Chicago

$64+ Cheap flights from Sky Harbor Intl (PHX) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Jan 11 — Jan 181
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Find cheap flights from Sky Harbor Intl to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Phoenix Sky Harbor Intl to Chicago are usually found in February or January, booked 22 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Sky Harbor Intl to Chicago

Cheapest flights from Sky Harbor Intl to Chicago
Explore the most affordable flight options available from Sky Harbor Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/253:40 pmPHX - ORD
Nonstop3h 43mFrontier
Thu 1/19:33 pmORD - PHX
Nonstop3h 54mFrontier
Deal found 12/11$127
This CheapOair deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:31 pmPHX - ORD
1 stop24h 41mFrontier
Fri 1/308:15 amORD - PHX
1 stop9h 41mFrontier
Deal found 12/10$156
This CheapOair deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:31 pmPHX - ORD
1 stop24h 41mFrontier
Sat 1/318:00 amORD - PHX
Nonstop4h 11mFrontier
Deal found 12/10$161
This Super.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:43 pmPHX - ORD
1 stop7h 29mFrontier
Mon 1/51:32 pmORD - PHX
Nonstop4h 08mFrontier
Deal found 12/9$173
This Kiwi.com deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:43 pmPHX - ORD
1 stop7h 29mFrontier
Thu 1/17:00 amORD - PHX
1 stop8h 33mFrontier
Deal found 12/11$174
This Expedia deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:31 pmPHX - MDW
1 stop20h 24mFrontier
Fri 1/306:20 amMDW - PHX
1 stop10h 02mFrontier
Deal found 12/10$176
This Expedia deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:31 pmPHX - ORD
1 stop24h 41mFrontier
Mon 1/51:32 pmORD - PHX
Nonstop4h 08mFrontier
Deal found 12/11$177
This Cheapflightsfares deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:31 pmPHX - ORD
1 stop24h 41mFrontier
Thu 1/19:33 pmORD - PHX
Nonstop3h 54mFrontier
Deal found 12/11$179
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:31 amPHX - ORD
1 stop13h 41mFrontier
Sun 1/410:49 pmORD - PHX
1 stop10h 59mFrontier
Deal found 12/9$182
This Kiwi.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/286:05 amPHX - MDW
1 stop6h 54mFrontier
Wed 12/312:16 pmMDW - PHX
1 stop11h 19mFrontier
Deal found 12/9$191
This Booking.com deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/309:31 amPHX - MDW
1 stop9h 24mFrontier
Mon 1/52:16 pmMDW - PHX
1 stop11h 12mFrontier
Deal found 12/9$194
This CheapOair deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:26 pmPHX - MDW
1 stop11h 42mFrontier
Tue 1/62:03 pmMDW - PHX
Nonstop3h 59mFrontier
Deal found 12/10$203

Find flight deals from Sky Harbor Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Sky Harbor Intl (PHX) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$99
(CheapOair)

One-way from

$64
(Frontier)

Popular in

December

Cheapest in

February

Average price

$315

Good round-trip deal

$245 or less

Good one-way deal

$128 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. 1% potential increase in price ($3 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 December 2025
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

 
Customize your flight search to find flights from Sky Harbor Intl to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Phoenix Sky Harbor Intl Airport to Chicago that are best for you.

