Chicago

$64+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Jan 14 — Jan 211
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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 are usually found in January or February, booked 22 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap 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 December 15, 2025.

This WAYA deal was found by Cheapflights users on 12/13. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:43 pmPHX - ORD
1 stop7h 29mFrontier
Sun 1/188:41 pmORD - PHX
Nonstop4h 16mFrontier
Deal found 12/13$118
This Cheapflightsfares deal was found by Cheapflights users on 12/14. 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 12/253:40 pmPHX - ORD
Nonstop3h 43mFrontier
Thu 1/19:33 pmORD - PHX
Nonstop3h 54mFrontier
Deal found 12/14$138
This Travelocity deal was found by Cheapflights users on 12/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:00 amPHX - ORD
1 stop16h 12mFrontier
Sun 1/188:41 pmORD - PHX
Nonstop4h 16mFrontier
Deal found 12/14$165
This Travelocity deal was found by Cheapflights users on 12/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:00 amPHX - MDW
1 stop13h 50mFrontier
Sun 1/188:19 pmMDW - PHX
Nonstop4h 10mFrontier
Deal found 12/14$165
This Kiwi.com deal was found by Cheapflights users on 12/12. 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.
Tue 12/2310:26 pmPHX - ORD
2 stops24h 46mFrontier
Sat 1/176:02 pmORD - PHX
Nonstop4h 14mFrontier
Deal found 12/12$166
This CheapOair deal was found by Cheapflights users on 12/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amPHX - ORD
1 stop16h 12mFrontier
Mon 1/51:32 pmORD - PHX
Nonstop4h 08mFrontier
Deal found 12/13$168
This Expedia deal was found by Cheapflights users on 12/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:00 amPHX - ORD
1 stop16h 12mFrontier
Sun 1/188:41 pmORD - PHX
Nonstop4h 16mFrontier
Deal found 12/13$171
This Super.com deal was found by Cheapflights users on 12/13. 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.
Wed 12/242:22 pmPHX - MDW
1 stop6h 50mFrontier
Sun 1/188:19 pmMDW - PHX
Nonstop4h 10mFrontier
Deal found 12/13$171
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2310:26 pmPHX - ORD
2 stops24h 46mFrontier
Thu 1/19:33 pmORD - PHX
Nonstop3h 54mFrontier
Deal found 12/14$177
This Frontier deal was found by Cheapflights users on 12/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:43 pmPHX - ORD
1 stop7h 29mFrontier
Thu 1/19:33 pmORD - PHX
Nonstop3h 54mFrontier
Deal found 12/15$180
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2010:31 pmPHX - MDW
1 stop22h 19mFrontier
Mon 1/1912:57 pmMDW - PHX
Nonstop4h 04mFrontier
Deal found 12/15$182
This CheapOair deal was found by Cheapflights users on 12/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2010:31 pmPHX - MDW
1 stop22h 19mFrontier
Sun 1/43:01 pmMDW - PHX
Nonstop4h 00mFrontier
Deal found 12/13$192

Find flight deals from Mesa to Chicago

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

Round-trip from

$100
(Kiwi.com)

One-way from

$64
(Expedia)

Popular in

December

Cheapest in

January

Average price

$315
From Mesa to Chicago (CHI)
One-way flight from Mesa to Chicago (CHI)
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 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 1/16

7:34 pm-7:27 am

2 stops10h 53m

Chicago Midway

Mon 1/19

12:57 pm-4:01 pm

Nonstop4h 04m

$136

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 2/11

6:35 pm-10:50 pm

Nonstop3h 15m

Chicago Midway

Tue 2/17

5:00 am-8:10 am

Nonstop4h 10m

$177

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Tue 1/13

5:05 pm-9:15 pm

Nonstop3h 10m

Chicago Midway

Tue 1/20

7:50 pm-10:45 pm

Nonstop3h 55m

$188

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 1/13

3:45 pm-11:37 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 1/20

9:00 am-7:25 pm

1 stop11h 25m

$197

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 1/15

3:45 pm-11:37 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 1/20

9:00 am-7:25 pm

1 stop11h 25m

$197

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 2/24

4:27 pm-11:59 pm

1 stop6h 32m

Chicago O'Hare Intl

Sat 2/28

8:20 am-3:45 pm

1 stop8h 25m

$197

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Wed 2/11

5:00 am-9:15 am

Nonstop3h 15m

Chicago Midway

Sun 2/15

5:15 pm-8:15 pm

Nonstop4h 00m

$197

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Wed 1/21

3:50 pm-8:24 pm

Nonstop3h 34m

Chicago O'Hare Intl

Wed 1/28

4:20 pm-7:22 pm

Nonstop4h 02m

$199

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 1/23

9:00 am-3:49 pm

1 stop5h 49m

Chicago Midway

Mon 2/2

9:45 am-3:35 pm

1 stop6h 50m

$200

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Tue 1/13

3:45 pm-11:37 pm

1 stop6h 52m

Chicago O'Hare Intl

Wed 1/21

8:00 am-5:53 pm

1 stop10h 53m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 51 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 December 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 22 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, December is the cheapest month in which you can book a flight from Mesa to Chicago (average of $62). Flying from Mesa to Chicago in July is currently the most expensive (average of $191). 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 December 15, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 38% on flights from Mesa to Chicago by exploring options for tickets in the evening.

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 Wednesday mornings when fares are most often at their lowest. Sunday evenings 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 December 15, 2025.

The most flights from MS9 to CHI are scheduled on a Monday (55 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (11 on average).

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 December 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.

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 Frontier, Southwest, or Alaska Airlines 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 $46 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $81 and United Airlines from $95 one-way.

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

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

    The top 3 most reliable airlines when flying from Mesa to Chicago are Japan Airlines (84%), Aer Lingus (82%) and American Airlines (81%).

  • What are the cheapest flights from Mesa to Chicago?

    Looking at all options, your cheapest flight can be booked for $34. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $69 on average, our data indicates $1,149 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, December is the cheapest month in which you can book a flight from Mesa to Chicago (average of $62). Flying from Mesa to Chicago in July is currently the most expensive (average of $191). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top 7 airlines flying from Mesa to Chicago

Discover the top 7 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$208FlexibilityNo cancel feeOn-time65%
FrontierCheapest$81Average$210FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$106Average$216FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$149Average$297FlexibilityNo cancel feeOn-time69%
DeltaCheapest$162Average$355FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$182Average$333FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$198Average$307FlexibilityNo cancel feeOn-time71%

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