Cheap Flights from Memphis (MEM) to Chicago (PWK)

Popular airlines from Memphis International Airport (MEM) to Chicago, IL (PWK-Chicago Executive)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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 $247
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $247
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $335
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $335

Frequently asked questions

How much does a flight from Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK) cost?
Secure a cheap one-way flight or cheap return flight from Memphis Intl. Airport (MEM) 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 Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK)?
The cheapest month to fly from MEM to PWK is , when demand is low. Off-peak season is generally when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest MEM to PWK flight.
How many flights per day from Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK)?
Direct flights from Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MEM to PWK?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can change based on a number of factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK)?
To avoid possible delays on the Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK) route, fly before 3 PM. Later departures have a 22% higher chance of being 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.
What airports do you fly into for Chicago from Memphis Intl. Airport (MEM)?
Catch a direct flight from Memphis Intl. Airport (MEM) to Chicago and land at O'Hare Intl. Airport (ORD). Another point of entry into this destination is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK) last-minute?
Booking your plane ticket from MEM to PWK shortly before your getaway is generally more expensive. But if you're flexible with your schedule, you could bag a cheap last-minute fare.
Is it cheaper to book a MEM to PWK flight and hotel package?
You'll typically save money by booking a MEM to PWK flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. After selecting your ideal flights and accommodations, consider other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Memphis Intl. Airport (MEM) to Chicago Executive Airport (PWK)?
If you booked your MEM to PWK flight in the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Memphis Intl.
Destination airport
Chicago Executive
Distance
501 mi

Book with confidence

Memphis to Chicago Flights

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

 

The best time to book a flight from Memphis to Chicago

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

 

Memphis to Chicago Flights

Explore a world of travel with Expedia

*Available to One Key members.