Cheap Flights from Wheeling (HLG) to Chicago (ORD)

Popular airlines from Wheeling, WV (HLG-Ohio County) to Chicago O'Hare Intl. Airport (ORD)

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Find available prices by choosing your travel dates.
Flights from Wheeling (HLG) to Chicago (ORD)
Origin airport
Ohio County
Destination airport
O'Hare Intl.
Distance
397 mi

Wheeling to Chicago Flights

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

The best time to book a flight from Wheeling to Chicago

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

Frequently asked questions

How much does a flight from Wheeling, WV (HLG-Ohio County) to O'Hare Intl. Airport (ORD) cost?
Discover the latest flight deals from HLG to ORD 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 HLG to ORD?
The cheapest flights from HLG to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Wheeling, WV (HLG-Ohio County) to O'Hare Intl. Airport (ORD)?
There are no direct flights from Wheeling, WV (HLG-Ohio County) to O’Hare Intl. Airport (ORD). However, you can find other airports with nonstop flights. Board your plane at Pittsburgh Intl. Airport (PIT) and head straight to Chicago without a layover.
What is the cheapest airline that flies from HLG to ORD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from HLG to ORD. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Wheeling, WV (HLG-Ohio County) to O'Hare Intl. Airport (ORD)?
Direct flights from Wheeling, WV (HLG-Ohio County) to O’Hare Intl. Airport (ORD) aren’t available daily, so you’ll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and click on either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from HLG to ORD?
Usually you’ll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can change based on the season, carrier 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 Wheeling, WV (HLG-Ohio County) to O'Hare Intl. Airport (ORD)?
Opt for a flight from Wheeling, WV (HLG-Ohio County) to O’Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of delays and cancellations. 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 Wheeling, WV (HLG-Ohio County) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from HLG to ORD are typically more expensive. To secure the best prices, start looking for flights ahead of time. That being said, if your travel plans are flexible, it’s possible to land a cheap ticket just before your departure.
Is it cheaper to book a HLG to ORD flight and hotel package?
Securing a HLG to ORD flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Pick from our extensive range of stays and then add activities, car rentals 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 Wheeling, WV (HLG-Ohio County) to O'Hare Intl. Airport (ORD)?
Typically, you’re able to cancel or reschedule your HLG to ORD flight. However, additional fees may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline’s fees and policies on flight changes, or if you need further details, go to our Customer Service portal.

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*Available to One Key members.