Which layover airport has the shortest connection time from Phoenix Sky Harbor Intl Airport to Chicago?

Denver (DEN) has the shortest average layover time for this route: 1h 09m.

How many flights depart from Phoenix Sky Harbor Intl Airport to Chicago on average per day?

The number of flights available between Phoenix Sky Harbor Intl Airport and Chicago is 45 per day as of February 2026. The most frequent departure time is 8:00AM, with 59% of daily flights leaving at noon.

What airlines fly to Chicago?

American Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Chicago from Phoenix Sky Harbor Intl Airport according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Which airport is the most popular layover for flights between Phoenix Sky Harbor Intl Airport and Chicago?

Denver (DEN) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

What is the cheapest airline that flies from Phoenix Sky Harbor Intl to Chicago?

United Airlines, Southwest, and Alaska Airlines are the most popular carriers operating from Phoenix Sky Harbor Intl to Chicago

How many flights depart from Phoenix Sky Harbor Intl Airport to Chicago on average per week?

The number of flights available between Phoenix Sky Harbor Intl Airport and Chicago is 317 per week as of February 2026. The most frequent departure day is Fri, with 19% of weekly flights leaving on this day.

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

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Which layover airport offers the lowest fares from Phoenix Sky Harbor Intl Airport to Chicago?

Flights via Denver (DEN) offer the lowest average round-trip price of $148.

How often are flights from Phoenix to Chicago delayed?

Historically, on average around 10% of flights between Phoenix and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 155 minutes.

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

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 6% of their flights experiencing any sort of delay.

Which layover airport has the shortest travel time from Phoenix Sky Harbor Intl Airport to Chicago?

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 5h 12m.

When did momondo last update prices for flights from Phoenix Sky Harbor Intl Airport to Chicago?

Prices for flights from Phoenix Sky Harbor Intl Airport to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from Phoenix Sky Harbor Intl Airport to Chicago?

As of February 2026, there are 6 operators available to choose from for flights from Phoenix Sky Harbor Intl Airport to Chicago.

How old do you have to be to fly from Phoenix Sky Harbor Intl Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Phoenix Sky Harbor Intl Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$73 Cheap Flights from Phoenix Sky Harbor Intl Airport to Chicago in 2026

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Find the cheapest flights from Phoenix Sky Harbor Intl Airport to Chicago

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One-way

Last minute

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Enter your travel dates to find the best prices.

10:19 am - 2:54 pm

PHX

ORD

3h 35mnonstop

7:00 am - 9:14 am

ORD

PHX

4h 14mnonstop

$80Frontier

Thu, Mar 5 - Mon, Mar 9

7:23 pm - 11:41 pm

PHX

MDW

3h 18mnonstop

3:21 pm - 6:28 pm

MDW

PHX

4h 07mnonstop

$82Frontier

Thu, Feb 26 - Sun, Mar 1

9:22 am - 2:49 pm

PHX

MDW

3h 27mnonstop

6:15 am - 8:12 am

MDW

PHX

3h 57mnonstop

$84Frontier

Thu, May 7 - Mon, May 11

11:12 am - 4:53 pm

PHX

ORD

3h 41mnonstop

7:43 am - 10:02 am

ORD

PHX

4h 19mnonstop

$85Frontier

Fri, Apr 24 - Mon, Apr 27

9:22 am - 2:49 pm

PHX

MDW

3h 27mnonstop

6:15 am - 8:12 am

MDW

PHX

3h 57mnonstop

$85Frontier

Thu, Apr 16 - Sun, Apr 19

2:12 pm - 6:30 pm

PHX

MDW

3h 18mnonstop

3:21 pm - 6:28 pm

MDW

PHX

4h 07mnonstop

$87Frontier

Fri, Feb 27 - Sun, Mar 1

7:23 pm - 11:41 pm

PHX

MDW

3h 18mnonstop

3:21 pm - 6:28 pm

MDW

PHX

4h 07mnonstop

$88Frontier

Fri, Feb 27 - Sun, Mar 1

11:59 pm - 3:52 pm

PHX

ORD

14h 53m

1 stop

9:15 am - 12:29 pm

ORD

PHX

4h 14mnonstop

$92Frontier

Tue, Feb 24 - Tue, Mar 3

8:04 pm - 11:51 am

PHX

RFD

14h 47m

1 stop

12:41 pm - 9:10 am

RFD

PHX

21h 29m

1 stop

$328Multiple Airlines

Wed, Feb 18 - Sun, Feb 22

8:04 pm - 11:51 am

PHX

RFD

14h 47m

1 stop

10:37 am - 3:27 pm

RFD

PHX

29h 50m

2 stops

$334Multiple Airlines

Wed, Feb 18 - Sun, Feb 22

Frontier flights from Phoenix Sky Harbor Intl Airport to Chicago

Our best Frontier deals on Phoenix Sky Harbor Intl Airport to Chicago flight tickets

