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$88+ Cheap flights from Mesa, AZ to Chicago (CHI)

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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Mesa to Chicago are usually found in January or February, booked 87 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Mesa to Chicago

Keep the following information in mind while searching for Mesa to Chicago flight deals. Data was last updated September 15, 2025.

Round-trip from

$137
(Cheapflightsfares)

One-way from

$88
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$238
From Mesa to Chicago (CHI)
Search Deals
One-way flight from Mesa to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Mesa to Chicago

Cheapest flights from Mesa to Chicago
Explore the most affordable flight options available from Mesa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/233:30 pmPHX - ORD
Nonstop3h 40mFrontier
Mon 10/271:53 pmORD - PHX
Nonstop3h 56mFrontier
Deal found 9/15$137
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1610:39 amPHX - MDW
Nonstop3h 26mFrontier
Mon 10/2010:56 pmMDW - PHX
Nonstop3h 51mFrontier
Deal found 9/14$137
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/25:06 pmPHX - ORD
Nonstop3h 34mFrontier
Wed 10/87:15 amORD - PHX
1 stop9h 49mFrontier
Deal found 9/13$138
This Frontier deal was found by Cheapflights users on 9/14. 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 10/24:35 pmPHX - MDW
Nonstop3h 23mFrontier
Fri 10/34:48 pmMDW - PHX
1 stop8h 06mFrontier
Deal found 9/14$138
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:35 amPHX - ORD
1 stop6h 48mFrontier
Sun 11/163:30 pmORD - PHX
Nonstop4h 04mFrontier
Deal found 9/14$139
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:08 pmPHX - ORD
Nonstop3h 35mFrontier
Sun 11/93:30 pmORD - PHX
Nonstop4h 04mFrontier
Deal found 9/13$140
This Frontier deal was found by Cheapflights users on 9/14. 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 10/3010:43 pmPHX - MDW
1 stop10h 47mFrontier
Mon 11/38:30 amMDW - PHX
Nonstop3h 53mFrontier
Deal found 9/14$140
This Frontier deal was found by Cheapflights users on 9/13. 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.
Mon 10/137:25 amPHX - ORD
Nonstop3h 33mFrontier
Mon 10/206:50 amORD - PHX
1 stop6h 02mFrontier
Deal found 9/13$141
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/134:20 pmPHX - MDW
Nonstop3h 26mFrontier
Mon 10/2010:56 pmMDW - PHX
Nonstop3h 51mFrontier
Deal found 9/13$141
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/163:30 pmPHX - ORD
Nonstop3h 40mFrontier
Mon 10/206:23 pmORD - PHX
1 stop20h 54mFrontier
Deal found 9/14$142
This Frontier deal was found by Cheapflights users on 9/14. 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 10/2312:02 pmPHX - MDW
1 stop10h 34mFrontier
Sun 10/267:50 amMDW - PHX
Nonstop3h 50mFrontier
Deal found 9/14$143
This Gotogate deal was found by Cheapflights users on 9/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:45 pmPHX - ORD
Nonstop3h 30mFrontier
Thu 11/61:36 pmORD - PHX
1 stop10h 27mFrontier
Deal found 9/15$144

Cheapflights Fare Finder

 
Customize your flight search to find flights from Mesa to Chicago 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 September 15, 2025.
Use the filters below to find and compare flights from Mesa to Chicago that are best for you.

Fly from

Mesa

Fly to

Chicago

Route

Depart

Return

Price

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 11/14

5:20 am-9:35 am

Nonstop3h 15m

Chicago Midway

Tue 11/18

10:05 am-1:05 pm

Nonstop4h 00m

$165

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/24

6:55 pm-12:10 am

Nonstop3h 15m

Chicago Midway

Fri 10/31

12:50 pm-2:35 pm

Nonstop3h 45m

$196

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 10/29

6:50 pm-12:05 am

Nonstop3h 15m

Chicago Midway

Sat 12/13

5:15 am-8:05 am

Nonstop3h 50m

$199

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 12/12

3:25 pm-7:40 pm

Nonstop3h 15m

Chicago Midway

Tue 12/16

10:05 am-1:05 pm

Nonstop4h 00m

$208

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/24

5:00 am-10:15 am

Nonstop3h 15m

Chicago Midway

Mon 10/27

5:45 am-7:30 am

Nonstop3h 45m

$213

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 12/11

5:00 am-9:15 am

Nonstop3h 15m

Chicago Midway

Mon 12/15

5:25 am-8:15 am

Nonstop3h 50m

$217

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 10/14

2:40 pm-8:20 pm

Nonstop3h 40m

Chicago O'Hare Intl

Sat 10/18

7:30 am-9:19 am

Nonstop3h 49m

$219

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/31

6:05 pm-11:25 pm

Nonstop3h 20m

Chicago Midway

Sun 11/2

7:45 am-12:35 pm

1 stop5h 50m

$228

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 10/3

6:55 pm-12:10 am

Nonstop3h 15m

Chicago Midway

Mon 10/6

12:40 pm-4:50 pm

1 stop6h 10m

$229

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Wed 10/29

12:40 am-8:30 am

1 stop5h 50m

Chicago O'Hare Intl

Sun 11/2

5:08 am-10:40 am

1 stop6h 32m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 54 results
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Best time to book a flight from Mesa to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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

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

Use this chart to determine the optimal time to book a round-trip flight from Mesa to Chicago. Price data was last updated on September 12, 2025.

The price you pay for your flight from Mesa to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 87 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Mesa to Chicago?

Currently, August is the cheapest month in which you can book a flight from Mesa to Chicago (average of $245). Flying from Mesa to Chicago in March is currently the most expensive (average of $321). 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 MS9 to CHI?

Find hourly flight availability from Mesa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Mesa to Chicago as you normally would.

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

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

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

Weekly flight availability from Mesa to Chicago

Explore weekly flight availability from Mesa to Chicago. 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 September 15, 2025.

The most flights from MS9 to CHI are scheduled on a Sunday (66 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (45 on average).

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

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 15, 2025.
Read through reviews of airlines operating flights from Mesa to Chicago, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,015 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,172 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

    There are many flights that can get you from Mesa to Chicago in 3h 15m. Fly via Southwest, United Airlines, or Delta to get the fastest option. Mesa and Chicago are separated by a distance of 1440 mi. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $94 on Southwest. Other airlines that offer cheap prices include Frontier from $99 and United Airlines from $100 one-way.

  • What are the most popular routes from Mesa to Chicago?

    The most popular route from Mesa to Chicago is Phoenix Sky Harbor Intl - Chicago O'Hare Intl. You may also consider Phoenix Sky Harbor Intl - Chicago Midway or Phoenix Sky Harbor Intl - Chicago Greater Rockford.

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

    The top 3 most reliable airlines when flying from Mesa to Chicago are SWISS (89%), Cathay Pacific (89%) and Brussels Airlines (87%).

  • What are the cheapest flights from Mesa to Chicago?

    Looking at all options, your cheapest flight can be booked for $88. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $147 on average, our data indicates $866 when flying from Mesa to Chicago.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Mesa to Chicago 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 Mesa to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Mesa to Chicago (average of $245). Flying from Mesa to Chicago in March is currently the most expensive (average of $321). 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?

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

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Alternative routes for Mesa to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Mesa to Chicago

Discover the top 6 airlines that operate flights from Mesa to Chicago. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$208FlexibilityNo cancel feeOn-time65%
FrontierCheapest$99Average$215FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$131Average$247FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$149Average$277FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$313FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$202Average$344FlexibilityNo cancel feeOn-time63%

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