Chicago

$110+ Cheap flights from Sky Harbor Intl (PHX) to Chicago (CHI)

PHX — CHI
Dec 2 — Dec 91
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Phoenix Sky Harbor Intl to Chicago are usually found in February or January, booked 58 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Sky Harbor Intl to Chicago

Cheapest flights from Sky Harbor Intl to Chicago

Tue 11/246:30 am -
Nonstop3h 30m
Sat 11/285:15 am -
1 stop7h 10m
Deal found 10/28$232
Thu 12/31:35 pm -
1 stop5h 15m
Thu 12/108:10 am -
1 stop5h 15m
Deal found 10/28$232
Wed 11/183:46 pm -
1 stop7h 35m
Sun 11/2212:05 pm -
Nonstop4h 10m
Deal found 10/31$233
Tue 12/13:31 pm -
1 stop16h 55m
Sat 12/510:40 am -
1 stop10h 54m
Deal found 10/30$233
Fri 11/2010:21 pm -
1 stop25h 32m
Sun 11/225:15 am -
1 stop20h 18m
Deal found 10/28$234
Fri 11/207:34 pm -
1 stop11h 03m
Tue 11/248:42 pm -
1 stop16h 09m
Deal found 10/28$234
Wed 11/183:46 pm -
1 stop7h 35m
Wed 11/2512:05 pm -
Nonstop4h 10m
Deal found 11/1$235
Thu 12/109:29 pm -
1 stop11h 36m
Wed 12/1610:40 am -
1 stop10h 54m
Deal found 11/1$235
Fri 11/208:59 pm -
1 stop7h 11m
Thu 11/266:40 am -
1 stop9h 33m
Deal found 10/30$236
Thu 12/1710:53 pm -
1 stop19h 37m
Tue 12/228:35 pm -
1 stop17h 09m
Deal found 11/1$236
Fri 11/2010:21 pm -
1 stop25h 32m
Tue 11/245:15 am -
2 stops17h 01m
Deal found 10/28$237
Wed 11/1812:59 am -
1 stop6h 51m
Thu 11/266:00 am -
1 stop7h 08m
Deal found 10/29$237

Find flight deals from Sky Harbor Intl to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$232
(Super.com)

One-way from

$110
(Super.com)

Popular in

June

Cheapest in

February

Average price

$338

Good round-trip deal

$370 or less

Good one-way deal

$222 or less
Provider with most accurate pricing for Phoenix Sky Harbor Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Phoenix Sky Harbor Intl-Chicago (CHI) flights.
From Phoenix Sky Harbor Intl to Chicago (CHI)
One-way flight from Phoenix Sky Harbor Intl to Chicago (CHI)
Highest demand for flights based on searches. 10% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Phoenix Sky Harbor Intl to Chicago (CHI).
Price to beat on a one-way flight from Phoenix Sky Harbor Intl to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Phoenix Sky Harbor Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Wed 12/2

1:35 pm-7:50 pm

1 stop5h 15m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$114

PhoenixChicago

PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl

PHXORD

Phoenix Sky Harbor Intl

Tue 12/1

10:20 am-3:00 pm

Nonstop3h 40m

Chicago O'Hare Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Tue 12/29

12:58 am-11:01 am

1 stop9h 03m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl

PHXORD

Phoenix Sky Harbor Intl

Wed 12/30

7:00 am-11:31 am

Nonstop3h 31m

Chicago O'Hare Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142
Quickest round-trip

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Sun 11/22

1:35 am-5:45 am

Nonstop3h 10m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Wed 12/23

11:30 pm-8:49 am

1 stop8h 19m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Sat 1/16

7:00 am-11:20 am

Nonstop3h 20m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - MDW Chicago Midway

PHXMDW

Phoenix Sky Harbor Intl

Wed 12/9

1:35 am-5:45 am

Nonstop3h 10m

Chicago Midway

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhoenixChicago

PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl

PHXORD

Phoenix Sky Harbor Intl

Wed 11/18

8:10 am-2:55 pm

1 stop5h 45m

Chicago O'Hare Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$151

PhoenixChicago

PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl

PHXORD

Phoenix Sky Harbor Intl

Wed 11/25

1:49 pm-11:55 pm

1 stop9h 06m

Chicago O'Hare Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 43 resultsSorted by cheapest first
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Compare providers for flights from Sky Harbor Intl to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sky Harbor Intl to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Phoenix Sky Harbor Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Phoenix Sky Harbor Intl Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Phoenix Sky Harbor Intl Airport-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Phoenix Sky Harbor Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Sky Harbor Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Sky Harbor Intl with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Phoenix Sky Harbor Intl Airport to Chicago

What is the cheapest month to book a flight from Phoenix Sky Harbor Intl Airport to Chicago?

