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$68+ Cheap flights from Arizona to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — MDW
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheap flight deals from Arizona to Midway

Keep the following information in mind while searching for Arizona to Midway flight deals. Data was last updated October 23, 2025.

Round-trip from

$121
(Southwest)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$249

Good round-trip deal

$239 or less

Good one-way deal

$144 or less
From Arizona to Chicago Midway
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One-way flight from Arizona to Chicago Midway
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Arizona to Chicago Midway.
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Price to beat on a one-way flight from Arizona to Chicago Midway.
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Find flight deals from Arizona to Midway

Cheapest flights from Arizona to Midway
Explore the most affordable flight options available from Arizona to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2025.

This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:40 pmLAS - MDW
Nonstop3h 25mSouthwest
Tue 12/95:15 amMDW - LAS
Nonstop3h 55mSouthwest
Deal found 10/22$121
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:30 amLAS - MDW
1 stop6h 22mFrontier
Sun 12/2110:50 pmMDW - LAS
1 stop14h 17mFrontier
Deal found 10/22$124
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:05 amLAS - MDW
Nonstop3h 30mSouthwest
Sun 12/149:35 pmMDW - LAS
Nonstop3h 55mSouthwest
Deal found 10/22$126
This CheapOair deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2111:05 amPHX - MDW
Nonstop3h 24mFrontier
Sun 1/118:26 pmMDW - PHX
Nonstop4h 07mFrontier
Deal found 10/21$133
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/144:41 pmPHX - MDW
1 stop18h 56mFrontier
Mon 11/176:15 amMDW - PHX
1 stop9h 48mFrontier
Deal found 10/22$135
This Priceline deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/19:30 amPHX - MDW
Nonstop3h 27mFrontier
Sat 11/82:57 pmMDW - PHX
Nonstop3h 53mFrontier
Deal found 10/22$136
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/129:05 pmPHX - MDW
1 stop13h 25mFrontier
Mon 11/176:15 amMDW - PHX
1 stop9h 48mFrontier
Deal found 10/22$137
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:01 pmPHX - MDW
Nonstop3h 20mFrontier
Wed 12/248:15 amMDW - PHX
2 stops25h 06mFrontier
Deal found 10/22$138
This CheapOair deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:25 amPHX - MDW
Nonstop3h 23mFrontier
Mon 12/16:20 amMDW - PHX
Nonstop4h 05mFrontier
Deal found 10/21$139
This CheapOair deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:58 pmPHX - MDW
Nonstop3h 24mFrontier
Mon 11/178:30 amMDW - PHX
Nonstop3h 53mFrontier
Deal found 10/22$140
This Flightnetwork deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:00 amPHX - MDW
1 stop11h 12mFrontier
Sun 12/147:24 pmMDW - PHX
Nonstop4h 05mFrontier
Deal found 10/23$141
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:30 amPHX - MDW
Nonstop3h 27mFrontier
Sat 11/156:15 amMDW - PHX
1 stop7h 58mFrontier
Deal found 10/21$142

Cheapflights Fare Finder

 
Customize your flight search to find flights from Arizona to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated October 23, 2025.
Use the filters below to find and compare flights from Arizona to Chicago Midway Airport that are best for you.

Fly from

Arizona

Fly to

Midway

Route

Depart

Return

Price

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Wed 12/3

11:40 pm-5:05 am

Nonstop3h 25m

Chicago Midway

Wed 12/10

8:20 pm-10:15 pm

Nonstop3h 55m

$174

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Thu 12/11

11:40 pm-5:05 am

Nonstop3h 25m

Chicago Midway

Sun 12/14

5:15 pm-7:10 pm

Nonstop3h 55m

$179

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 12/5

5:30 am-12:45 pm

1 stop5h 15m

Chicago Midway

Sun 12/14

9:35 pm-11:30 pm

Nonstop3h 55m

$184

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Wed 11/5

12:59 am-11:30 am

1 stop8h 31m

Chicago Midway

Sun 11/9

6:30 am-9:30 pm

1 stop17h 00m

$202

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Thu 11/20

11:40 pm-5:05 am

Nonstop3h 25m

Chicago Midway

Thu 11/27

5:15 pm-7:10 pm

Nonstop3h 55m

$204

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Wed 12/17

8:10 am-3:30 pm

1 stop5h 20m

Chicago Midway

Wed 12/24

5:15 pm-10:00 pm

1 stop6h 45m

$209

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Tue 12/23

5:15 am-10:40 am

Nonstop3h 25m

Chicago Midway

Wed 12/31

5:15 pm-10:00 pm

1 stop6h 45m

$214

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 2/4

1:40 pm-9:46 pm

1 stop7h 06m

Chicago Midway

Tue 2/10

6:00 am-3:14 pm

1 stop10h 14m

$217

TucsonChicago

TUS - MDW

TUSMDW

Tucson

Wed 2/4

1:40 pm-9:46 pm

1 stop7h 06m

Chicago Midway

Wed 2/11

6:00 am-3:14 pm

1 stop10h 14m

$217

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 12/16

11:59 pm-9:41 am

1 stop8h 42m

Chicago Midway

Sun 12/21

5:10 pm-11:53 pm

1 stop7h 43m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 58 results
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Best time to book a flight from Arizona to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Arizona with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Arizona to Chicago Midway Airport

What is the cheapest month to book a flight from Arizona to Chicago Midway Airport?

Currently, December is the cheapest month in which you can book a flight from Arizona to Chicago Midway Airport (average of $64). Flying from Arizona to Chicago Midway Airport in June is currently the most expensive (average of $196). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AZ to MDW?

Find hourly flight availability from Arizona to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 23, 2025.

A simple way to save on the total cost of your ticket is to fly from Arizona to Chicago Midway Airport in the evening. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Arizona to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Arizona to Midway. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Arizona to Chicago Midway Airport flight should consider departing on Monday afternoons when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Arizona to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Arizona to Chicago Midway Airport?

    Airlines like Southwest, Frontier, and Delta fly from Arizona to Chicago Midway Airport in about 3h 25m. The time it takes to get you to your destination can typically vary by up to 5h 06m. The distance from Arizona to Chicago Midway Airport is about 1516 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Arizona to Chicago Midway Airport?

    Most travelers choose Phoenix Sky Harbor Intl - Chicago Midway, Las Vegas Harry Reid Intl - Chicago Midway or Tucson - Chicago Midway when deciding on the best route from Arizona to Chicago Midway Airport.

  • What are the cheapest flights from Arizona to Chicago Midway Airport?

    On average you can expect to pay $292 for a flight from Arizona to Chicago Midway Airport. The cheapest flight overall is $94 while the most popular route, (Phoenix Sky Harbor Intl - Chicago Midway) is currently priced at $75.

  • Can I find deals for flights from Arizona to Midway that include hotel bookings?

    Yes. In addition to deals on Arizona to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Arizona to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Arizona to Midway.

  • Can I find deals for business class flights from Arizona to Midway?

    Yes. Cheapflights offers flight deals from Arizona to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Arizona to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Arizona to Chicago Midway Airport (average of $64). Flying from Arizona to Chicago Midway Airport in June is currently the most expensive (average of $196). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for Arizona to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Arizona to Midway

Discover the top 3 airlines that operate flights from Arizona to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$109Average$218FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$267FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$206Average$408FlexibilityNo cancel feeOn-time63%

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