$75 Cheap Flights from Phoenix (PHX) to Chicago (MDW)

View $75 flight on Sat, Nov 8, 2025Opens in a new window

Popular airlines from Phoenix Sky Harbor Intl. Airport (PHX) to Chicago Midway Airport (MDW)

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Today's featured flight deals from Phoenix Sky Harbor Intl. Airport (PHX) to Chicago Midway Airport (MDW)

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from Phoenix to Chicago (PHX-MDW)

Prices were available within the past 7 days and start at $75 for one-way flights and $114 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Dec 11 - Sun, Dec 14
PHX
Phoenix
MDW
Chicago
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 11 from Phoenix to Chicago, returning Sun, Dec 14, priced at $114 found 1 day ago
Frontier Airlines
Thu, Dec 4 - Thu, Dec 11
PHX
Phoenix
MDW
Chicago
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Phoenix to Chicago, returning Thu, Dec 11, priced at $117 found 1 day ago
Frontier Airlines
Sat, Nov 1 - Sun, Nov 9
PHX
Phoenix
MDW
Chicago
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Phoenix to Chicago, returning Sun, Nov 9, priced at $122 found 1 day ago
Frontier Airlines
Sat, Nov 15 - Sun, Nov 16
PHX
Phoenix
MDW
Chicago
$130 Roundtrip, found 18 hours ago
$130
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Phoenix to Chicago, returning Sun, Nov 16, priced at $130 found 18 hours ago
Frontier Airlines
Sat, Nov 1 - Sat, Nov 8
PHX
Phoenix
MDW
Chicago
$146 Roundtrip, found 1 hour ago
$146
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Phoenix to Chicago, returning Sat, Nov 8, priced at $146 found 1 hour ago
Frontier Airlines
Sat, Nov 1 - Mon, Nov 3
PHX
Phoenix
MDW
Chicago
$148 Roundtrip, found 1 hour ago
$148
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Phoenix to Chicago, returning Mon, Nov 3, priced at $148 found 1 hour ago
Frontier Airlines
Sun, Dec 7 - Fri, Dec 12
PHX
Phoenix
MDW
Chicago
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Dec 7 from Phoenix to Chicago, returning Fri, Dec 12, priced at $150 just found
Frontier Airlines
Thu, Dec 11 - Sun, Dec 14
PHX
Phoenix
MDW
Chicago
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 11 from Phoenix to Chicago, returning Sun, Dec 14, priced at $152 found 1 day ago
Southwest Airlines
Wed, Dec 17 - Wed, Dec 24
PHX
Phoenix
MDW
Chicago
$162 Roundtrip, found 6 days ago
$162
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Dec 17 from Phoenix to Chicago, returning Wed, Dec 24, priced at $162 found 6 days ago
Delta
Tue, Oct 28 - Wed, Oct 29
PHX
Phoenix
MDW
Chicago
$231 Roundtrip, found 1 hour ago
$231
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Oct 28 from Phoenix to Chicago, returning Wed, Oct 29, priced at $231 found 1 hour ago

Find the cheapest month to fly from Phoenix (PHX) to Chicago (MDW)

October is typically the cheapest month to fly

From $98 - $236 per traveler.

Frequently asked questions

How much does a flight from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $75 or cheap return flight from $114 from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW) 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 Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
Planning your trip for December is a good way to save, as it's the cheapest month for flights between PHX and MDW. You'll usually find the lowest prices during off-peak months.
Which airlines fly direct from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
When departing from Sky Harbor Intl. Airport (PHX), you can get on a nonstop flight to Midway Intl. Airport (MDW) with Southwest Airlines.
What is the cheapest airline that flies from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
While prices may vary depending on your travel dates, Frontier Airlines and Southwest Airlines are often frequently picked for flights between Sky Harbor Intl. Airport (PHX) and Midway Intl. Airport (MDW). You can also compare airlines on Expedia and use the "Sort by" filter to find the lowest-priced ticket for your PHX to MDW flight.
How many flights per day from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
When departing from Sky Harbor Intl. Airport (PHX), you'll have a choice from an average of 6 daily direct flights to Midway Intl. Airport (MDW).
What are the most popular departure times for flights from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
The 12 PM departures from PHX to MDW are the top choice for many travelers. They can also be more expensive. If you want to save on your trip, choose a less crowded time to fly.
What day of the week has the most flights from PHX to MDW?
Sunday has the most flights from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW). Consider traveling on this day and you'll have the best chance of finding a departure that fits your schedule.
What is the earliest flight from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
Hop on the earliest flight at around 5:05AM UTC-7, leaving from Sky Harbor Intl. Airport (PHX). You'll be traveling for around 3h 15m, reaching Midway Intl. Airport (MDW) at approximately 9:20AM UTC-6.
How long does it take to fly from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
It takes approximately 3 hours and 13 minutes to cover the 1,450 mi from PHX to MDW.
What airline has the least delays from PHX to MDW?
Consider traveling with Southwest Airlines if you'd like to fly straight from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW) without any delays. This carrier has the best track record for punctuality, with an on-time performance of 83%. Want real-time updates? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
Select a flight from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour 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)?
Take a direct flight from Sky Harbor Intl. Airport (PHX) to Chicago and touch down at O'Hare Intl. Airport (ORD). An alternative gateway to the city is Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW) last-minute?
Booking your plane ticket from PHX to MDW right before your trip is typically more expensive. However, if there's some wiggle room with your departure dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book a PHX to MDW flight and hotel package?
Compared with arranging hotels and flights separately, booking a PHX to MDW flight and hotel package with Expedia could lead to significant savings. What's more, managing everything in one place will take the stress out of travel planning. Just secure your flights and choose from our extensive range of hotels, then customize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW)?
If you booked your PHX to MDW flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of fare 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, go to our Customer Service portal if you'd like more information.

Travel information

Travel information

Origin airport
Sky Harbor Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$96
Distance
1441 mi
Average flight time
5 hours 18 mins

Book with confidence

Book with confidence

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 December. 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 $75 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.

 

Phoenix to Chicago Flights

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Explore a world of travel with Expedia

*Available to One Key members.