Currently, February is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $216). Flying from Phoenix Sky Harbor Intl Airport to Chicago in June is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PHX to CHI?

One of the essential ways to save on airfare from Phoenix Sky Harbor Intl Airport to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 18% on airfare.

Weekly flight availability from Phoenix Sky Harbor Intl Airport to Chicago

The most flights from PHX to CHI are scheduled on a Sunday (57 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (22 on average).

How much does it cost to fly round-trip from Phoenix Sky Harbor Intl Airport to Chicago?

Airfare is below average for this route at the moment.
Phoenix Sky Harbor Intl Airport to Chicago flights typically cost between $249 and $400 in November.
The cheapest round-trip price found within the last 5 days was $232 on Frontier (Nov 24-Nov 28).

What’s the top layover airport for flights from Phoenix Sky Harbor Intl Airport to Chicago?

Atlanta (ATL) – chosen by Cheapflights users on 67% of 1-stop itineraries from Phoenix Sky Harbor Intl Airport to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Phoenix Sky Harbor Intl Airport to Chicago?

Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $138.

What’s the fastest layover option from Phoenix Sky Harbor Intl Airport to Chicago?

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 5h 22m.

Which airport typically offers the quickest layover for flights from Phoenix Sky Harbor Intl Airport to Chicago?

Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 4h 13m.

How often are flights from Phoenix to Chicago delayed?

About 9% of weekly flights between Phoenix and Chicago have experienced delays in the past year, with the average delay time being 154 minutes.

What is the most punctual flight time for Phoenix to Chicago flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Phoenix to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 7% of flights being delayed.

How far ahead should I book a flight from Phoenix Sky Harbor Intl Airport to Chicago?

Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Phoenix Sky Harbor Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Phoenix Sky Harbor Intl Airport to Chicago?

Travelers seeking maximum savings on their Phoenix Sky Harbor Intl Airport to Chicago flight should consider departing on Friday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Phoenix Sky Harbor Intl Airport to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Phoenix Sky Harbor Intl Airport to Chicago trip
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Brandon Schultz

Brandon Schultz

Expert on PHX

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Reviews of airlines servicing Chicago

Read reviews from past customers who have flown Southwest,United Airlines, andJetBlue from Phoenix Sky Harbor Intl Airport to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • How long is the flight from Phoenix Sky Harbor Intl Airport to Chicago?

    Airlines like Southwest, United Airlines, and Delta fly from Phoenix Sky Harbor Intl Airport to Chicago in about 3h 38m. The time it takes to get you to your destination can typically vary by up to 4h 41m. Airlines will cover a distance of 1436 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Phoenix Sky Harbor Intl Airport to Chicago round-trip?

    Frontier, at $57, was found to be the cheapest airline from Phoenix Sky Harbor Intl Airport to Chicago.Alternate airlines to your destination round-trip include JetBlue and Southwest. Frontier is priced at 81% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Phoenix Sky Harbor Intl Airport to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $33. American Airlines flights start at $107 while deals on Delta start at $108 one-way.

  • What are the most popular routes from Phoenix Sky Harbor Intl Airport to Chicago?

  • What are the most reliable airlines from Phoenix Sky Harbor Intl Airport to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Phoenix Sky Harbor Intl Airport to Chicago on time: STARLUX Airlines (92%), Frontier (91%), Volaris (91%).

  • What are the cheapest flights from Phoenix Sky Harbor Intl Airport to Chicago?

    Looking at all options, your cheapest flight can be booked for $109. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $170 on average, our data indicates $1,046 when flying from Phoenix Sky Harbor Intl Airport to Chicago.

  • Can I find deals for flights from Sky Harbor Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Sky Harbor Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sky Harbor Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sky Harbor Intl to Chicago.

  • Can I find deals for business class flights from Sky Harbor Intl to Chicago?

    Yes. Cheapflights offers flight deals from Sky Harbor Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Phoenix Sky Harbor Intl Airport to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $216). Flying from Phoenix Sky Harbor Intl Airport to Chicago in June is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

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Top 5 airlines flying from Sky Harbor Intl to Chicago

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$57Average$213FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$173Average$288FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$187Average$359FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$192Average$345FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$213Average$384FlexibilityNo cancel feeOn-time71%

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