S$148 Cheap Flights from Phoenix to Chicago

View S$148 flight on Sat, 14 Feb, 2026Opens in a new window

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

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Cheap Flights from Phoenix to Chicago (PHX-CHI)

Prices were available within the past 7 days and start at S$148 for one-way flights and S$305 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
MDW
Chicago
S$305 Return, found 6 days ago
S$305
Return
found 6 days ago
Select Delta flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$305 found 6 days ago
Delta
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
ORD
Chicago
S$305 Return, found 6 days ago
S$305
Return
found 6 days ago
Select Delta flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$305 found 6 days ago
Delta
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
ORD
Chicago
S$321 Return, found 6 days ago
S$321
Return
found 6 days ago
Select Delta flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$321 found 6 days ago
Delta
Sat, 27 Sept - Wed, 1 Oct
PHX
Phoenix
ORD
Chicago
S$334 Return, found 5 days ago
S$334
Return
found 5 days ago
Select Delta flight, departing Sat, 27 Sept from Phoenix to Chicago, returning Wed, 1 Oct, priced at S$334 found 5 days ago
United
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
ORD
Chicago
S$336 Return, found 6 days ago
S$336
Return
found 6 days ago
Select United flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$336 found 6 days ago
American Airlines
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
ORD
Chicago
S$337 Return, found 6 days ago
S$337
Return
found 6 days ago
Select American Airlines flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$337 found 6 days ago
Delta
Sat, 27 Sept - Wed, 1 Oct
PHX
Phoenix
ORD
Chicago
S$341 Return, found 5 days ago
S$341
Return
found 5 days ago
Select Delta flight, departing Sat, 27 Sept from Phoenix to Chicago, returning Wed, 1 Oct, priced at S$341 found 5 days ago
United
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
ORD
Chicago
S$343 Return, found 6 days ago
S$343
Return
found 6 days ago
Select United flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$343 found 6 days ago
Delta
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
ORD
Chicago
S$345 Return, found 6 days ago
S$345
Return
found 6 days ago
Select Delta flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$345 found 6 days ago
Delta
Thu, 23 Oct - Thu, 30 Oct
PHX
Phoenix
MDW
Chicago
S$351 Return, found 6 days ago
S$351
Return
found 6 days ago
Select Delta flight, departing Thu, 23 Oct from Phoenix to Chicago, returning Thu, 30 Oct, priced at S$351 found 6 days ago

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

February is typically the cheapest month to fly

From S$106 - S$449 per traveller.

Frequently asked questions

How much is a flight from Phoenix Sky Harbour 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 Harbour Intl. Airport (PHX) to Chicago, IL (CHI-All Airports) was S$305. 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 Harbour 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 Harbour 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 Harbour 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 Harbour Intl. Airport to Chicago, IL (CHI-All Airports)?
It takes approximately 3 hours and 21 minutes to get from Phoenix Sky Harbour 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 Harbour Intl. Airport (PHX) to Chicago, IL (CHI-All Airports)?
The flight distance from PHX to Chicago, IL (CHI-All Airports) is 2,300 kilometres. 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 Harbour Airport to Chicago, IL (CHI-All Airports)?
Travelling from Phoenix Sky Harbour 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 Harbour 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.

Travel information

Travel information

Origin airport
Sky Harbor Intl.
Destination airport
Midway Intl.
Return price
S$304
Distance
2306 km

Book with confidence

Book with confidence

Perfect flights from Phoenix to Chicago

Your Journey from Phoenix to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Phoenix to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including American Airlines, United, Delta. Our selection of flights from Sky Harbor Intl. to CHI-All Airports caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Phoenix to Chicago Flights

Experience the joy of finding cheap flights from Sky Harbor Intl. to CHI-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$148 and roundtrip prices from S$305*.
 

Pre-Flight Essentials

Ensure a smooth journey from Phoenix to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Phoenix to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Phoenix to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Phoenix to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Phoenix to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Phoenix to Chicago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Chicago Airports

Chicago

Phoenix to O'Hare Intl.
S$304.20
*Available to Expedia members.