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Cheap flights from Arizona to Chicago from $59

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Arizona to Chicago departing on 3/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:30 am - 11:47 am
PHX
-
MDW
3h 17mnonstop
Frontier Logo
12:57 pm - 4:01 pm
MDW
-
PHX
4h 04mnonstop
$92Frontier
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
7:30 am - 11:47 am
PHX
-
MDW
3h 17mnonstop
Frontier Logo
12:57 pm - 4:01 pm
MDW
-
PHX
4h 04mnonstop
$93Frontier
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
7:26 pm - 11:44 pm
PHX
-
MDW
3h 18mnonstop
Frontier Logo
9:15 am - 4:32 pm
MDW
-
PHX
8h 17m1 stop
$97Frontier
Mon, Feb 23 - Sat, Feb 28
Frontier Logo
7:30 am - 11:47 am
PHX
-
MDW
3h 17mnonstop
Frontier Logo
12:57 pm - 4:01 pm
MDW
-
PHX
4h 04mnonstop
$98Frontier
Fri, Jan 16 - Mon, Jan 19
Southwest Logo
11:40 pm - 5:05 am
LAS
-
MDW
3h 25mnonstop
Southwest Logo
8:40 pm - 10:45 pm
MDW
-
LAS
4h 05mnonstop
$169Southwest
Fri, Jan 23 - Sun, Jan 25
Southwest Logo
7:50 am - 4:45 pm
TUS
-
MDW
7h 55m1 stop
Southwest Logo
3:25 pm - 5:15 pm
MDW
-
TUS
3h 50mnonstop
$351Southwest
Wed, Mar 4 - Wed, Mar 18
Delta Logo
1:42 pm - 10:22 pm
TUS
-
MDW
7h 40m1 stop
Delta Logo
10:46 am - 4:22 pm
MDW
-
TUS
6h 36m1 stop
$355Delta
Wed, Jan 21 - Wed, Jan 28
Southwest Logo
7:20 am - 6:45 pm
TUS
-
MDW
10h 25m2 stops
Southwest Logo
3:25 pm - 5:15 pm
MDW
-
TUS
3h 50mnonstop
$356Southwest
Wed, Mar 4 - Wed, Mar 18
Delta Logo
1:42 pm - 10:22 pm
TUS
-
MDW
7h 40m1 stop
Delta Logo
9:50 am - 10:07 pm
MDW
-
TUS
13h 17m2 stops
$360Delta
Wed, Jan 21 - Wed, Jan 28
Delta Logo
6:00 pm - 8:52 am
TUS
-
MDW
13h 52m2 stops
Delta Logo
1:26 pm - 10:07 pm
MDW
-
TUS
9h 41m2 stops
$365Delta
Wed, Jan 21 - Wed, Jan 28

Frontier flights from Arizona to Chicago Midway Airport

Our best Frontier deals on Arizona to Chicago Midway Airport flight tickets
Frontier
Jan 15
PHX7:30 amPhoenix Sky Harbor Intl
3h 17m
MDW11:47 amChicago Midway
Jan 19
MDW12:57 pmChicago Midway
4h 04m
PHX4:01 pmPhoenix Sky Harbor Intl
$92
Find similar
Frontier
Jan 15
PHX7:30 amPhoenix Sky Harbor Intl
3h 17m
MDW11:47 amChicago Midway
Jan 19
MDW12:57 pmChicago Midway
4h 04m
PHX4:01 pmPhoenix Sky Harbor Intl
$93
Find similar
Frontier
Feb 23
PHX7:26 pmPhoenix Sky Harbor Intl
3h 18m
MDW11:44 pmChicago Midway
Feb 28
MDW9:15 amChicago Midway
8h 17m
1 stop
PHX4:32 pmPhoenix Sky Harbor Intl
$97
Find similar