Frontier

Mar 5

PHX10:19 amPhoenix Sky Harbor Intl

3h 35m

ORD2:54 pmChicago O'Hare Intl

Mar 9

ORD7:00 amChicago O'Hare Intl

4h 14m

PHX9:14 amPhoenix Sky Harbor Intl

$80

Frontier

Feb 26

PHX7:23 pmPhoenix Sky Harbor Intl

3h 18m

MDW11:41 pmChicago Midway

Mar 1

MDW3:21 pmChicago Midway

4h 07m

PHX6:28 pmPhoenix Sky Harbor Intl

$82

Frontier

May 7

PHX9:22 amPhoenix Sky Harbor Intl

3h 27m

MDW2:49 pmChicago Midway

May 11

MDW6:15 amChicago Midway

3h 57m

PHX8:12 amPhoenix Sky Harbor Intl

$84

Delta flights from Phoenix Sky Harbor Intl Airport to Chicago

Our best Delta deals on Phoenix Sky Harbor Intl Airport to Chicago flight tickets

Delta

Feb 17

PHX11:59 pmPhoenix Sky Harbor Intl

7h 55m

1 stop

MDW8:54 amChicago Midway

Feb 18

MDW1:28 pmChicago Midway

7h 19m

1 stop

PHX7:47 pmPhoenix Sky Harbor Intl

$309

Delta

Feb 16

PHX11:59 pmPhoenix Sky Harbor Intl

7h 55m

1 stop

MDW8:54 amChicago Midway

Feb 25

MDW7:20 pmChicago Midway

5h 51m

1 stop

PHX12:11 amPhoenix Sky Harbor Intl

$338

momondo 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

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 3/5

10:19 am-2:54 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 3/9

7:00 am-9:14 am

Nonstop4h 14m

$80

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 2/26

7:23 pm-11:41 pm

Nonstop3h 18m

Chicago Midway

Sun 3/1

3:21 pm-6:28 pm

Nonstop4h 07m

$82

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 5/7

9:22 am-2:49 pm

Nonstop3h 27m

Chicago Midway

Mon 5/11

6:15 am-8:12 am

Nonstop3h 57m

$84

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Fri 4/24

11:12 am-4:53 pm

Nonstop3h 41m

Chicago O'Hare Intl

Mon 4/27

7:43 am-10:02 am

Nonstop4h 19m

$85

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 4/16

9:22 am-2:49 pm

Nonstop3h 27m

Chicago Midway

Sun 4/19

6:15 am-8:12 am

Nonstop3h 57m

$85

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 2/27

2:12 pm-6:30 pm

Nonstop3h 18m

Chicago Midway

Sun 3/1

3:21 pm-6:28 pm

Nonstop4h 07m

$87

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 2/27

7:23 pm-11:41 pm

Nonstop3h 18m

Chicago Midway

Sun 3/1

3:21 pm-6:28 pm

Nonstop4h 07m

$88

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 2/24

11:59 pm-3:52 pm

1 stop14h 53m

Chicago O'Hare Intl

Tue 3/3

9:15 am-12:29 pm

Nonstop4h 14m

$92

PhoenixChicago

PHX - RFD

PHXRFD

Phoenix Sky Harbor Intl

Wed 2/18

8:04 pm-11:51 am

1 stop14h 47m

Chicago Greater Rockford

Sun 2/22

12:41 pm-9:10 am

1 stop21h 29m

$328

PhoenixChicago

PHX - RFD

PHXRFD

Phoenix Sky Harbor Intl

Wed 2/18

8:04 pm-11:51 am

1 stop14h 47m

Chicago Greater Rockford

Sun 2/22

10:37 am-3:27 pm

2 stops29h 50m

$334

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Phoenix Sky Harbor Intl Airport to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Layovers

Other information

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Phoenix Sky Harbor Intl Airport, with most prices found around $198. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Phoenix Sky Harbor Intl Airport to Chicago during January average around $220.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $343. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Phoenix Sky Harbor Intl Airport to Chicago for around $525.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Phoenix Sky Harbor Intl Airport to Chicago during this time can be as low as $302. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $439.

