial)?
Planning your getaway for may help you find better deals, as it's the cheapest month for flights between ORD and ASX. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial)?
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 find the carrier with the cheapest ORD to ASX flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial)?
You'll have to catch a flight with a layover when traveling from O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial). There are no daily direct flights on this route. However, just filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from ORD to ASX?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be 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 O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial)?
To reach Ashland, WI (ASX-John F. Kennedy Memorial) without delays, select a flight that leaves from O'Hare Intl. Airport (ORD) before 3 PM. The chance 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.
What airports do you fly into for Ashland from O'Hare Intl. Airport (ORD)?
If you're on a direct flight from O'Hare Intl. Airport (ORD) to Ashland, Gogebic County Airport (IWD) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial) last-minute?
Holding off until just before your departure to book a flight from ORD to ASX often results in higher prices. While it's possible to find some last-minute deals, there's no guarantee. Be flexible with your itinerary to maximize your chances of scoring a bargain.
Is it cheaper to book an ORD to ASX flight and hotel package?
Compared with arranging flights and hotels separately, booking an ORD to ASX flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one place will take the stress out of travel planning. Just pick your flights and choose from our wide range of stays, then customize your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Ashland, WI (ASX-John F. Kennedy Memorial)?
In most cases, you can modify or cancel your ORD to ASX flight. However, there may be additional fees, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's fees and guidelines on flight changes, or if you need further information, head to our Customer Service portal.

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*Available to One Key members.