Cheap Flights from Harrisburg (MDT) to Chicago (PWK)

Popular airlines from Harrisburg Intl. Airport (MDT) 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. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $239
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $239
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $379
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $379

Frequently asked questions

How much does a flight from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK) cost?
Get a cheap one-way flight or cheap return flight from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK)?
Planning your getaway for may help you find better deals, as it's the cheapest month for flights between MDT and PWK. You'll often find the lowest prices during the off-season.
What is the cheapest airline that flies from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK)?
To find the cheapest airline flying from MDT to PWK, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK)?
You'll need to take a flight with a layover if you're traveling from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK). There are no daily direct flights on this route. However, simply 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 MDT to PWK?
Usually you'll find the widest variety of flight choices on a Friday. Tuesdays tend to be the quietest.* However, this can change 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 Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK)?
To land at Chicago Executive Airport (PWK) on schedule, book a flight that leaves Harrisburg Intl. Airport (MDT) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Harrisburg Intl. Airport (MDT)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Harrisburg Intl. Airport (MDT). Explore your options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK) last-minute?
Last-minute bookings from MDT to PWK are typically more expensive. For the best prices, start looking for flights well in advance. That being said, if you can play around with your travel dates, you may land a cheap fare just before your departure.
Is it cheaper to book a MDT to PWK flight and hotel package?
You can save money by booking a MDT to PWK flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one place. Once you've chosen your ideal accommodations and flights, consider adding extras including car rentals, tours and activities.
Can I cancel or change the date of my flight from Harrisburg Intl. Airport (MDT) to Chicago Executive Airport (PWK)?
It's generally possible to reschedule or cancel your MDT to PWK flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Travel information

Origin airport
Harrisburg Intl.
Destination airport
Chicago Executive
Distance
594 mi

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Harrisburg to Chicago Flights

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

 

The best time to book a flight from Harrisburg to Chicago

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

 

Harrisburg to Chicago Flights

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