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Cheap flights from Arizona to Chicago from $39

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 9/26. 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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Cheap round-trip flights

Allegiant Air Logo
3:22 pm - 8:52 pmLAS-MDW
3h 30mnonstop
Allegiant Air Logo
7:03 pm - 8:48 pmMDW-LAS
3h 45mnonstop
$78Allegiant Air
Find Deal
Fri, Sep 26 - Mon, Sep 29
Frontier Logo
4:35 pm - 9:58 pmPHX-MDW
3h 23mnonstop
Frontier Logo
1:53 pm - 3:40 pmMDW-PHX
3h 47mnonstop
$123Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
Frontier Logo
4:35 pm - 9:58 pmPHX-MDW
3h 23mnonstop
Frontier Logo
1:53 pm - 3:40 pmMDW-PHX
3h 47mnonstop
$124Frontier
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Thu, Sep 18 - Sun, Sep 21
Frontier Logo
4:35 pm - 10:01 pmPHX-MDW
3h 26mnonstop
Frontier Logo
10:56 pm - 12:47 amMDW-PHX
3h 51mnonstop
$128Frontier
Find Deal
Thu, Oct 9 - Sun, Oct 12
Logo
12:55 am - 10:28 amLAS-MDW
7h 33m1 stop
Logo
7:03 pm - 8:48 pmMDW-LAS
3h 45mnonstop
$153
Find Deal
Fri, Sep 26 - Mon, Sep 29
Logo
11:04 pm - 9:18 amLAS-MDW
8h 14m1 stop
Logo
7:03 pm - 8:48 pmMDW-LAS
3h 45mnonstop
$157
Find Deal
Sat, Sep 27 - Mon, Sep 29
Southwest Logo
11:40 pm - 5:10 amLAS-MDW
3h 30mnonstop
Southwest Logo
6:10 am - 7:55 amMDW-LAS
3h 45mnonstop
$159Southwest
Find Deal
Sat, Sep 27 - Tue, Sep 30
Southwest Logo
11:40 pm - 5:10 amLAS-MDW
3h 30mnonstop
Southwest Logo
6:15 pm - 8:10 pmMDW-LAS
3h 55mnonstop
$173Southwest
Find Deal
Mon, Sep 22 - Mon, Sep 29
Delta Logo
11:48 pm - 8:40 amLAS-MDW
6h 52m1 stop
Delta Logo
12:43 pm - 6:58 pmMDW-LAS
8h 15m1 stop
$237Delta
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Fri, Sep 12 - Wed, Sep 17
Delta Logo
11:00 pm - 8:35 amLAS-MDW
7h 35m1 stop
Delta Logo
1:08 pm - 5:47 pmMDW-LAS
6h 39m1 stop
$246Delta
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Fri, Aug 15 - Fri, Aug 22

Frontier flights from Arizona to Chicago Midway Airport

Our best Frontier deals on Arizona to Chicago Midway Airport flight tickets
Frontier
Sep 4
PHX4:35 pmPhoenix Sky Harbor Intl
3h 23m
MDW9:58 pmChicago Midway
Sep 7
MDW1:53 pmChicago Midway
3h 47m
PHX3:40 pmPhoenix Sky Harbor Intl
$123
Find similar
Frontier
Sep 18
PHX4:35 pmPhoenix Sky Harbor Intl
3h 23m
MDW9:58 pmChicago Midway
Sep 21
MDW1:53 pmChicago Midway
3h 47m
PHX3:40 pmPhoenix Sky Harbor Intl
$124
Find similar
Frontier
Oct 9
PHX4:35 pmPhoenix Sky Harbor Intl
3h 26m
MDW10:01 pmChicago Midway
Oct 12
MDW10:56 pmChicago Midway
3h 51m
PHX12:47 amPhoenix Sky Harbor Intl
$128
Find similar

Southwest flights from Arizona to Chicago Midway Airport

Our best Southwest deals on Arizona to Chicago Midway Airport flight tickets
Southwest
Sep 27
LAS11:40 pmLas Vegas Harry Reid Intl
3h 30m
MDW5:10 amChicago Midway
Sep 30
MDW6:10 amChicago Midway
3h 45m
LAS7:55 amLas Vegas Harry Reid Intl
$159
Find similar
Southwest
Sep 22
LAS11:40 pmLas Vegas Harry Reid Intl
3h 30m
MDW5:10 amChicago Midway
Sep 29
MDW6:15 pmChicago Midway
3h 55m
LAS8:10 pmLas Vegas Harry Reid Intl
$173
Find similar
Southwest
Aug 21
LAS5:00 amLas Vegas Harry Reid Intl
3h 30m
MDW10:30 amChicago Midway
Aug 31
MDW8:10 pmChicago Midway
3h 55m
LAS10:05 pmLas Vegas Harry Reid Intl
$174
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 July 31, 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

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

3:22 pm-8:52 pm

Nonstop3h 30m

Chicago Midway

Mon 9/29

7:03 pm-8:48 pm

Nonstop3h 45m

$78

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 9/4

4:35 pm-9:58 pm

Nonstop3h 23m

Chicago Midway

Sun 9/7

1:53 pm-3:40 pm

Nonstop3h 47m

$123

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 9/18

4:35 pm-9:58 pm

Nonstop3h 23m

Chicago Midway

Sun 9/21

1:53 pm-3:40 pm

Nonstop3h 47m

$124

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 10/9

4:35 pm-10:01 pm

Nonstop3h 26m

Chicago Midway

Sun 10/12

10:56 pm-12:47 am

Nonstop3h 51m

$128

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

12:55 am-10:28 am

1 stop7h 33m

Chicago Midway

Mon 9/29

7:03 pm-8:48 pm

Nonstop3h 45m

$153

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Sat 9/27

11:04 pm-9:18 am

1 stop8h 14m

Chicago Midway

Mon 9/29

7:03 pm-8:48 pm

Nonstop3h 45m

$157

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Sat 9/27

11:40 pm-5:10 am

Nonstop3h 30m

Chicago Midway

Tue 9/30

6:10 am-7:55 am

Nonstop3h 45m

$159

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Mon 9/22

11:40 pm-5:10 am

Nonstop3h 30m

Chicago Midway

Mon 9/29

6:15 pm-8:10 pm

Nonstop3h 55m

$173

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/12

11:48 pm-8:40 am

1 stop6h 52m

Chicago Midway

Wed 9/17

12:43 pm-6:58 pm

1 stop8h 15m

$237

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 8/15

11:00 pm-8:35 am

1 stop7h 35m

Chicago Midway

Fri 8/22

1:08 pm-5:47 pm

1 stop6h 39m

$246

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 $163. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Arizona during the month October is also very affordable. Most momondo users find prices during this month for around $215.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Arizona. The lowest ticket price found for a Saturday departure recently was $279. 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 $396.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $236 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $334. 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 $288 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 $194 on momondo.

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

There are 1 cabin classes 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.

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

$39

Fastest flight time

3h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Arizona in the past 72 hours is $39. The best round-trip flight deal from Arizona to Chicago Midway Airport found on momondo in the last 72 hours is $78.
The fastest flight from Arizona to Chicago Midway Airport takes 3h 10m
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 $89Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
SouthwestPriceFrom $199Free CancellationRating
8.0
4,246 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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Schererville
Valparaiso
Crown Point
Munster
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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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