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Cheap flights from Arizona to Chicago from $76

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 9/24. 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
$127Allegiant Air
Find Deal
Fri, Sep 26 - Mon, Sep 29
Multiple Airlines Logo
3:22 pm - 8:52 pmLAS-MDW
3h 30mnonstop
Multiple Airlines Logo
1:53 pm - 9:55 pmMDW-LAS
10h 02m1 stop
$135Multiple Airlines
Find Deal
Fri, Sep 26 - Sun, Sep 28
Multiple Airlines Logo
10:41 am - 8:46 pmLAS-MDW
8h 05m1 stop
Multiple Airlines Logo
7:03 pm - 8:48 pmMDW-LAS
3h 45mnonstop
$136Multiple Airlines
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Fri, Sep 26 - Mon, Sep 29
Frontier Logo
10:39 am - 4:05 pmPHX-MDW
3h 26mnonstop
Frontier Logo
10:56 pm - 12:47 amMDW-PHX
3h 51mnonstop
$137Frontier
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Thu, Oct 16 - Mon, Oct 20
Frontier Logo
10:39 am - 4:05 pmPHX-MDW
3h 26mnonstop
Frontier Logo
7:50 am - 9:40 amMDW-PHX
3h 50mnonstop
$138Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Frontier Logo
10:39 am - 4:05 pmPHX-MDW
3h 26mnonstop
Frontier Logo
10:56 pm - 12:47 amMDW-PHX
3h 51mnonstop
$139Frontier
Find Deal
Thu, Oct 23 - Mon, Oct 27
Southwest Logo
6:20 pm - 11:55 pmLAS-MDW
3h 35mnonstop
Southwest Logo
5:15 am - 7:10 amMDW-LAS
3h 55mnonstop
$159Southwest
Find Deal
Fri, Oct 24 - Sun, Oct 26
Southwest Logo
5:25 am - 10:55 amLAS-MDW
3h 30mnonstop
Southwest Logo
9:50 pm - 11:40 pmMDW-LAS
3h 50mnonstop
$169Southwest
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Fri, Oct 17 - Sun, Oct 26
Delta Logo
1:17 pm - 10:14 pmTUS-MDW
6h 57m1 stop
Delta Logo
5:04 pm - 10:30 pmMDW-TUS
7h 26m1 stop
$397Delta
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Sat, Oct 18 - Wed, Oct 22
Delta Logo
1:17 pm - 10:14 pmTUS-MDW
6h 57m1 stop
Delta Logo
9:20 am - 4:07 pmMDW-TUS
8h 47m2 stops
$402Delta
Find Deal
Sat, Oct 18 - Tue, Oct 21

Southwest flights from Arizona to Chicago Midway Airport

Our best Southwest deals on Arizona to Chicago Midway Airport flight tickets
Southwest
Oct 24
LAS6:20 pmLas Vegas Harry Reid Intl
3h 35m
MDW11:55 pmChicago Midway
Oct 26
MDW5:15 amChicago Midway
3h 55m
LAS7:10 amLas Vegas Harry Reid Intl
$159
Find similar
Southwest
Oct 17
LAS5:25 amLas Vegas Harry Reid Intl
3h 30m
MDW10:55 amChicago Midway
Oct 26
MDW9:50 pmChicago Midway
3h 50m
LAS11:40 pmLas Vegas Harry Reid Intl
$169
Find similar
Southwest
Oct 21
LAS2:45 pmLas Vegas Harry Reid Intl
5h 10m
1 stop
MDW9:55 pmChicago Midway
Oct 28
MDW5:20 pmChicago Midway
3h 55m
LAS7:15 pmLas Vegas Harry Reid Intl
$189
Find similar

Frontier flights from Arizona to Chicago Midway Airport

Our best Frontier deals on Arizona to Chicago Midway Airport flight tickets
Frontier
Oct 16
PHX10:39 amPhoenix Sky Harbor Intl
3h 26m
MDW4:05 pmChicago Midway
Oct 20
MDW10:56 pmChicago Midway
3h 51m
PHX12:47 amPhoenix Sky Harbor Intl
$137
Find similar
Frontier
Oct 23
PHX10:39 amPhoenix Sky Harbor Intl
3h 26m
MDW4:05 pmChicago Midway
Oct 26
MDW7:50 amChicago Midway
3h 50m
PHX9:40 amPhoenix Sky Harbor Intl
$138
Find similar
Frontier
Oct 23
PHX10:39 amPhoenix Sky Harbor Intl
3h 26m
MDW4:05 pmChicago Midway
Oct 27
MDW10:56 pmChicago Midway
3h 51m
PHX12:47 amPhoenix Sky Harbor Intl
$139
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 September 19, 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

$127

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

3:22 pm-8:52 pm

Nonstop3h 30m

Chicago Midway

Sun 9/28

1:53 pm-9:55 pm

1 stop10h 02m

$135

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

10:41 am-8:46 pm

1 stop8h 05m

Chicago Midway

Mon 9/29

7:03 pm-8:48 pm

Nonstop3h 45m

$136

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 10/16

10:39 am-4:05 pm

Nonstop3h 26m

Chicago Midway

Mon 10/20

10:56 pm-12:47 am

Nonstop3h 51m

$137

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 10/23

10:39 am-4:05 pm

Nonstop3h 26m

Chicago Midway

Sun 10/26

7:50 am-9:40 am

Nonstop3h 50m

$138

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 10/23

10:39 am-4:05 pm

Nonstop3h 26m

Chicago Midway

Mon 10/27

10:56 pm-12:47 am

Nonstop3h 51m

$139

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 10/24

6:20 pm-11:55 pm

Nonstop3h 35m

Chicago Midway

Sun 10/26

5:15 am-7:10 am

Nonstop3h 55m

$159

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 10/17

5:25 am-10:55 am

Nonstop3h 30m

Chicago Midway

Sun 10/26

9:50 pm-11:40 pm

Nonstop3h 50m

$169

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 10/18

1:17 pm-10:14 pm

1 stop6h 57m

Chicago Midway

Wed 10/22

5:04 pm-10:30 pm

1 stop7h 26m

$397

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Sat 10/18

1:17 pm-10:14 pm

1 stop6h 57m

Chicago Midway

Tue 10/21

9:20 am-4:07 pm

2 stops8h 47m

$402

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 $194. 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 $217.

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 $416.

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 $250 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $354. 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 $204 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

$153

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 $153. The best round-trip flight deal from Arizona to Chicago Midway Airport found on momondo in the last 72 hours is $184.
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 $109Free CancellationRating
5.8
3,171 reviews
Search Frontier flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
SouthwestPriceFrom $202Free CancellationRating
8.0
4,242 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
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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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