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Midway

$94+ Cheap flights from Mesa, AZ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — MDW
May 18 — May 251
Mon 5/18
Mon 5/25
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Mesa to Chicago Midway are usually found in September or October, booked 62 days in advance, depart on a Thursday or Saturday and return on a Thursday

Cheap flight deals from Mesa to Midway

Cheapest flights from Mesa to Midway
Explore the most affordable flight options available from Mesa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/244:34 pm
PHX
-
MDW
Nonstop3h 16m
Frontier
Tue 4/286:10 am
MDW
-
PHX
2 stops19h 39m
Frontier
Deal found 4/13$156
This KAYAK deal was found by Cheapflights users on 4/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/49:37 am
PHX
-
MDW
Nonstop3h 27m
Frontier
Wed 5/612:04 pm
MDW
-
PHX
1 stop10h 29m
Frontier
Deal found 4/13$159
This Super.com deal was found by Cheapflights users on 4/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:24 pm
PHX
-
MDW
Nonstop3h 19m
Frontier
Sun 5/36:20 am
MDW
-
PHX
Nonstop3h 57m
Frontier
Deal found 4/13$162
This Super.com deal was found by Cheapflights users on 4/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:34 pm
PHX
-
MDW
Nonstop3h 16m
Frontier
Sun 4/266:20 am
MDW
-
PHX
Nonstop3h 57m
Frontier
Deal found 4/17$164
This Frontier deal was found by Cheapflights users on 4/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:07 am
PHX
-
MDW
Nonstop3h 27m
Frontier
Sun 5/36:20 am
MDW
-
PHX
Nonstop3h 57m
Frontier
Deal found 4/13$168
This Trip.com deal was found by Cheapflights users on 4/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:30 am
PHX
-
MDW
1 stop5h 42m
Frontier
Sat 5/2311:59 am
MDW
-
PHX
1 stop12h 27m
Frontier
Deal found 4/13$169
This Frontier deal was found by Cheapflights users on 4/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:38 pm
PHX
-
MDW
1 stop7h 36m
Frontier
Mon 4/271:35 pm
MDW
-
PHX
Nonstop4h 04m
Frontier
Deal found 4/13$170
This Trip.com deal was found by Cheapflights users on 4/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:30 pm
PHX
-
MDW
1 stop9h 39m
Frontier
Sun 5/2412:27 pm
MDW
-
PHX
1 stop11h 59m
Frontier
Deal found 4/13$172
This Frontier deal was found by Cheapflights users on 4/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/179:07 am
PHX
-
MDW
Nonstop3h 27m
Frontier
Fri 4/241:30 pm
MDW
-
PHX
Nonstop4h 04m
Frontier
Deal found 4/13$174
This Frontier deal was found by Cheapflights users on 4/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:24 pm
PHX
-
MDW
Nonstop3h 19m
Frontier
Wed 5/612:04 pm
MDW
-
PHX
1 stop10h 29m
Frontier
Deal found 4/13$179
This Frontier deal was found by Cheapflights users on 4/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:15 am
PHX
-
MDW
1 stop7h 17m
Frontier
Tue 5/512:24 pm
MDW
-
PHX
1 stop12h 02m
Frontier
Deal found 4/13$180

Find flight deals from Mesa to Midway

Keep the following information in mind while searching for Mesa to Midway flight deals. Data was last updated April 18, 2026.

Round-trip from

$156
(Kiwi.com)

One-way from

$94
(Delta)

Popular in

January

Cheapest in

September

Average price

$298
From Mesa to Chicago Midway
Search Deals
One-way flight from Mesa to Chicago Midway
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($99 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Mesa 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 April 18, 2026.
Use the filters below to find and compare flights from Mesa 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

Mon 5/11

12:59 am-8:42 am

1 stop5h 43m

Chicago Midway

Tue 5/12

1:22 pm-5:43 pm

1 stop6h 21m

$187

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 5/5

5:45 am-4:26 pm

1 stop8h 41m

Chicago Midway

Fri 5/8

1:22 pm-5:43 pm

1 stop6h 21m

$216

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 5/20

6:30 am-2:12 pm

1 stop5h 42m

Chicago Midway

Mon 5/25

12:04 pm-8:33 pm

1 stop10h 29m

$250
Quickest round-trip

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 5/29

11:55 pm-5:00 am

Nonstop3h 05m

Chicago Midway

Tue 6/2

2:55 pm-4:40 pm

Nonstop3h 45m

$255

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 6/10

6:50 pm-12:05 am

Nonstop3h 15m

Chicago Midway

Tue 6/16

11:45 am-2:35 pm

1 stop4h 50m

$261

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 5/8

5:05 pm-10:20 pm

Nonstop3h 15m

Chicago Midway

Sat 5/9

10:30 am-12:15 pm

Nonstop3h 45m

$287

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 5/5

8:50 am-4:45 pm

1 stop5h 55m

Chicago Midway

Tue 5/19

6:10 am-7:55 am

Nonstop3h 45m

$300

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 6/24

10:57 pm-9:14 am

1 stop8h 17m

Chicago Midway

Tue 6/30

1:49 pm-8:10 pm

1 stop8h 21m

$306

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Sat 7/18

1:15 pm-10:15 pm

1 stop7h 00m

Chicago Midway

Thu 7/23

5:10 pm-10:39 pm

1 stop7h 29m

$306

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 5/20

3:45 pm-9:00 pm

Nonstop3h 15m

Chicago Midway

Mon 5/25

5:25 am-7:10 am

Nonstop3h 45m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Mesa to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Mesa 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 Mesa to Chicago Midway Airport

How far ahead should I book a flight from Mesa to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Mesa to Midway. Price data was last updated on April 10, 2026.

The best time to book flights from Mesa to Chicago Midway Airport is 62 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest time of day to fly from MS9 to MDW?

Find hourly flight availability from Mesa 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 April 18, 2026.

It’s typically best to fly out from Mesa to Chicago Midway Airport at noon. Doing so could potentially save you 26% on the flight price compared to flying in the morning, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Mesa to Midway. Price data was last updated on April 11, 2026.

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

Weekly flight availability from Mesa to Chicago Midway Airport

Explore weekly flight availability from Mesa to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 18, 2026.

The most flights from MS9 to MDW are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Mesa to Chicago Midway Airport?

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated April 18, 2026.
Read through reviews of airlines operating flights from Mesa to Chicago Midway Airport, such as Southwest and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,330 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,330 reviews
Southwest
8.0
Very good
4,330 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,987 reviews
Southwest
8.0
Very good
4,330 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Mesa 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 Mesa to Chicago Midway Airport?

    For as low as $255, Delta can have you in Chicago Midway Airport from Mesa in 3h 05m. There are 1440 mi between Mesa and Chicago Midway Airport. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Mesa to Chicago Midway Airport one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $78. Users have also found prices from $99 and $124 on Southwest and Delta, respectively.

  • What are the most reliable airlines from Mesa to Chicago Midway Airport?

    Before booking your flight to Chicago Midway Airport from Mesa, check out the most reliable airlines to get you to your destination on time: Frontier (70%), Southwest (67%), Volaris( 63%).

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

    Looking for the cheapest flight from Mesa to Chicago Midway Airport? While on average our users pay $320, our data indicates the cheapest price to be $125. The most popular route (Phoenix Sky Harbor Intl - Chicago Midway), is priced around $187.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Mesa 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.

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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Mesa to Midway

Discover the top 2 airlines that operate flights from Mesa 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 April 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$79Average$211FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$206Average$358FlexibilityNo cancel feeOn-time63%

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