Cheap Flights from Phoenix (PHX) to Chicago (PWK)

Popular airlines from Phoenix Sky Harbor Intl. Airport (PHX) 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 $234
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $234
Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $234
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $234
Flights from Phoenix (PHX) to Chicago (PWK)
Origin airport
Sky Harbor Intl.
Destination airport
Chicago Executive
Distance
1440 mi

Phoenix to Chicago Flights

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

 

The best time to book a flight from Phoenix to Chicago

Sunday is one of the best days to book for cheap flights from Phoenix 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 Phoenix 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 Phoenix 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 Phoenix 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 Phoenix 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 Sky Harbor Intl. Airport (PHX) to Chicago Executive Airport (PWK) cost?
Discover the latest flight deals from PHX to PWK 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 PHX to PWK?
The cheapest flights from PHX to PWK are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from PHX to PWK?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from PHX to PWK. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Sky Harbor Intl. Airport (PHX) to Chicago Executive Airport (PWK)?
Nonstop flights from Sky Harbor Intl. Airport (PHX) 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 pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PHX to PWK?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Sky Harbor Intl. Airport (PHX) to Chicago Executive Airport (PWK)?
Select a flight from Sky Harbor Intl. Airport (PHX) to Chicago Executive Airport (PWK) that leaves before 3 PM to reduce the risk of 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.
What airports do you fly into for Chicago from Sky Harbor Intl. Airport (PHX)?
Board a direct flight from Sky Harbor Intl. Airport (PHX) 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 Sky Harbor Intl. Airport (PHX) to Chicago Executive Airport (PWK) last-minute?
Booking your plane ticket from PHX to PWK right before your journey is usually more expensive. However, if there's some wiggle room with your schedule, you could snag a cheap last-minute fare.
Is it cheaper to book a PHX to PWK flight and hotel package?
You'll generally save money by booking a PHX 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 everything in one place. Once you've chosen your preferred flights and accommodations, consider adding extras including tours, car rentals and activities.
Can I cancel or change the date of my flight from Sky Harbor Intl. Airport (PHX) to Chicago Executive Airport (PWK)?
You can usually reschedule or cancel your PHX to PWK flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find further details on our Customer Service portal.

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