Southwest flights from Arizona to Chicago Midway Airport

Our best Southwest deals on Arizona to Chicago Midway Airport flight tickets
Southwest
Jan 23
LAS11:40 pmLas Vegas Harry Reid Intl
3h 25m
MDW5:05 amChicago Midway
Jan 25
MDW8:40 pmChicago Midway
4h 05m
LAS10:45 pmLas Vegas Harry Reid Intl
$169
Find similar
Southwest
Jan 17
PHX4:55 pmPhoenix Sky Harbor Intl
3h 15m
MDW9:10 pmChicago Midway
Jan 24
MDW7:50 pmChicago Midway
3h 55m
PHX10:45 pmPhoenix Sky Harbor Intl
$177
Find similar
Southwest
Jan 20
LAS11:40 pmLas Vegas Harry Reid Intl
3h 25m
MDW5:05 amChicago Midway
Jan 22
MDW6:10 amChicago Midway
4h 15m
LAS8:25 amLas Vegas Harry Reid Intl
$184
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Arizona 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 December 26, 2025.
Use the filters below to find and compare flights from Arizona to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 1/15

7:30 am-11:47 am

Nonstop3h 17m

Chicago Midway

Mon 1/19

12:57 pm-4:01 pm

Nonstop4h 04m

$92

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 1/15

7:30 am-11:47 am

Nonstop3h 17m

Chicago Midway

Mon 1/19

12:57 pm-4:01 pm

Nonstop4h 04m

$93

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 2/23

7:26 pm-11:44 pm

Nonstop3h 18m

Chicago Midway

Sat 2/28

9:15 am-4:32 pm

1 stop8h 17m

$97

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 1/16

7:30 am-11:47 am

Nonstop3h 17m

Chicago Midway

Mon 1/19

12:57 pm-4:01 pm

Nonstop4h 04m

$98

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 1/23

11:40 pm-5:05 am

Nonstop3h 25m

Chicago Midway

Sun 1/25

8:40 pm-10:45 pm

Nonstop4h 05m

$169

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 3/4

7:50 am-4:45 pm

1 stop7h 55m

Chicago Midway

Wed 3/18

3:25 pm-5:15 pm

Nonstop3h 50m

$351

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 1/21

1:42 pm-10:22 pm

1 stop7h 40m

Chicago Midway

Wed 1/28

10:46 am-4:22 pm

1 stop6h 36m

$355

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 3/4

7:20 am-6:45 pm

2 stops10h 25m

Chicago Midway

Wed 3/18

3:25 pm-5:15 pm

Nonstop3h 50m

$356

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 1/21

1:42 pm-10:22 pm

1 stop7h 40m

Chicago Midway

Wed 1/28

9:50 am-10:07 pm

2 stops13h 17m

$360

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 1/21

6:00 pm-8:52 am

2 stops13h 52m

Chicago Midway

Wed 1/28

1:26 pm-10:07 pm

2 stops9h 41m

$365

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 Arizona 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 cheapest month to fly to Chicago Midway Airport?

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Arizona, with most prices found around $184. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Arizona during the month February is also very affordable. Most momondo users find prices during this month for around $219.

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 Arizona. The lowest ticket price found for a Thursday departure recently was $281. 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 Arizona because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $369.

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

Flying to Chicago Midway Airport from Arizona at noon is the least expensive time of day to depart. momondo users have found prices as low as $272 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $355. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Arizona to Chicago Midway flight route?

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

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

You are more likely to see cheaper flights to Chicago Midway Airport from Arizona when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $290 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 Arizona for as low as $201 on momondo.

What cabin class options are available on Arizona to Chicago Midway flights?

There is only 1 cabin class available to choose from on Arizona to Chicago Midway 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 Arizona to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Arizona to Chicago Midway Airport.

Cheap Arizona to Chicago Midway Airport flight deals and tips

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

Best Price Found

$139

Fastest flight time

3h 05m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Arizona in the past 72 hours is $139. The best round-trip flight deal from Arizona to Chicago Midway Airport found on momondo in the last 72 hours is $281.
The fastest flight from Arizona to Chicago Midway Airport takes 3h 05m
Direct flights go from Arizona to Chicago Midway Airport every day.
Search flight deals

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

    Prices for flights from Arizona to Chicago Midway Airport refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Arizona 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.

  • What is the most popular plane model from Arizona to Chicago Midway Airport?

Best airlines flying from Arizona to Chicago Midway Airport

Compare and see reviews for airlines that fly from Arizona to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $112Free CancellationRating
5.8
3,070 reviews
Search Frontier flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
9,116 reviews
Search United Airlines flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,258 reviews
Search Southwest flights

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Arizona 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 Arizona to Chicago for you.

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

Flights from Arizona to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Arizona to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Arizona 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 Arizona and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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