What is the cheapest Phoenix Sky Harbor Intl to Chicago flight route?

Fly from Phoenix Sky Harbor Intl to Chicago Midway for the best Phoenix Sky Harbor Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Phoenix Sky Harbor Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $274 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Phoenix Sky Harbor Intl Airport for as low as $237 on momondo.

What cabin class options are available on Phoenix Sky Harbor Intl to Chicago flights?

There are 4 cabin classes available to choose from on Phoenix Sky Harbor Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Phoenix Sky Harbor Intl Airport to Chicago flights?

No. A direct flight is the cheapest option for a flight between Phoenix Sky Harbor Intl Airport to Chicago.

How have Phoenix Sky Harbor Intl Airport to Chicago flight prices changed over time?

As of February 2026, prices for Phoenix Sky Harbor Intl Airport to Chicago flights are approximately 38% cheaper when compared to flights at the same time last year.

When to book flights from Phoenix Sky Harbor Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Phoenix Sky Harbor Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Phoenix Sky Harbor Intl Airport to Chicago (PHX to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Phoenix Sky Harbor Intl Airport to Chicago

Best Price Found	$129
Fastest flight time	3h 05m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Phoenix Sky Harbor Intl Airport in the past 72 hours is $129. The best round-trip flight deal from Phoenix Sky Harbor Intl Airport to Chicago found on momondo in the last 72 hours is $230.

The fastest flight from Phoenix Sky Harbor Intl Airport to Chicago takes 3h 05m

Direct flights go from Phoenix Sky Harbor Intl Airport to Chicago every day.

There are 3 airports in Chicago. From Phoenix Sky Harbor Intl Airport there are direct flights to Chicago Midway (MDW).

Search flight deals

How far is Phoenix Sky Harbor Intl to Chicago by plane?
The distance between Phoenix Sky Harbor Intl and Chicago is about 1447.5 mi. Typically, this will take 3h 05m by plane in normal conditions.
When did momondo last update prices for flights from Phoenix Sky Harbor Intl Airport to Chicago?
Prices for flights from Phoenix Sky Harbor Intl Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Phoenix Sky Harbor Intl Airport to Chicago?
As of February 2026, there are 6 operators available to choose from for flights from Phoenix Sky Harbor Intl Airport to Chicago.
How old do you have to be to fly from Phoenix Sky Harbor Intl Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Phoenix Sky Harbor Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Phoenix Sky Harbor Intl Airport to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Phoenix Sky Harbor Intl Airport to Chicago is Airbus A321neo (17.74% of total bookings). The next most popular plane models are Boeing 737-800 (14.98%), Airbus A321-100/200 (13.12%), and Boeing 737-900 (11.45%).
What is the most popular airline from Phoenix Sky Harbor Intl Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Phoenix Sky Harbor Intl Airport to Chicago is Frontier (45% of total bookings). The next most popular airlines are American Airlines (26%), United Airlines (14%), and Southwest (14%).

Best airlines flying from Phoenix Sky Harbor Intl Airport to Chicago

Compare and see reviews for airlines that fly from Phoenix Sky Harbor Intl Airport to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $65	Free Cancellation	Rating 5.7 3,051 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $79	Free Cancellation	Rating 6.3 8,407 reviews	Search Spirit Airlines flights
Delta	PriceFrom $118	Free Cancellation	Rating 7.9 8,138 reviews	Search Delta flights
United Airlines	PriceFrom $149	Free Cancellation	Rating 7.4 9,236 reviews	Search United Airlines flights
Southwest	PriceFrom $187	Free Cancellation	Rating 8.0 4,272 reviews	Search Southwest flights
American Airlines	PriceFrom $198	Free Cancellation	Rating 7.2 11,218 reviews	Search American Airlines flights

Southwest Flights From Phoenix Sky Harbor Intl Airport to Chicago
Across 28 Southwest flights from Phoenix Sky Harbor Intl Airport to Chicago this week, the average price was $322, with the best Southwest deals starting from $187 round-trip. 4,272 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Phoenix Sky Harbor Intl Airport to Chicago
United Airlines is also a popular choice for this route. United Airlines flight deals for Phoenix Sky Harbor Intl Airport to Chicago start from as low as $149 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around $299. United Airlines operates 30 flights to Chicago from Phoenix Sky Harbor Intl Airport in an average week. Users have rated it 7.4/10 across 9,236 reviews.

