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

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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHX
Apr 24 — May 11
Fri 4/24
Fri 5/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Gilbert are usually found in August or September, booked 60 days in advance, depart on a Saturday or Friday and return on a Thursday

Cheap flight deals from Chicago to Gilbert

Cheapest flights from Chicago to Gilbert
Explore the most affordable flight options available from Chicago to Gilbert. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2026.

This Super.com deal was found by Cheapflights users on 3/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:20 am
MDW
-
PHX
Nonstop3h 57m
Frontier
Mon 4/274:39 pm
PHX
-
MDW
Nonstop3h 16m
Frontier
Deal found 3/23$170
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/136:40 am
ORD
-
PHX
Nonstop4h 10m
Frontier
Wed 4/156:51 pm
PHX
-
ORD
1 stop12h 59m
Frontier
Deal found 3/22$170
This CheapOair deal was found by Cheapflights users on 3/20. 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 5/84:52 pm
MDW
-
PHX
1 stop19h 53m
Frontier
Sun 5/1011:30 pm
PHX
-
MDW
1 stop9h 39m
Frontier
Deal found 3/20$171
This Super.com deal was found by Cheapflights users on 3/20. 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.
Sat 4/113:35 pm
ORD
-
PHX
Nonstop4h 19m
Frontier
Sat 4/1812:17 pm
PHX
-
ORD
Nonstop3h 36m
Frontier
Deal found 3/20$171
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:14 am
MDW
-
PHX
1 stop16h 04m
Frontier
Fri 4/244:34 pm
PHX
-
MDW
Nonstop3h 16m
Frontier
Deal found 3/23$172
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 4/293:52 pm
ORD
-
PHX
1 stop8h 51m
Multiple Airlines
Fri 5/111:19 am
PHX
-
ORD
Nonstop3h 41m
Multiple Airlines
Deal found 3/20$172
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/102:29 pm
ORD
-
PHX
1 stop7h 45m
Frontier
Fri 4/1711:19 am
PHX
-
ORD
Nonstop3h 41m
Frontier
Deal found 3/22$173
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/172:15 pm
MDW
-
PHX
1 stop9h 09m
Frontier
Wed 4/2212:58 pm
PHX
-
MDW
1 stop7h 16m
Frontier
Deal found 3/24$174
This Frontier deal was found by Cheapflights users on 3/20. 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 4/188:55 am
ORD
-
PHX
Nonstop4h 15m
Frontier
Mon 4/2711:19 am
PHX
-
ORD
Nonstop3h 41m
Frontier
Deal found 3/20$174
This Southwest deal was found by Cheapflights users on 3/24. 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.
Tue 4/2112:35 pm
MDW
-
PHX
1 stop6h 50m
Southwest
Tue 4/2811:55 pm
PHX
-
MDW
Nonstop3h 05m
Southwest
Deal found 3/24$175
This Southwest deal was found by Cheapflights users on 3/24. 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.
Tue 4/214:50 pm
ORD
-
PHX
1 stop7h 35m
Southwest
Tue 4/286:30 pm
PHX
-
ORD
Nonstop3h 25m
Southwest
Deal found 3/24$175
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sat 4/115:53 pm
ORD
-
PHX
1 stop7h 54m
Frontier
Fri 4/1711:19 am
PHX
-
ORD
Nonstop3h 41m
Frontier
Deal found 3/22$176

Find flight deals from Chicago to Gilbert

Keep the following information in mind while searching for Chicago to Gilbert flight deals. Data was last updated March 25, 2026.

Round-trip from

$170
(Super.com)

One-way from

$88
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$327
From Chicago (CHI) to Gilbert
Search Deals
One-way flight from Chicago (CHI) to Gilbert
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Gilbert 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 March 25, 2026.
Use the filters below to find and compare flights from Chicago to Gilbert that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Wed 6/3

