$100 Cheap Flights from Chicago (MDW) to Phoenix (PHX)

View $100 flight on Sat, Aug 23, 2025Opens in a new window

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

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Cheap Flights from Chicago to Phoenix (MDW-PHX)

Prices were available within the past 7 days and start at $100 for one-way flights and $126 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Oct 9 - Thu, Oct 16
MDW
Chicago
PHX
Phoenix
$126 Roundtrip, found 3 days ago
$126
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 9 from Chicago to Phoenix, returning Thu, Oct 16, priced at $126 found 3 days ago
Southwest Airlines
Tue, Sep 30 - Mon, Oct 6
MDW
Chicago
PHX
Phoenix
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Sep 30 from Chicago to Phoenix, returning Mon, Oct 6, priced at $152 found 1 day ago
Southwest Airlines
Sat, Oct 4 - Sun, Oct 12
MDW
Chicago
PHX
Phoenix
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Oct 4 from Chicago to Phoenix, returning Sun, Oct 12, priced at $157 found 1 day ago
Southwest Airlines
Sat, Sep 27 - Wed, Oct 1
MDW
Chicago
PHX
Phoenix
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 27 from Chicago to Phoenix, returning Wed, Oct 1, priced at $163 found 1 day ago
Southwest Airlines
Sat, Nov 15 - Tue, Nov 18
MDW
Chicago
PHX
Phoenix
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Nov 15 from Chicago to Phoenix, returning Tue, Nov 18, priced at $165 found 2 days ago
Delta
Tue, Sep 23 - Sat, Sep 27
MDW
Chicago
PHX
Phoenix
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 23 from Chicago to Phoenix, returning Sat, Sep 27, priced at $173 found 1 day ago
Frontier Airlines
Sat, Oct 18 - Mon, Oct 20
MDW
Chicago
PHX
Phoenix
$177 Roundtrip, found 13 hours ago
$177
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Oct 18 from Chicago to Phoenix, returning Mon, Oct 20, priced at $177 found 13 hours ago
Frontier Airlines
Sat, Aug 16 - Thu, Aug 21
MDW
Chicago
PHX
Phoenix
$182 Roundtrip, found 19 hours ago
$182
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Chicago to Phoenix, returning Thu, Aug 21, priced at $182 found 19 hours ago
Frontier Airlines
Thu, Sep 18 - Mon, Sep 22
MDW
Chicago
PHX
Phoenix
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 18 from Chicago to Phoenix, returning Mon, Sep 22, priced at $183 just found
Frontier Airlines
Sat, Oct 18 - Fri, Oct 24
MDW
Chicago
PHX
Phoenix
$184 Roundtrip, found 19 hours ago
$184
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Sat, Oct 18 from Chicago to Phoenix, returning Fri, Oct 24, priced at $184 found 19 hours ago

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

October is typically the cheapest month to fly

From $78 - $360 per traveler.

Graph displaying average flight prices per month

Alternative airports near Phoenix

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Sky Harbor Intl. PHX. Cheapest and Closest option available. Average driving time to city center is 10 minutes. Flights from $269
PHX
Sky Harbor Intl.
CheapestClosest
Average driving time to city center10 min
Flights from $269
Flights from Chicago (MDW) to Phoenix (PHX)
Origin airport
Midway Intl.
Destination airport
Sky Harbor Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$126
Distance
1441 mi
Average flight time
1 hour 38 mins

Chicago to Phoenix Flights

The cheapest times to fly from Chicago to Phoenix

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

 

The best time to book a flight from Chicago to Phoenix

Sunday is one of the best days to book for cheap flights from Chicago to Phoenix: 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 Chicago to Phoenix

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 Chicago to Phoenix in 2025. You can also book with separate airlines for your outbound and return journeys, from $100 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 Chicago to Phoenix 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 Chicago to Phoenix 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 Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX) cost?
Cheap round-trip flights from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX) start at $188. 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 MDW on July 31 2025 and touching down at PHX. The price was last updated on July 8 2025 and has not changed since.
What is the cheapest month to fly from MDW to PHX?
The cheapest flights from MDW to PHX 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 Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX)?
You can fly straight from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX) on a Southwest Airlines flight.
What is the cheapest airline that flies from MDW to PHX?
Right now, the cheapest airline offering one-way flights from MDW to PHX is Frontier Airlines. You can book a seat on this route from $97. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on October 2 2025. Prices were last updated on July 8 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX)?
With an average of 6 direct flights departing from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX) every day, you'll be up in the air in no time.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX)?
More people fly between MDW and PHX at 7 AM than at any other time. Looking to skip the crowds? Consider flying outside peak hours and it's possible you'll save on your ticket as well.
What day of the week has the most flights from MDW to PHX?
If you jet off on a Friday, you'll get the greatest range of choices for flights from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX).
What is the earliest flight from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX)?
Take the earliest flight at around 5:20AM UTC-6, heading out of Midway Intl. Airport (MDW). You'll be flying for around 4h 10m, landing at Sky Harbor Intl. Airport (PHX) at approximately 8:30AM UTC-7.
How long does it take to fly from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX)?
It usually takes 4 hours and 2 minutes to travel the 1,450 mi from MDW to PHX.
What airline has the least delays from MDW to PHX?
With 82% of journeys usually landing on time, Southwest Airlines has the best on-time performance for direct flights from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX). To monitor your flight status and get notifications about any changes, use the Expedia App.
What is the best time to fly from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX)?
To arrive at Sky Harbor Intl. Airport (PHX) on time, book a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**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 Phoenix from Midway Intl. Airport (MDW)?
Sky Harbor Intl. Airport (PHX) is the only airport in Phoenix with direct flights from Midway Intl. Airport (MDW). Check out the available options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX) last-minute?
Last-minute fares from MDW to PHX are generally more expensive. To secure the best prices, start searching for flights ahead of time. That said, if you can play around with your travel dates, it's possible to find a cheap ticket right before your journey.
Is it cheaper to book a MDW to PHX flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to PHX flight and hotel package with Expedia could lead to significant savings. What's more, managing everything in one place takes the hassle out of travel planning. Simply pick your flights and select from our wide range of hotels, then tailor your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Sky Harbor Intl. Airport (PHX)?
If you reserved your MDW to PHX flight in the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the ticket type 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 for more details.

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