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Cheap flights from Phoenix to Chicago from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Phoenix to Chicago departing on 5/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Phoenix to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
Frontier Logo
6:00 am - 10:20 pm
MDW
-
PHX
18h 20m
1 stop
$179Frontier
Mon, Jun 1 - Sat, Jul 4
Frontier Logo
11:30 pm - 10:02 pm
PHX
-
MDW
20h 32m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$197Frontier
Thu, May 28 - Tue, Jun 2
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
Frontier Logo
12:04 pm - 8:33 pm
MDW
-
PHX
10h 29m
1 stop
$200Frontier
Mon, May 11 - Wed, May 13
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$205Frontier
Mon, May 18 - Sun, May 24
Southwest Logo
11:55 pm - 5:00 am
PHX
-
MDW
3h 05mnonstop
Southwest Logo
6:50 pm - 8:40 pm
MDW
-
PHX
3h 50mnonstop
$206Southwest
Mon, Jun 1 - Wed, Jun 3
Frontier Logo
6:30 am - 2:12 pm
PHX
-
MDW
5h 42m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$208Frontier
Wed, May 13 - Thu, May 28
Frontier Logo
11:30 pm - 11:09 am
PHX
-
MDW
9h 39m
1 stop
Frontier Logo
12:27 pm - 10:26 pm
MDW
-
PHX
11h 59m
1 stop
$210Frontier
Sun, May 31 - Tue, Jun 2
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
Frontier Logo
11:59 am - 10:26 pm
MDW
-
PHX
12h 27m
1 stop
$213Frontier
Thu, May 14 - Sat, May 16
Frontier Logo
6:00 am - 2:12 pm
PHX
-
MDW
6h 12m
1 stop
Frontier Logo
12:04 pm - 8:33 pm
MDW
-
PHX
10h 29m
1 stop
$214Frontier
Sat, May 16 - Wed, May 20
Frontier Logo
11:30 pm - 10:02 pm
PHX
-
MDW
20h 32m
1 stop
Frontier Logo
3:07 pm - 6:35 pm
MDW
-
PHX
29h 28m
1 stop
$215Frontier
Thu, May 28 - Thu, Jun 4

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Frontier flights from Phoenix to Chicago Midway Airport

Our best Frontier deals on Phoenix to Chicago Midway Airport flight tickets
Frontier
May 3
PHX9:37 amPhoenix Sky Harbor Intl
3h 27m
MDW3:04 pmChicago Midway
May 5
MDW3:07 pmChicago Midway
23h 44m
1 stop
PHX12:51 pmPhoenix Sky Harbor Intl
$178
Frontier
Jun 1
PHX6:00 amPhoenix Sky Harbor Intl
6h 12m
1 stop
MDW2:12 pmChicago Midway
Jul 4
MDW6:00 amChicago Midway
18h 20m
1 stop
PHX10:20 pmPhoenix Sky Harbor Intl
$179
Frontier
May 4
PHX9:37 amPhoenix Sky Harbor Intl
3h 27m
MDW3:04 pmChicago Midway
May 11
MDW12:04 pmChicago Midway
10h 29m
1 stop
PHX8:33 pmPhoenix Sky Harbor Intl
$182

Southwest flights from Phoenix to Chicago Midway Airport

Our best Southwest deals on Phoenix to Chicago Midway Airport flight tickets
Southwest
May 27
PHX11:55 pmPhoenix Sky Harbor Intl
3h 05m
MDW5:00 amChicago Midway
May 28
MDW4:10 pmChicago Midway
3h 45m
PHX5:55 pmPhoenix Sky Harbor Intl
$206
Southwest
Jul 8
PHX5:45 pmPhoenix Sky Harbor Intl
3h 20m
MDW11:05 pmChicago Midway
Jul 15
MDW5:25 amChicago Midway
3h 35m
PHX7:00 amPhoenix Sky Harbor Intl
$255
Southwest
May 19
PHX3:45 pmPhoenix Sky Harbor Intl
3h 15m
MDW9:00 pmChicago Midway
May 26
MDW6:50 pmChicago Midway
3h 50m
PHX8:40 pmPhoenix Sky Harbor Intl
$257

momondo Fare Finder

 
Customize your flight search to find flights from Phoenix to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated April 28, 2026.
Use the filters below to find and compare flights from Phoenix to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 6/1

