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$98+ 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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
PHX — CHI
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Mesa to Chicago are usually found in September or October, booked 32 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 July 31, 2025.

Round-trip from

$172
(Cheapflightsfares)

One-way from

$98
(Frontier)

Popular in

December

Cheapest in

September

Average price

$282
From Mesa to Chicago (CHI)
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One-way flight from Mesa to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3012:14 pmPHX - ORD
1 stop9h 31mMultiple Airlines
Sun 11/22:34 pmORD - PHX
Nonstop4h 00mMultiple Airlines
Deal found 7/29$170
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 9/185:06 pmPHX - ORD
Nonstop3h 34mFrontier
Sun 9/212:07 pmORD - PHX
Nonstop4h 04mFrontier
Deal found 7/31$172
This Priceline deal was found by Cheapflights users on 7/29. 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.
Thu 9/254:35 pmPHX - MDW
Nonstop3h 23mFrontier
Sun 9/281:53 pmMDW - PHX
Nonstop3h 47mFrontier
Deal found 7/29$173
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:40 amPHX - ORD
Nonstop3h 42mAmerican Airlines
Sat 8/303:22 pmORD - PHX
Nonstop3h 41mAmerican Airlines
Deal found 7/30$188
This Southwest deal was found by Cheapflights users on 7/29. 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 8/296:20 pmPHX - MDW
Nonstop3h 20mSouthwest
Sun 8/316:20 amMDW - PHX
Nonstop3h 40mSouthwest
Deal found 7/29$196
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/42:28 pmPHX - ORD
Nonstop3h 40mUnited Airlines
Tue 10/78:03 pmORD - PHX
Nonstop3h 57mUnited Airlines
Deal found 7/29$197
This Southwest deal was found by Cheapflights users on 7/29. 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.
Sat 8/232:30 pmPHX - ORD
1 stop5h 30mSouthwest
Sat 8/304:20 pmORD - PHX
Nonstop3h 55mSouthwest
Deal found 7/29$208
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/313:15 pmPHX - ORD
1 stop6h 44mAlaska Airlines
Sun 11/22:54 pmORD - PHX
1 stop9h 22mAlaska Airlines
Deal found 7/29$215
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1110:59 pmPHX - RFD
2 stops13h 26mMultiple Airlines
Mon 9/1510:37 amRFD - PHX
2 stops13h 27mMultiple Airlines
Deal found 7/30$234
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/410:19 amPHX - MDW
1 stop9h 07mDelta
Sat 9/134:31 pmMDW - PHX
1 stop7h 41mDelta
Deal found 7/31$237

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 July 31, 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 - ORD

PHXORD

Phoenix Sky Harbor Intl

Thu 9/18

5:06 pm-10:40 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sun 9/21

2:07 pm-4:11 pm

Nonstop4h 04m

$172

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Fri 9/5

12:14 pm-10:48 pm

1 stop8h 34m

Chicago O'Hare Intl

Mon 9/8

2:07 pm-4:11 pm

Nonstop4h 04m

$173

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 9/25

4:35 pm-9:58 pm

Nonstop3h 23m

Chicago Midway

Sun 9/28

1:53 pm-3:40 pm

Nonstop3h 47m

$173

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Sat 8/23

10:19 am-3:54 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sat 8/30

6:55 pm-8:49 pm

Nonstop3h 54m

$186

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Fri 8/29

6:20 pm-11:40 pm

Nonstop3h 20m

Chicago Midway

Sun 8/31

6:20 am-8:00 am

Nonstop3h 40m

$196

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Sat 10/4

2:28 pm-8:08 pm

Nonstop3h 40m

Chicago O'Hare Intl

Tue 10/7

8:03 pm-10:00 pm

Nonstop3h 57m

$197

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Sat 8/23

2:30 pm-10:00 pm

1 stop5h 30m

Chicago O'Hare Intl

Sat 8/30

4:20 pm-6:15 pm

Nonstop3h 55m

$208

PhoenixChicago

PHX - ORD

PHXORD

Phoenix Sky Harbor Intl

Wed 9/10

12:00 pm-12:03 am

1 stop10h 03m

Chicago O'Hare Intl

Wed 9/17

6:20 am-2:58 pm

1 stop10h 38m

$216

PhoenixChicago

PHX - RFD

PHXRFD

Phoenix Sky Harbor Intl

Thu 9/11

10:59 pm-2:25 pm

2 stops13h 26m

Chicago Greater Rockford

Mon 9/15

10:37 am-10:04 pm

2 stops13h 27m

$234

PhoenixChicago

PHX - MDW

PHXMDW

Phoenix Sky Harbor Intl

Thu 9/4

10:19 am-9:26 pm

1 stop9h 07m

Chicago Midway

Sat 9/13

4:31 pm-10:12 pm

1 stop7h 41m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 26 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 July 25, 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 32 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 July 31, 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 Friday afternoons when fares are most often at their lowest. Monday 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 July 31, 2025.

The most flights from MS9 to CHI are scheduled on a Thursday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (37 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 July 31, 2025.
Read through reviews of airlines operating flights from Mesa to Chicago, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • 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 $98 on Frontier. Other airlines that offer cheap prices include Southwest from $99 and Spirit Airlines from $102 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 Cathay Pacific (90%), SWISS (88%) and Brussels Airlines (87%).

  • What are the cheapest flights from Mesa to Chicago?

    Looking at all options, your cheapest flight can be booked for $99. While the most popular route (Phoenix Sky Harbor Intl - Chicago O'Hare Intl) can be booked for $150 on average our data indicates $1,405 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
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$200FlexibilityNo cancel feeOn-time65%
FrontierCheapest$87Average$210FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$135Average$243FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$149Average$275FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$173Average$307FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$199Average$349FlexibilityNo cancel feeOn-time63%
DeltaCheapest$240Average$293FlexibilityNo cancel feeOn-timeN/A

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