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Why use momondo?

Why should I use momondo to find a flight deal from Phoenix to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Phoenix to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Phoenix to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Phoenix to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Phoenix to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Phoenix to Chicago.

I’m not ready to book a flight from Phoenix to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Phoenix are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Phoenix Sky Harbor Intl Airport to Chicago from $73

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

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How to get the cheapest flight ticket from Phoenix Sky Harbor Intl Airport to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Phoenix Sky Harbor Intl Airport to Chicago during this time can be as low as $302. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $439.

What is the cheapest Phoenix Sky Harbor Intl to Chicago flight route?

Fly from Phoenix Sky Harbor Intl to Chicago Midway for the best Phoenix Sky Harbor Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Phoenix Sky Harbor Intl to Chicago flights?

There are 4 cabin classes available to choose from on Phoenix Sky Harbor Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Phoenix Sky Harbor Intl Airport to Chicago flights?

No. A direct flight is the cheapest option for a flight between Phoenix Sky Harbor Intl Airport to Chicago.

How have Phoenix Sky Harbor Intl Airport to Chicago flight prices changed over time?

As of February 2026, prices for Phoenix Sky Harbor Intl Airport to Chicago flights are approximately 38% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Phoenix Sky Harbor Intl to Chicago?

United Airlines, Southwest, and Alaska Airlines are the most popular carriers operating from Phoenix Sky Harbor Intl to Chicago

What airlines fly to Chicago?

How often are flights from Phoenix to Chicago delayed?

Historically, on average around 10% of flights between Phoenix and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 155 minutes.

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

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

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

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 6% of their flights experiencing any sort of delay.

Which airport is the most popular layover for flights between Phoenix Sky Harbor Intl Airport and Chicago?

Denver (DEN) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Phoenix Sky Harbor Intl Airport to Chicago?

Flights via Denver (DEN) offer the lowest average round-trip price of $148.

Which layover airport has the shortest travel time from Phoenix Sky Harbor Intl Airport to Chicago?

Flights connecting via Denver (DEN) have the shortest average one-way travel time: 5h 12m.

Which layover airport has the shortest connection time from Phoenix Sky Harbor Intl Airport to Chicago?

Denver (DEN) has the shortest average layover time for this route: 1h 09m.

How many flights depart from Phoenix Sky Harbor Intl Airport to Chicago on average per day?

The number of flights available between Phoenix Sky Harbor Intl Airport and Chicago is 45 per day as of February 2026. The most frequent departure time is 8:00AM, with 59% of daily flights leaving at noon.

How many flights depart from Phoenix Sky Harbor Intl Airport to Chicago on average per week?

The number of flights available between Phoenix Sky Harbor Intl Airport and Chicago is 317 per week as of February 2026. The most frequent departure day is Fri, with 19% of weekly flights leaving on this day.

When to book flights from Phoenix Sky Harbor Intl Airport to Chicago

Cheap Phoenix Sky Harbor Intl Airport to Chicago (PHX to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Phoenix Sky Harbor Intl Airport to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

How far is Phoenix Sky Harbor Intl to Chicago by plane?

When did momondo last update prices for flights from Phoenix Sky Harbor Intl Airport to Chicago?

How many operators does momondo search for flights from Phoenix Sky Harbor Intl Airport to Chicago?

How old do you have to be to fly from Phoenix Sky Harbor Intl Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Phoenix Sky Harbor Intl Airport to Chicago?

What is the most popular airline from Phoenix Sky Harbor Intl Airport to Chicago?

Best airlines flying from Phoenix Sky Harbor Intl Airport to Chicago

Compare and see reviews for airlines that fly from Phoenix Sky Harbor Intl Airport to Chicago with momondo

Southwest Flights From Phoenix Sky Harbor Intl Airport to Chicago

United Airlines Flights From Phoenix Sky Harbor Intl Airport to Chicago

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Phoenix to Chicago?

Can I find flights from Phoenix to Chicago with flexible booking policies on momondo?