5:35 pm-7:25 pm

Nonstop3h 50m

Phoenix Sky Harbor Intl

Wed 6/10

4:50 pm-12:05 am

1 stop5h 15m

$175

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Mon 5/11

6:55 am-8:45 am

Nonstop3h 50m

Phoenix Sky Harbor Intl

Thu 5/28

5:05 pm-10:20 pm

Nonstop3h 15m

$199

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Wed 4/15

11:55 am-7:55 pm

2 stops10h 00m

Phoenix Sky Harbor Intl

Mon 4/20

11:55 pm-9:45 am

1 stop7h 50m

$207

ChicagoPhoenix

MDW - PHX

MDWPHX

Chicago Midway

Thu 5/28

9:40 pm-11:30 pm

Nonstop3h 50m

Phoenix Sky Harbor Intl

Sat 6/6

4:05 pm-11:40 pm

1 stop5h 35m

$209

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Tue 5/26

6:15 am-11:20 am

1 stop7h 05m

Phoenix Sky Harbor Intl

Sat 5/30

6:40 am-2:20 pm

1 stop5h 40m

$230

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Thu 5/7

6:15 pm-10:10 pm

1 stop5h 55m

Phoenix Sky Harbor Intl

Sun 5/10

6:30 pm-11:55 pm

Nonstop3h 25m

$248

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Fri 5/15

4:50 pm-11:10 pm

1 stop8h 20m

Phoenix Sky Harbor Intl

Sat 5/16

4:55 pm-10:20 pm

Nonstop3h 25m

$248

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Thu 6/11

9:28 pm-11:22 pm

Nonstop3h 54m

Phoenix Sky Harbor Intl

Mon 6/15

5:49 pm-11:31 pm

Nonstop3h 42m

$258

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Mon 4/13

4:50 pm-7:45 am

2 stops16h 55m

Phoenix Sky Harbor Intl

Wed 4/15

2:00 pm-10:55 pm

1 stop6h 55m

$264

ChicagoPhoenix

ORD - PHX

ORDPHX

Chicago O'Hare Intl

Tue 8/11

5:00 am-8:59 am

1 stop5h 59m

Phoenix Sky Harbor Intl

Sat 8/15

11:28 am-5:05 pm

Nonstop3h 37m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

Showing 1-10 of 46 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Gilbert

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Gilbert. Price data was last updated on March 13, 2026.

The best time to book flights from Chicago to Gilbert is 60 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 month to book a flight from Chicago to Gilbert?

Currently, January is the cheapest month in which you can book a flight from Chicago to Gilbert (average of $63). Flying from Chicago to Gilbert in June is currently the most expensive (average of $148). 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 CHI to G1L?

Find hourly flight availability from Chicago to Gilbert. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 25, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to Gilbert in the afternoon. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Gilbert. Price data was last updated on March 23, 2026.

Travelers seeking maximum savings on their Chicago to Gilbert flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Gilbert

Explore weekly flight availability from Chicago to Gilbert. 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 March 25, 2026.

The most flights from CHI to G1L are scheduled on a Wednesday (62 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (17 on average).

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

Reviews of airlines servicing Gilbert

Get insights into the airlines that provide service to Gilbert. 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 Gilbert. Reviews last updated March 25, 2026.
Read through reviews of airlines operating flights from Chicago to Gilbert, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,332 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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
4,332 reviews
Southwest
8.0
Very good
4,332 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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.
Delta
7.9
Good
8,327 reviews
Southwest
8.0
Very good
4,332 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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.
United Airlines
7.4
Good
9,477 reviews
Southwest
8.0
Very good
4,332 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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.
American Airlines
7.1
Good
11,494 reviews
Southwest
8.0
Very good
4,332 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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
3,017 reviews
Southwest
8.0
Very good
4,332 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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 Chicago to Gilbert. 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 Chicago to Gilbert?

    Southwest and United Airlines can get you from Chicago to Gilbert in just under 3h 50m. Your travel time will be generally consistent. Chicago and Gilbert are separated by a distance of 1440 mi. All flights are typically nonstop.

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

    One-way options have recently been found by users for as low as $39 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $79 and Alaska Airlines from $97 one-way.

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

    Before booking your flight to Gilbert from Chicago, check out the most reliable airlines to get you to your destination on time: Austrian Airlines (88%), United Airlines (84%), Air Canada( 83%).

  • What are the cheapest flights from Chicago to Gilbert?

    While on average a flight from Chicago to Gilbert is generally $706, our data shows the cheapest flight currently is $91. When looking at the most popular route, (Chicago O'Hare Intl - Phoenix Sky Harbor Intl), you can expect to pay $111 for that flight.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to Gilbert (average of $63). Flying from Chicago to Gilbert in June is currently the most expensive (average of $148). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 8 airlines flying from Chicago to Gilbert

Discover the top 8 airlines that operate flights from Chicago to Gilbert. 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 March 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$66Average$238FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$286FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$122Average$254FlexibilityNo cancel feeOn-time88%
Alaska AirlinesCheapest$154Average$251FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$181Average$453FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$184Average$336FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$194Average$356FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$205Average$375FlexibilityNo cancel feeOn-time63%

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