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$79+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheapflights Tip: The best prices from Phoenix Sky Harbor Intl to Chicago are usually found in February or January, booked 87 days in advance, depart on a Thursday or Friday and return on a Wednesday

Find 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 October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sat 11/87:32 amPHX - ORD
1 stop14h 57mFrontier
Sat 11/157:15 amORD - PHX
1 stop10h 51mFrontier
Deal found 10/26$135
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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.
Sat 12/66:42 pmPHX - ORD
1 stop26h 59mFrontier
Fri 12/1210:05 pmORD - PHX
Nonstop3h 54mFrontier
Deal found 10/26$136
This CheapOair deal was found by Cheapflights users on 10/27. 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 12/410:26 pmPHX - MDW
1 stop11h 42mFrontier
Mon 12/86:15 amMDW - PHX
Nonstop4h 04mFrontier
Deal found 10/27$136
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 10/27$138
This Frontier deal was found by Cheapflights users on 10/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/253:53 pmPHX - ORD
Nonstop3h 35mFrontier
Fri 12/510:05 pmORD - PHX
Nonstop3h 54mFrontier
Deal found 10/26$140
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 11/108:08 pmPHX - ORD
Nonstop3h 35mFrontier
Mon 11/173:30 pmORD - PHX
Nonstop4h 04mFrontier
Deal found 10/28$141
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Fri 12/267:55 amPHX - ORD
Nonstop3h 27mFrontier
Mon 12/291:32 pmORD - PHX
Nonstop4h 08mFrontier
Deal found 10/27$142
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Mon 12/810:29 amPHX - MDW
Nonstop3h 23mFrontier
Fri 12/1212:18 pmMDW - PHX
1 stop20h 48mFrontier
Deal found 10/26$142
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Tue 11/113:02 pmPHX - ORD
Nonstop3h 40mFrontier
Sat 11/155:45 pmORD - PHX
1 stop17h 33mFrontier
Deal found 10/25$143
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sat 12/203:43 pmPHX - ORD
1 stop7h 29mFrontier
Thu 1/17:00 amORD - PHX
1 stop18h 29mFrontier
Deal found 10/26$144
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 11/138:08 pmPHX - ORD
Nonstop3h 35mFrontier
Sat 11/156:00 amORD - PHX
1 stop8h 13mFrontier
Deal found 10/26$146
This Priceline deal was found by Cheapflights users on 10/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:30 amPHX - MDW
Nonstop3h 27mFrontier
Mon 11/108:30 amMDW - PHX
Nonstop3h 53mFrontier
Deal found 10/25$146

Cheap 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 October 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$135
(Kiwi.com)

One-way from

$79
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$249

Good round-trip deal

$230 or less

Good one-way deal

$138 or less
Provider with most accurate pricing for Phoenix Sky Harbor Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Phoenix Sky Harbor Intl-Chicago (CHI) flights.
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From Phoenix Sky Harbor Intl to Chicago (CHI)
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One-way flight from Phoenix Sky Harbor Intl to Chicago (CHI)
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Phoenix Sky Harbor Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Phoenix Sky Harbor Intl to Chicago (CHI).
Search Deals

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 October 28, 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

Wed 12/10

9:05 am-1:30 pm

Nonstop3h 25m

Chicago O'Hare Intl

Sat 12/13

3:05 pm-6:00 pm

Nonstop3h 55m

$199

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sun 2/22

8:35 pm-12:45 am

Nonstop3h 10m

Chicago Midway

Mon 2/23

3:25 pm-6:20 pm

Nonstop3h 55m

$201

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 12/9

5:00 am-9:15 am

Nonstop3h 15m

Chicago Midway

Fri 12/12

9:50 pm-12:35 am

Nonstop3h 45m

$208

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 1/16

10:10 pm-5:05 am

1 stop5h 55m

Chicago Midway

Mon 1/19

5:00 am-8:10 am

Nonstop4h 10m

$211

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 12/11

3:38 pm-8:07 pm

Nonstop3h 29m

Chicago O'Hare Intl

Mon 12/15

11:15 am-2:15 pm

Nonstop4h 00m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 12/3

11:59 pm-9:54 am

1 stop8h 55m

Chicago Midway

Sat 12/6

9:29 am-3:05 pm

1 stop6h 36m

$219

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Sun 12/7

11:55 pm-10:00 am

1 stop9h 05m

Chicago O'Hare Intl

Wed 12/10

6:00 pm-12:16 am

1 stop7h 16m

$228

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Fri 12/12

3:20 pm-9:40 pm

1 stop5h 20m

Chicago O'Hare Intl

Sat 12/13

6:00 am-2:00 pm

1 stop9h 00m

$228

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sun 12/7

4:35 pm-11:47 pm

1 stop6h 12m

Chicago Midway

Wed 12/10

5:29 pm-12:16 am

1 stop7h 47m

$228

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 11/24

8:10 pm-12:25 am

Nonstop3h 15m

Chicago Midway

Mon 12/1

10:30 pm-1:20 am

Nonstop3h 50m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
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 October 24, 2025.

Booking 87 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 $64). Flying from Phoenix Sky Harbor Intl Airport to Chicago in July is currently the most expensive (average of $192). 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 October 28, 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 October 26, 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.

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 44% 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.

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

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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.

Read more about Frontierby Marisa Garcia
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.

Read more about Southwestby Marisa Garcia
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.

Read more about United Airlinesby Harriet Baskas
Airports
PHX

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

Read more about PHXby Brandon Schultz
ORD

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

Read more about ORDby Ramsey Qubein
MDW

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

Read more about MDWby Ramsey Qubein
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 October 28, 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.
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,124 reviews
Southwest
8.0
Very good
4,240 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 Southwest, United Airlines, and Delta fly from Phoenix Sky Harbor Intl Airport to Chicago in about 3h 25m. The time it takes to get you to your destination can typically vary by up to 5h 30m. 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?

    Spirit Airlines, 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 Frontier and United Airlines. Spirit Airlines 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 Southwest, which is currently one of the cheapest options available, starting at $94. United Airlines flights start at $100 while deals on Delta start at $109 one-way.

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

    The most popular flight routes from Phoenix Sky Harbor Intl Airport to Chicago are Phoenix Sky Harbor Intl - Chicago O'Hare Intl, Phoenix Sky Harbor Intl - Chicago Midway and Phoenix Sky Harbor Intl - Chicago Greater Rockford.

  • 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: Aer Lingus (86%), Brussels Airlines (85%), Royal Jordanian (84%).

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

    Looking at all options, your cheapest flight can be booked for $75. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $88 on average, our data indicates $936 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 $64). Flying from Phoenix Sky Harbor Intl Airport to Chicago in July is currently the most expensive (average of $192). 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
Merrillville
Lansing
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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$218FlexibilityNo cancel feeOn-time65%
FrontierCheapest$100Average$214FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$301FlexibilityNo cancel feeOn-time69%
DeltaCheapest$162Average$355FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$197Average$313FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$346FlexibilityNo cancel feeOn-time63%

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