Fly from

Sky Harbor Intl

Fly to

Chicago

Route

Depart

Return

Price

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Fri 1/23

5:15 pm-9:45 pm

Nonstop3h 30m

Chicago O'Hare Intl

Sun 1/25

7:00 am-2:57 pm

1 stop8h 57m

$108

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Fri 1/9

3:57 pm-2:17 pm

1 stop21h 20m

Chicago O'Hare Intl

Fri 1/16

3:22 pm-11:36 pm

1 stop9h 14m

$179

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 4/9

10:03 am-12:12 am

1 stop12h 09m

Chicago O'Hare Intl

Mon 4/13

3:40 pm-9:18 pm

1 stop7h 38m

$182

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Wed 3/25

10:24 am-3:59 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sun 3/29

4:13 pm-6:33 pm

Nonstop4h 20m

$188

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 2/24

4:27 pm-11:59 pm

1 stop6h 32m

Chicago O'Hare Intl

Sat 2/28

3:07 pm-11:42 pm

1 stop9h 35m

$197

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 1/6

12:10 pm-6:45 pm

1 stop5h 35m

Chicago Midway

Sat 1/10

7:00 am-10:10 am

Nonstop4h 10m

$197

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 1/20

11:53 pm-10:05 am

1 stop9h 12m

Chicago O'Hare Intl

Wed 1/21

6:45 pm-12:11 am

1 stop6h 26m

$217

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Fri 1/23

12:59 am-10:25 am

1 stop8h 26m

Chicago O'Hare Intl

Sat 1/24

3:24 pm-11:46 pm

1 stop9h 22m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 1/7

11:55 am-10:07 pm

1 stop9h 12m

Chicago Midway

Wed 1/14

11:21 am-7:13 pm

1 stop8h 52m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 2/24

1:55 pm-10:44 pm

1 stop7h 49m

Chicago Midway

Sat 2/28

1:28 pm-7:38 pm

1 stop7h 10m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 56 results
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Compare providers for flights from Sky Harbor Intl to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
Trip.comPrice 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Phoenix Sky Harbor Intl Airport-Chicago flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Sky Harbor Intl to Chicago. Price data was last updated on December 5, 2025.

Booking 22 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 month to book a flight from Phoenix Sky Harbor Intl Airport to Chicago?

Currently, December is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $62). Flying from Phoenix Sky Harbor Intl Airport to Chicago in July is currently the most expensive (average of $191). 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?

Find hourly flight availability from Sky Harbor Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

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 at noon tend to be the most expensive. A flight in the evening could potentially save you up to 32% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Sky Harbor Intl to Chicago. Price data was last updated on December 6, 2025.

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

Weekly flight availability from Phoenix Sky Harbor Intl Airport to Chicago

Explore weekly flight availability from Sky Harbor Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 12, 2025.

The most flights from PHX to CHI are scheduled on a Wednesday (53 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (28 on average).

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

Share of 1-stop round-trip flights from Phoenix Sky Harbor Intl Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Las Vegas (LAS) – chosen by Cheapflights users on 40% 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?

Average round-trip fare for 1-stop flights from Phoenix Sky Harbor Intl Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Las Vegas (LAS) is the most affordable 1-stop option, with an average round-trip price of $128.

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

Shortest average travel time for 1-stop one-way flights from Phoenix Sky Harbor Intl Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 5h 10m.

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

Average layover duration for 1-stop one-way flights from Phoenix Sky Harbor Intl Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 0h 53m.

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 159 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?

Friday tends to have the lowest number of delays on this route, whereas Sunday 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 6% of flights being delayed.

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

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Phoenix Sky Harbor Intl Airport to Chicago trip
Airlines
Frontier

Frontier's UpFront Plus seats offer a guaranteed empty middle seat for added comfort.


Frontier offers Zone 1 boarding for carry-on bag purchasers and Elite members.

Southwest

Southwest's free snacks and non-alcoholic beverages enhance your travel experience.


Southwest offers free messaging and high-speed Wi-Fi for a fee, keeping you connected.

United Airlines

United's Economy Plus offers extra legroom seats towards the front of the economy cabin.


United's Polaris Lounges offer showers, daybeds, and dining for premium passengers.

Airports
PHX

PHX offers short security lines with wait times usually under 10 minutes, ensuring a smooth departure experience.

ORD

Taking the 'L' train from ORD to downtown Chicago is often faster than driving due to traffic, providing a reliable arrival option.

MDW

The Orange Line train takes you from MDW to downtown Chicago in under 30 minutes, offering a convenient arrival option.

Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

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.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

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.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

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.

Read more
Brandon Schultz

Brandon Schultz

Expert on PHX

Brandon Schultz

Brandon Schultz

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.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated December 12, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines 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.

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Sky Harbor Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Phoenix Sky Harbor Intl Airport to Chicago?

    Airlines like Frontier, Southwest, and Delta fly from Phoenix Sky Harbor Intl Airport to Chicago in about 3h 30m. The time it takes to get you to your destination can typically vary by up to 5h 42m. 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 $79, was found to be the cheapest airline from Phoenix Sky Harbor Intl Airport to Chicago.Alternate airlines to your destination round-trip include Spirit Airlines and Delta. Frontier is priced at 69% 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 $47. Spirit Airlines flights start at $81 while deals on United Airlines start at $98 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: Japan Airlines (84%), Aer Lingus (82%), American Airlines (81%).

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

    Looking at all options, your cheapest flight can be booked for $34. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $72 on average, our data indicates $980 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, December is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $62). Flying from Phoenix Sky Harbor Intl Airport to Chicago in July is currently the most expensive (average of $191). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top 6 airlines flying from Sky Harbor Intl to Chicago

Discover the top 6 airlines that operate flights from Sky Harbor Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$208FlexibilityNo cancel feeOn-time65%
FrontierCheapest$84Average$211FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$298FlexibilityNo cancel feeOn-time69%
DeltaCheapest$162Average$355FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$309FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$200Average$338FlexibilityNo cancel feeOn-time63%

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