Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Arizona to Chicago from $66

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 2/14. 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.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Arizona to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:05 am - 1:07 pmLAS-MDW
10h 02m1 stop
Frontier Logo
2:12 pm - 9:45 pmMDW-LAS
9h 33m1 stop
$129Frontier
Find Deal
Wed, Jan 14 - Sun, Jan 18
Frontier Logo
6:00 am - 11:08 amLAS-MDW
27h 08m1 stop
Frontier Logo
12:35 pm - 11:54 pmMDW-LAS
13h 19m1 stop
$130Frontier
Find Deal
Sat, Dec 6 - Mon, Dec 8
Southwest Logo
11:40 pm - 5:05 amLAS-MDW
3h 25mnonstop
Southwest Logo
9:35 pm - 11:30 pmMDW-LAS
3h 55mnonstop
$131Southwest
Find Deal
Fri, Dec 12 - Sun, Dec 14
Frontier Logo
5:35 am - 2:04 pmPHX-MDW
7h 29m1 stop
Frontier Logo
6:15 am - 3:18 pmMDW-PHX
10h 03m1 stop
$133Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
Frontier Logo
6:30 am - 2:52 pmLAS-MDW
6h 22m1 stop
Frontier Logo
3:52 pm - 10:35 pmMDW-LAS
8h 43m1 stop
$133Frontier
Find Deal
Fri, Dec 5 - Mon, Dec 8
Southwest Logo
11:40 pm - 5:05 amLAS-MDW
3h 25mnonstop
Southwest Logo
9:35 pm - 11:30 pmMDW-LAS
3h 55mnonstop
$136Southwest
Find Deal
Fri, Dec 5 - Sun, Dec 14
Multiple Airlines Logo
7:43 pm - 8:46 amPHX-MDW
12h 03m2 stops
Multiple Airlines Logo
7:24 pm - 10:29 pmMDW-PHX
4h 05mnonstop
$180Multiple Airlines
Find Deal
Mon, Dec 8 - Sun, Dec 14
Multiple Airlines Logo
7:43 pm - 8:46 amPHX-MDW
12h 03m2 stops
Multiple Airlines Logo
6:15 am - 9:19 amMDW-PHX
4h 04mnonstop
$181Multiple Airlines
Find Deal
Mon, Dec 8 - Mon, Dec 15
Delta Logo
6:00 am - 2:44 pmTUS-MDW
7h 44m1 stop
Delta Logo
3:29 pm - 10:20 pmMDW-TUS
7h 51m1 stop
$415Delta
Find Deal
Wed, Dec 24 - Wed, Dec 31
Delta Logo
1:50 pm - 11:40 pmTUS-MDW
8h 50m1 stop
Delta Logo
1:14 pm - 11:45 pmMDW-TUS
11h 31m2 stops
$421Delta
Find Deal
Thu, Nov 27 - Wed, Dec 3

Frontier flights from Arizona to Chicago Midway Airport

Our best Frontier deals on Arizona to Chicago Midway Airport flight tickets
Frontier
Jan 14
LAS1:05 amLas Vegas Harry Reid Intl
10h 02m
1 stop
MDW1:07 pmChicago Midway
Jan 18
MDW2:12 pmChicago Midway
9h 33m
1 stop
LAS9:45 pmLas Vegas Harry Reid Intl
$129
Find similar
Frontier
Dec 6
LAS6:00 amLas Vegas Harry Reid Intl
27h 08m
1 stop
MDW11:08 amChicago Midway
Dec 8
MDW12:35 pmChicago Midway
13h 19m
1 stop
LAS11:54 pmLas Vegas Harry Reid Intl
$130
Find similar
Frontier
Dec 12
PHX5:35 amPhoenix Sky Harbor Intl
7h 29m
1 stop
MDW2:04 pmChicago Midway
Dec 15
MDW6:15 amChicago Midway
10h 03m
1 stop
PHX3:18 pmPhoenix Sky Harbor Intl
$133
Find similar

Southwest flights from Arizona to Chicago Midway Airport

Our best Southwest deals on Arizona to Chicago Midway Airport flight tickets
Southwest
Dec 12
LAS11:40 pmLas Vegas Harry Reid Intl
3h 25m
MDW5:05 amChicago Midway
Dec 14
MDW9:35 pmChicago Midway
3h 55m
LAS11:30 pmLas Vegas Harry Reid Intl
$131
Find similar
Southwest
Dec 5
LAS11:40 pmLas Vegas Harry Reid Intl
3h 25m
MDW5:05 amChicago Midway
Dec 14
MDW9:35 pmChicago Midway
3h 55m
LAS11:30 pmLas Vegas Harry Reid Intl
$136
Find similar
Southwest
Dec 5
LAS11:40 pmLas Vegas Harry Reid Intl
3h 25m
MDW5:05 amChicago Midway
Dec 8
MDW9:45 amChicago Midway
4h 00m
LAS11:45 amLas Vegas Harry Reid Intl
$141
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 November 10, 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

Wed 1/14

1:05 am-1:07 pm

1 stop10h 02m

Chicago Midway

Sun 1/18

2:12 pm-9:45 pm

1 stop9h 33m

$129

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Sat 12/6

6:00 am-11:08 am

1 stop27h 08m

Chicago Midway

Mon 12/8

12:35 pm-11:54 pm

1 stop13h 19m

$130

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 12/12

11:40 pm-5:05 am

Nonstop3h 25m

Chicago Midway

Sun 12/14

9:35 pm-11:30 pm

Nonstop3h 55m

$131

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 12/12

5:35 am-2:04 pm

1 stop7h 29m

Chicago Midway

Mon 12/15

6:15 am-3:18 pm

1 stop10h 03m

$133

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 12/5

6:30 am-2:52 pm

1 stop6h 22m

Chicago Midway

Mon 12/8

3:52 pm-10:35 pm

1 stop8h 43m

$133

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 12/5

11:40 pm-5:05 am

Nonstop3h 25m

Chicago Midway

Sun 12/14

9:35 pm-11:30 pm

Nonstop3h 55m

$136

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 12/8

7:43 pm-8:46 am

2 stops12h 03m

Chicago Midway

Sun 12/14

7:24 pm-10:29 pm

Nonstop4h 05m

$180

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Mon 12/8

7:43 pm-8:46 am

2 stops12h 03m

Chicago Midway

Mon 12/15

6:15 am-9:19 am

Nonstop4h 04m

$181

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 12/24

6:00 am-2:44 pm

1 stop7h 44m

Chicago Midway

Wed 12/31

3:29 pm-10:20 pm

1 stop7h 51m

$415

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Thu 11/27

1:50 pm-11:40 pm

1 stop8h 50m

Chicago Midway

Wed 12/3

1:14 pm-11:45 pm

2 stops11h 31m

$421

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 October is also very affordable. Most momondo users find prices during this month for around $234.

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 $283. 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 $370.

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 $273 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $356. 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 $296 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 $224 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

$128

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 $128. The best round-trip flight deal from Arizona to Chicago Midway Airport found on momondo in the last 72 hours is $218.
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
3,111 reviews
Search Frontier flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
9,011 reviews
Search United Airlines flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,238 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
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

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 12/10
Wed 12/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago