Cheap Flights from Minneapolis (MSP) to Chicago (PWK)

Popular airlines from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago, IL (PWK-Chicago Executive)

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 $140
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $140
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $200
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $200

Frequently asked questions

How much does a flight from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK) cost?
Grab a cheap one-way flight or cheap return flight from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK) 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 Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK)?
The cheapest month to fly from MSP to PWK is , when there's less demand. Off-peak season is often when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK)?
To find the cheapest airline flying from MSP to PWK, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK)?
There aren't any daily direct flights departing from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from MSP to PWK?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary based on various factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK)?
To avoid potential delays on the Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK) route, fly before 3 PM. Later flights have a 22% higher chance of cancellation.**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 Minneapolis - St. Paul Intl. Airport (MSP)?
Board a direct flight from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago and arrive at O'Hare Intl. Airport (ORD). Another convenient entry point into this destination is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK) last-minute?
Last-minute bookings from MSP to PWK are usually more expensive. To lock in the lowest rates, start searching for flights ahead of time. That being said, if you're flexible with your travel plans, you may score a cheap ticket right before your trip.
Is it cheaper to book a MSP to PWK flight and hotel package?
Securing a MSP to PWK flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Choose from our impressive range of stays and then add activities, flights and car rentals 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 Minneapolis - St. Paul Intl. Airport (MSP) to Chicago Executive Airport (PWK)?
If you booked your MSP to PWK flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Minneapolis - St. Paul Intl.
Destination airport
Chicago Executive
Distance
327 mi

Book with confidence

Minneapolis to Chicago Flights

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

 

The best time to book a flight from Minneapolis to Chicago

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

 

Minneapolis to Chicago Flights

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*Available to One Key members.