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Cheap flights from Arizona to Chicago from $113

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 6/3. 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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Find the cheapest flights from Arizona to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:35 pm - 11:12 am
PHX
-
MDW
9h 37m
1 stop
Frontier Logo
12:04 pm - 10:20 pm
MDW
-
PHX
12h 16m
1 stop
$230Frontier
Wed, Aug 19 - Wed, Aug 26
Frontier Logo
6:24 am - 2:27 pm
PHX
-
MDW
6h 03m
1 stop
Frontier Logo
12:11 pm - 10:18 pm
MDW
-
PHX
12h 07m
1 stop
$231Frontier
Sat, Aug 8 - Wed, Aug 12
Frontier Logo
6:24 am - 2:27 pm
PHX
-
MDW
6h 03m
1 stop
Frontier Logo
12:11 pm - 10:18 pm
MDW
-
PHX
12h 07m
1 stop
$240Frontier
Mon, Jul 13 - Wed, Jul 15
Frontier Logo
11:40 pm - 11:07 am
PHX
-
MDW
9h 27m
1 stop
Frontier Logo
12:11 pm - 10:18 pm
MDW
-
PHX
12h 07m
1 stop
$244Frontier
Sat, Jul 4 - Wed, Aug 5
Southwest Logo
3:40 pm - 9:20 pm
LAS
-
MDW
3h 40mnonstop
Southwest Logo
6:20 am - 8:10 am
MDW
-
LAS
3h 50mnonstop
$257Southwest
Tue, Jul 7 - Tue, Jul 14
Southwest Logo
7:05 am - 1:50 pm
LAS
-
MDW
4h 45m
1 stop
Southwest Logo
6:20 am - 8:10 am
MDW
-
LAS
3h 50mnonstop
$263Southwest
Tue, Jul 7 - Tue, Jul 14
Southwest Logo
6:50 pm - 12:10 am
LAS
-
MDW
3h 20mnonstop
Southwest Logo
6:05 am - 8:10 am
MDW
-
LAS
4h 05mnonstop
$269Southwest
Thu, Nov 5 - Sat, Nov 14
Delta Logo
9:59 am - 6:31 pm
LAS
-
MDW
6h 32m
1 stop
Delta Logo
1:49 pm - 8:24 pm
MDW
-
LAS
8h 35m
1 stop
$277Delta
Tue, Jun 9 - Wed, Jun 17
Delta Logo
6:20 am - 6:25 pm
TUS
-
MDW
10h 05m
2 stops
Delta Logo
6:00 am - 12:35 pm
MDW
-
TUS
8h 35m
1 stop
$432Delta
Tue, Jul 21 - Wed, Jul 29
Delta Logo
1:29 pm - 10:17 pm
TUS
-
MDW
6h 48m
1 stop
Delta Logo
6:00 am - 12:19 pm
MDW
-
TUS
8h 19m
1 stop
$436Delta
Mon, Jun 29 - Sat, Jul 4

Frontier flights from Arizona to Chicago Midway Airport

Our best Frontier deals on Arizona to Chicago Midway Airport flight tickets
Frontier
Aug 19
PHX11:35 pmPhoenix Sky Harbor Intl
9h 37m
1 stop
MDW11:12 amChicago Midway
Aug 26
MDW12:04 pmChicago Midway
12h 16m
1 stop
PHX10:20 pmPhoenix Sky Harbor Intl
$230
Frontier
Aug 8
PHX6:24 amPhoenix Sky Harbor Intl
6h 03m
1 stop
MDW2:27 pmChicago Midway
Aug 12
MDW12:11 pmChicago Midway
12h 07m
1 stop
PHX10:18 pmPhoenix Sky Harbor Intl
$231
Frontier
Jul 13
PHX6:24 amPhoenix Sky Harbor Intl
6h 03m
1 stop
MDW2:27 pmChicago Midway
Jul 15
MDW12:11 pmChicago Midway
12h 07m
1 stop
PHX10:18 pmPhoenix Sky Harbor Intl
$240

Southwest flights from Arizona to Chicago Midway Airport

Our best Southwest deals on Arizona to Chicago Midway Airport flight tickets
Southwest
Jul 7
LAS3:40 pmLas Vegas Harry Reid Intl
3h 40m
MDW9:20 pmChicago Midway
Jul 14
MDW6:20 amChicago Midway
3h 50m
LAS8:10 amLas Vegas Harry Reid Intl
$257
Southwest
Jul 7
LAS7:05 amLas Vegas Harry Reid Intl
4h 45m
1 stop
MDW1:50 pmChicago Midway
Jul 14
MDW6:20 amChicago Midway
3h 50m
LAS8:10 amLas Vegas Harry Reid Intl
$263
Southwest
May 28
PHX11:55 pmPhoenix Sky Harbor Intl
3h 05m
MDW5:00 amChicago Midway
May 30
MDW5:10 amChicago Midway
3h 45m
PHX6:55 amPhoenix Sky Harbor Intl
$266

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 May 18, 2026.
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

Cheapest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 8/19

11:35 pm-11:12 am

1 stop9h 37m

Chicago Midway

Wed 8/26

12:04 pm-10:20 pm

1 stop12h 16m

$230

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 8/8

6:24 am-2:27 pm

1 stop6h 03m

Chicago Midway

Wed 8/12

12:11 pm-10:18 pm

1 stop12h 07m

$231

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 7/13

6:24 am-2:27 pm

1 stop6h 03m

Chicago Midway

Wed 7/15

12:11 pm-10:18 pm

1 stop12h 07m

$240

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 7/4

11:40 pm-11:07 am

1 stop9h 27m

Chicago Midway

Wed 8/5

12:11 pm-10:18 pm

1 stop12h 07m

$244

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Tue 7/7

3:40 pm-9:20 pm

Nonstop3h 40m

Chicago Midway

Tue 7/14

6:20 am-8:10 am

Nonstop3h 50m

$257

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Tue 7/7

7:05 am-1:50 pm

1 stop4h 45m

Chicago Midway

Tue 7/14

6:20 am-8:10 am

Nonstop3h 50m

$263
Quickest round-trip

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Thu 11/5

6:50 pm-12:10 am

Nonstop3h 20m

Chicago Midway

Sat 11/14

6:05 am-8:10 am

Nonstop4h 05m

$269

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Tue 6/9

9:59 am-6:31 pm

1 stop6h 32m

Chicago Midway

Wed 6/17

1:49 pm-8:24 pm

1 stop8h 35m

$277

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Tue 7/21

6:20 am-6:25 pm

2 stops10h 05m

Chicago Midway

Wed 7/29

6:00 am-12:35 pm

1 stop8h 35m

$432

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Mon 6/29

1:29 pm-10:17 pm

1 stop6h 48m

Chicago Midway

Sat 7/4

6:00 am-12:19 pm

1 stop8h 19m

$436

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 December is, on average, the cheapest month to fly to Chicago Midway Airport from Arizona, with most prices found around $45. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Arizona 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 Arizona. The lowest ticket price found for a Thursday departure recently was $287. 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 $371.

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

Flying to Chicago Midway Airport from Arizona in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $284 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 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 from Arizona 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 $324 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 $231 on momondo.

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

$170

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 $170. The best round-trip flight deal from Arizona to Chicago Midway Airport found on momondo in the last 72 hours is $308.
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

Frequently asked questions about flying from Arizona to Chicago Midway Airport

  • 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 $74Free CancellationRating
5.6
2,946 reviews
Search Frontier flights
SouthwestPriceFrom $206Free CancellationRating
7.9
4,288 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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