$97 Cheap Flights from Phoenix (PHX) to Chicago (MDW)

View $97 flight on Sun, Aug 3, 2025Opens in a new window

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

Cheap Flights from Phoenix to Chicago (PHX-MDW)

Prices were available within the past 7 days and start at $97 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Aug 28 - Thu, Sep 4
PHX
Phoenix
MDW
Chicago
$138 Roundtrip, found 2 days ago
$138
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Phoenix to Chicago, returning Thu, Sep 4, priced at $138 found 2 days ago
Frontier Airlines
Sun, Aug 31 - Thu, Sep 4
PHX
Phoenix
MDW
Chicago
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Aug 31 from Phoenix to Chicago, returning Thu, Sep 4, priced at $142 found 1 day ago
Frontier Airlines
Sun, Aug 10 - Thu, Aug 14
PHX
Phoenix
MDW
Chicago
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Aug 10 from Phoenix to Chicago, returning Thu, Aug 14, priced at $145 found 2 days ago
Frontier Airlines
Thu, Jul 24 - Thu, Jul 31
PHX
Phoenix
MDW
Chicago
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 24 from Phoenix to Chicago, returning Thu, Jul 31, priced at $152 found 1 day ago
Frontier Airlines
Thu, Aug 28 - Thu, Sep 4
PHX
Phoenix
MDW
Chicago
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Phoenix to Chicago, returning Thu, Sep 4, priced at $158 found 2 days ago
Frontier Airlines
Thu, Oct 16 - Sun, Oct 19
PHX
Phoenix
MDW
Chicago
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Oct 16 from Phoenix to Chicago, returning Sun, Oct 19, priced at $164 found 2 days ago
Frontier Airlines
Thu, Oct 9 - Mon, Oct 13
PHX
Phoenix
MDW
Chicago
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Oct 9 from Phoenix to Chicago, returning Mon, Oct 13, priced at $168 found 2 days ago
Frontier Airlines
Sun, Sep 28 - Thu, Oct 2
PHX
Phoenix
MDW
Chicago
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Sep 28 from Phoenix to Chicago, returning Thu, Oct 2, priced at $171 found 2 days ago
Frontier Airlines
Thu, Sep 4 - Mon, Sep 8
PHX
Phoenix
MDW
Chicago
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 4 from Phoenix to Chicago, returning Mon, Sep 8, priced at $172 found 1 day ago
Southwest Airlines
Thu, Sep 25 - Sun, Sep 28
PHX
Phoenix
MDW
Chicago
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Sep 25 from Phoenix to Chicago, returning Sun, Sep 28, priced at $183 found 2 days ago

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

September is typically the cheapest month to fly

From $78 - $361 per traveler.

Graph displaying average flight prices per month

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 $264
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $264
Flights from Phoenix (PHX) to Chicago (MDW)
Origin airport
Sky Harbor Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$138
Distance
1441 mi
Average flight time
5 hours 19 mins

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 August. 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 $97 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 Midway Intl. Airport (MDW) cost?
Cheap return fares from Sky Harbor Intl. Airport (PHX) to Midway Intl. Airport (MDW) start at $133. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Frontier Airlines flight leaving PHX on July 31 2025 and touching down at MDW. The price was last updated on July 4 2025 and has not changed since.
What is the cheapest month to fly from PHX to MDW?
The cheapest flights from PHX to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 PHX to MDW?
Right now, the cheapest carrier offering one-way flights from PHX to MDW is Frontier Airlines. You can take off on this route from $69. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from PHX on September 25 2025. Prices were last updated on July 4 2025 and have not changed since.
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.

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*Available to One Key members.