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$70+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 22 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
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 January 27, 2026.

This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:19 am
PHX
-
ORD
Nonstop3h 35m
Frontier
Mon 2/236:00 am
ORD
-
PHX
Nonstop4h 09m
Frontier
Deal found 1/27$81
This Cheapflightsfares deal was found by Cheapflights users on 1/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:05 pm
PHX
-
ORD
Nonstop3h 36m
Frontier
Sun 4/197:43 am
ORD
-
PHX
Nonstop4h 19m
Frontier
Deal found 1/25$85
This Super.com deal was found by Cheapflights users on 1/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/712:19 pm
PHX
-
ORD
Nonstop3h 32m
Frontier
Wed 3/48:10 am
ORD
-
PHX
Nonstop4h 14m
Frontier
Deal found 1/26$86
This Trip.com deal was found by Cheapflights users on 1/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:23 pm
PHX
-
MDW
Nonstop3h 18m
Frontier
Sun 2/223:21 pm
MDW
-
PHX
Nonstop4h 07m
Frontier
Deal found 1/26$86
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Fri 2/203:42 pm
PHX
-
ORD
Nonstop3h 35m
Frontier
Sun 2/2212:56 pm
ORD
-
PHX
Nonstop4h 13m
Frontier
Deal found 1/26$87
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/203:43 pm
PHX
-
MDW
Nonstop3h 17m
Frontier
Mon 2/237:25 pm
MDW
-
PHX
Nonstop4h 07m
Frontier
Deal found 1/27$87
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 2/203:42 pm
PHX
-
ORD
Nonstop3h 35m
Frontier
Mon 2/236:00 am
ORD
-
PHX
Nonstop4h 09m
Frontier
Deal found 1/27$88
This Expedia deal was found by Cheapflights users on 1/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:04 pm
PHX
-
ORD
1 stop20h 20m
Frontier
Sat 2/287:55 am
ORD
-
PHX
Nonstop4h 14m
Frontier
Deal found 1/26$92
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
Fri 2/2710:19 am
PHX
-
ORD
Nonstop3h 35m
Frontier
Sun 3/112:56 pm
ORD
-
PHX
Nonstop4h 13m
Frontier
Deal found 1/26$94
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:30 am
PHX
-
ORD
1 stop6h 54m
Frontier
Sat 2/287:55 am
ORD
-
PHX
Nonstop4h 14m
Frontier
Deal found 1/27$97
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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 2/261:22 pm
PHX
-
ORD
1 stop8h 52m
Frontier
Mon 3/26:00 am
ORD
-
PHX
Nonstop4h 09m
Frontier
Deal found 1/26$101
This Expedia deal was found by Cheapflights users on 1/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:19 am
PHX
-
ORD
Nonstop3h 35m
Frontier
Sat 2/218:05 am
ORD
-
PHX
1 stop16h 39m
Frontier
Deal found 1/26$102

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$81
(Super.com)

One-way from

$70
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$220

Good round-trip deal

$219 or less

Good one-way deal

$128 or less
Provider with most accurate pricing for Phoenix Sky Harbor Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Phoenix Sky Harbor Intl-Chicago (CHI) flights.
Search Deals
From Phoenix Sky Harbor Intl to Chicago (CHI)
Search Deals
One-way flight from Phoenix Sky Harbor Intl to Chicago (CHI)
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 27, 2026.
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 - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 2/28

5:15 am-9:30 am

Nonstop3h 15m

Chicago Midway

Sat 3/7

8:10 pm-11:00 pm

Nonstop3h 50m

$177

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Sat 2/28

5:45 am-2:05 pm

1 stop7h 20m

Chicago O'Hare Intl

Sat 3/7

3:05 pm-6:05 pm

Nonstop4h 00m

$203

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 2/28

7:05 am-2:30 pm

1 stop6h 25m

Chicago Midway

Tue 3/3

5:05 am-8:15 am

Nonstop4h 10m

$203

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 3/10

5:31 pm-10:59 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sat 3/14

6:20 pm-11:16 pm

1 stop6h 56m

$207

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 2/12

9:30 am-9:03 pm

1 stop10h 33m

Chicago O'Hare Intl

Mon 2/16

5:40 am-11:59 pm

1 stop19h 19m

$208

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 3/6

7:55 pm-12:05 am

Nonstop3h 10m

Chicago Midway

Mon 3/9

9:30 pm-11:25 pm

Nonstop3h 55m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 2/24

6:40 am-1:10 pm

1 stop5h 30m

Chicago Midway

Tue 3/3

5:05 am-8:15 am

Nonstop4h 10m

$225

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 3/5

12:59 am-9:06 am

1 stop7h 07m

Chicago Midway

Tue 3/10

12:47 pm-7:16 pm

1 stop8h 29m

$227

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 2/24

11:59 pm-8:54 am

1 stop7h 55m

Chicago Midway

Sat 2/28

4:13 pm-11:42 pm

1 stop8h 29m

$227

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 3/25

7:00 pm-12:10 am

Nonstop3h 10m

Chicago Midway

Tue 3/31

5:10 pm-7:05 pm

Nonstop3h 55m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 50 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
Super.comPrice Accuracy-Trust 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
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 January 23, 2026.

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, February 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 $193). 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 January 27, 2026.

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 afternoon could potentially save you up to 34% 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 January 24, 2026.

Travelers seeking maximum savings on their Phoenix Sky Harbor Intl Airport to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday evenings 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 January 27, 2026.

The most flights from PHX to CHI are scheduled on a Monday (51 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (42 on average).

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

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.

Denver (DEN) – chosen by Cheapflights users on 33% 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.

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?

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 10% of weekly flights between Phoenix and Chicago have experienced delays in the past year, with the average delay time being 156 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
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.

Read more
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.

Read more
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.

Read more
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.

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 January 27, 2026.
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
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
United Airlines
7.4
Good
9,205 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
American Airlines
7.2
Good
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
Spirit Airlines
6.3
Okay
8,384 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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 Southwest, United Airlines, and Frontier fly from Phoenix Sky Harbor Intl Airport to Chicago in about 3h 15m. The time it takes to get you to your destination can typically vary by up to 7h 18m. Airlines will cover a distance of 1440 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 $66, 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 74% 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 $43. Spirit Airlines flights start at $81 while deals on United Airlines start at $92 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: Cathay Pacific (89%), Iberia (88%), Aer Lingus (87%).

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

    Looking at all options, your cheapest flight can be booked for $70. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $66 on average, our data indicates $1,056 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 $62). Flying from Phoenix Sky Harbor Intl Airport to Chicago in July is currently the most expensive (average of $193). 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$66Average$204FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$79Average$166FlexibilityNo cancel feeOn-time65%
DeltaCheapest$118Average$322FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$149Average$299FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$187Average$321FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$198Average$307FlexibilityNo cancel feeOn-time71%

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