$57 Cheap Flights from Phoenix (PHX) to Chicago (CHI)

View $57 flight on Sat, Nov 15, 2025Opens in a new window

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

    notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
    deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
    trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from Phoenix to Chicago (PHX-CHI)

Prices were available within the past 7 days and start at $57 for one-way flights and $110 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Oct 23 - Sun, Oct 26
PHX
Phoenix
MDW
Chicago
$110 Roundtrip, found 9 hours ago
$110
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Phoenix to Chicago, returning Sun, Oct 26, priced at $110 found 9 hours ago
Frontier Airlines
Thu, Nov 6 - Mon, Nov 10
PHX
Phoenix
ORD
Chicago
$110 Roundtrip, found 10 hours ago
$110
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Nov 6 from Phoenix to Chicago, returning Mon, Nov 10, priced at $110 found 10 hours ago
Frontier Airlines
Mon, Oct 27 - Fri, Oct 31
PHX
Phoenix
ORD
Chicago
$112 Roundtrip, found 9 hours ago
$112
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Oct 27 from Phoenix to Chicago, returning Fri, Oct 31, priced at $112 found 9 hours ago
Frontier Airlines
Sat, Nov 1 - Sat, Nov 15
PHX
Phoenix
MDW
Chicago
$114 Roundtrip, found 3 days ago
$114
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Phoenix to Chicago, returning Sat, Nov 15, priced at $114 found 3 days ago
Frontier Airlines
Thu, Oct 23 - Mon, Oct 27
PHX
Phoenix
MDW
Chicago
$118 Roundtrip, found 7 hours ago
$118
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Phoenix to Chicago, returning Mon, Oct 27, priced at $118 found 7 hours ago
Frontier Airlines
Sat, Nov 1 - Sun, Nov 9
PHX
Phoenix
MDW
Chicago
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Phoenix to Chicago, returning Sun, Nov 9, priced at $119 found 2 days ago
Spirit Airlines
Thu, Oct 2 - Mon, Oct 6
PHX
Phoenix
ORD
Chicago
$182 Roundtrip, just found
$182
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Oct 2 from Phoenix to Chicago, returning Mon, Oct 6, priced at $182 just found
Southwest Airlines
Sat, Oct 18 - Fri, Oct 31
PHX
Phoenix
MDW
Chicago
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Oct 18 from Phoenix to Chicago, returning Fri, Oct 31, priced at $188 found 4 days ago
American Airlines
Wed, Dec 24 - Wed, Dec 31
PHX
Phoenix
ORD
Chicago
$199 Roundtrip, found 5 hours ago
$199
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Dec 24 from Phoenix to Chicago, returning Wed, Dec 31, priced at $199 found 5 hours ago
United
Thu, Dec 25 - Thu, Jan 1
PHX
Phoenix
ORD
Chicago
$199 Roundtrip, found 17 hours ago
$199
Roundtrip
found 17 hours ago
Select United flight, departing Thu, Dec 25 from Phoenix to Chicago, returning Thu, Jan 1, priced at $199 found 17 hours ago

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

February is typically the cheapest month to fly

From $82 - $381 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 $158
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $158
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $277
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $277
Flights from Phoenix (PHX) to Chicago (MDW)
Origin airport
Sky Harbor Intl.
Destination airport
Midway Intl.
Roundtrip price
$109
Distance
1441 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 October. 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 $57 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 is a flight from Phoenix Sky Harbor Airport to Chicago, IL (CHI-All Airports)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight from Sky Harbor Intl. Airport (PHX) to Chicago, IL (CHI-All Airports) was $110. Cheap tickets don't last forever, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Phoenix Sky Harbor Intl. Airport to Chicago, IL (CHI-All Airports)?
When it comes to cancellation fees, each airline has a different set of terms and conditions. If you decide to cancel your escape, visit our Customer Service Portal.
How do I find cheap flights from Sky Harbor Intl. Airport (PHX) to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Phoenix Sky Harbor Intl. Airport to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Phoenix Sky Harbor Intl. Airport to Chicago, IL (CHI-All Airports)?
It takes approximately 3 hours and 21 minutes to get from Phoenix Sky Harbor Intl. Airport (PHX) to Chicago, IL (CHI-All Airports) (CHI). But with some music and a few interesting magazines, the time will pass by quicker.
How far is the flight from Sky Harbor Intl. Airport (PHX) to Chicago, IL (CHI-All Airports)?
The flight distance from PHX to Chicago, IL (CHI-All Airports) is 1429 mi. Bring a drink, some snacks and a laptop filled with movies. Keep yourself entertained and the time will fly by.
Which airlines fly direct from Phoenix Sky Harbor Airport to Chicago, IL (CHI-All Airports)?
Traveling from Phoenix Sky Harbor Airport to Chicago, IL (CHI-All Airports) is easy when you have a nice range of airlines to select from. These are a few of the best:

  • Southwest Airlines - (WN) with 308 monthly flights
  • American Airlines - (AA) with 173 monthly flights
  • United Airlines - (UA) with 139 monthly flights
  • Frontier Airlines - (F9) with 30 monthly flights

Are PHX to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Phoenix Sky Harbor Intl. Airport to Chicago, IL (CHI-All Airports) last minute could save you some serious cash. However, it could end up costing you a whole lot more! If you'd rather err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to 12 months in advance. If your preferred carrier hasn't released tickets yet, check back regularly as deals are updated all the time on Expedia.

Explore a world of travel with Expedia

*Available to One Key members.