6:00 am-2:12 pm

1 stop6h 12m

Chicago Midway

Sat 7/4

6:00 am-10:20 pm

1 stop18h 20m

$179

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 5/28

11:30 pm-10:02 pm

1 stop20h 32m

Chicago Midway

Tue 6/2

12:27 pm-10:26 pm

1 stop11h 59m

$197

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 5/11

11:30 pm-11:09 am

1 stop9h 39m

Chicago Midway

Wed 5/13

12:04 pm-8:33 pm

1 stop10h 29m

$200

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 5/18

11:30 pm-11:09 am

1 stop9h 39m

Chicago Midway

Sun 5/24

12:27 pm-10:26 pm

1 stop11h 59m

$205
Quickest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 6/1

11:55 pm-5:00 am

Nonstop3h 05m

Chicago Midway

Wed 6/3

6:50 pm-8:40 pm

Nonstop3h 50m

$206

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 5/13

6:30 am-2:12 pm

1 stop5h 42m

Chicago Midway

Thu 5/28

12:27 pm-10:26 pm

1 stop11h 59m

$208

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sun 5/31

11:30 pm-11:09 am

1 stop9h 39m

Chicago Midway

Tue 6/2

12:27 pm-10:26 pm

1 stop11h 59m

$210

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 5/14

6:00 am-2:12 pm

1 stop6h 12m

Chicago Midway

Sat 5/16

11:59 am-10:26 pm

1 stop12h 27m

$213

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 5/16

6:00 am-2:12 pm

1 stop6h 12m

Chicago Midway

Wed 5/20

12:04 pm-8:33 pm

1 stop10h 29m

$214

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 5/28

11:30 pm-10:02 pm

1 stop20h 32m

Chicago Midway

Thu 6/4

3:07 pm-6:35 pm

1 stop29h 28m

$215

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Phoenix to Chicago Midway Airport

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

What is the typical price of a round-trip flight between Phoenix and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Phoenix, with most prices found around $45. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Phoenix during the month February is also very affordable. Most momondo users find prices during this month for around $55.

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

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Phoenix. The lowest ticket price found for a Thursday departure recently was $285. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Phoenix because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $371.

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

Flying to Chicago Midway Airport from Phoenix in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $281 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $375. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Phoenix to Chicago Midway flight route?

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

How far in advance should I book a flight from Phoenix to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Phoenix when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $323 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Phoenix for as low as $216 on momondo.

Cheap Phoenix to Chicago Midway Airport flight deals and tips

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

Fastest flight time

3h 05m

Direct flights

Every day
The fastest flight from Phoenix to Chicago Midway Airport takes 3h 05m
Direct flights go from Phoenix to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Phoenix to Chicago Midway Airport

  • How far is Phoenix to Chicago Midway by plane?

    Chicago Midway is 1443.3 mi away from Phoenix. By plane, this route typically takes 3h 05m.

  • When did momondo last update prices for flights from Phoenix to Chicago Midway Airport?

    Prices for flights from Phoenix to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Phoenix to Chicago Midway Airport?

  • How old do you have to be to fly from Phoenix to Chicago Midway Airport?

    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 to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Phoenix to Chicago Midway Airport

Compare and see reviews for airlines that fly from Phoenix to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $74Free CancellationRating
5.6
2,970 reviews
Search Frontier flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,314 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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New Buffalo
Hammond
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Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Phoenix to Chicago for you.

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

Yes. All flights to Chicago from Phoenix on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Phoenix and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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