$72 Find Cheap Flights from Chicago to Gilbert

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Gilbert departing on 4/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$155
Overall average: $270
Frontier
Tue 4/21Tue 4/28
ORD - PHX • 1 stop
Cheapest non-stop
$156
Typical prices: $227-$353
Frontier
Sat 4/25Fri 5/1
ORD - PHX • Non-stop
Arrival airport
You can't fly directly to Gilbert. It is served by Phoenix (PHX), located 13.3 miles from Gilbert.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Chicago to Gilbert (CHI-PHX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Gilbert that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Gilbert

Tue, Apr 21 - Tue, Apr 28
Frontier Logo
8:58 pm - 12:55 pm
ORD
-
PHX
17h 57m
1 stop
Frontier Logo
8:07 pm - 6:08 am
PHX
-
ORD
8h 01m
1 stop
$155Frontier
Fri, May 8 - Tue, May 12
Frontier Logo
7:43 am - 10:02 am
ORD
-
PHX
4h 19mnonstop
Frontier Logo
8:02 pm - 6:47 am
PHX
-
ORD
8h 45m
1 stop
$156Frontier
Thu, May 7 - Mon, May 11
Frontier Logo
6:15 am - 8:12 am
MDW
-
PHX
3h 57mnonstop
Frontier Logo
9:22 am - 2:49 pm
PHX
-
MDW
3h 27mnonstop
$157Frontier
Fri, Apr 17 - Fri, Apr 24
Frontier Logo
7:50 am - 10:12 am
ORD
-
PHX
4h 22mnonstop
Frontier Logo
11:19 am - 5:00 pm
PHX
-
ORD
3h 41mnonstop
$157Frontier
Fri, Apr 24 - Mon, Apr 27
Frontier Logo
1:30 pm - 3:34 pm
MDW
-
PHX
4h 04mnonstop
Frontier Logo
4:39 pm - 9:55 pm
PHX
-
MDW
3h 16mnonstop
$158Frontier
Sat, Apr 11 - Tue, Apr 14
Frontier Logo
5:53 pm - 11:47 pm
ORD
-
PHX
7h 54m
1 stop
Frontier Logo
8:07 pm - 6:08 am
PHX
-
ORD
8h 01m
1 stop
$158Frontier
Sun, Apr 26 - Tue, Apr 28
Frontier Logo
6:20 am - 8:17 am
MDW
-
PHX
3h 57mnonstop
Frontier Logo
12:58 pm - 10:14 pm
PHX
-
MDW
7h 16m
1 stop
$159Frontier
Sat, Apr 25 - Sat, May 2
United Airlines Logo
3:55 pm - 5:58 pm
ORD
-
PHX
4h 03mnonstop
United Airlines Logo
7:00 am - 12:36 pm
PHX
-
ORD
3h 36mnonstop
$163United Airlines
Sat, Apr 25 - Sat, May 2
Southwest Logo
6:00 pm - 7:50 pm
MDW
-
PHX
3h 50mnonstop
Southwest Logo
11:55 pm - 5:00 am
PHX
-
MDW
3h 05mnonstop
$163Southwest
Sat, Apr 18 - Sat, Apr 25
Southwest Logo
5:10 am - 6:55 am
MDW
-
PHX
3h 45mnonstop
Southwest Logo
8:00 am - 2:45 pm
PHX
-
MDW
4h 45m
1 stop
$169Southwest
Useful Info

Good to know

Low seasonAugust
Cheapest flight$77
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago O'Hare Airport to Phoenix Sky Harbor Airport

When to book flights from Chicago to Gilbert

Are your dates flexible? Find out the best times to travel from Chicago to Gilbert based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Flights from Chicago to Gilbert: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Chicago to Gilbert 
JanieFlew with SWISS
ORD
-
PHX
Feb 2025
I think you should prebook food or bring your own food.
Verified travelerFlew with United Airlines
ORD
-
PHX
Apr 2024
Use the find my gate feature on the flights phone app if available as the airport is a bit confusing

FAQs for booking flights from Chicago to Gilbert

  • Which airports will I be using when flying from Chicago to Gilbert?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway, Chicago O'Hare Intl or Chicago Greater Rockford. Gilbert does not have its own airport so you’ll be flying into nearby Phoenix Sky Harbor Intl airport, which is 13.3 mi away.

  • How long does a flight from Chicago to Gilbert take?

    Direct flights cover the 1,447 miles separating Chicago and Gilbert in about 3h 45m.

  • How many flights are there between Chicago and Gilbert?

    104 direct flights run between Chicago and Gilbert on a daily basis. On average, there are about 734 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Gilbert?

    Consider leaving on a Sunday and avoid Tuesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Tuesdays.

  • How does KAYAK find such low prices on flights from Chicago to Gilbert?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Gilbert.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Gilbert?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Gilbert from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Gilbert?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Gilbert with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Gilbert?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Gilbert from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Gilbert?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Gilbert found on KAYAK was with Frontier for $39. Spirit Airlines offered a round-trip connection from $69 and Frontier from $71.

Top tips for finding cheap flights from Chicago to Gilbert

  • There is no airport in Gilbert. Instead, you’ll be flying into Phoenix Sky Harbor Airport when flying between Chicago and Gilbert.
  • The cheapest flight from Chicago to Gilbert was found 64 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is August.

Reviews of the top 5 airlines serving Chicago to Gilbert

 
Need help choosing which airline to fly with from Chicago to Gilbert? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4317 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

The flight was flying with 30% capacity. The flight my seat from preferred seating to back of the seat. Even though i can understand that this was to balance the flight weight. The flight attendance decided to do the serving near my seat and in the middle , their noices woke me up from sleep , when i realized that the service has ended and when they were going back asked for a coffee, for which they answered they have completed teh service in my location. That really upset me as they woke me up and also rejected the coffee i asked. I ended up landing with a headache, thanks to the crew that screwed up my travel

Delayed. Hot. Passenger next to me was so large I couldn’t move.

Same experience as the flight from Norfolk to Atlanta where people are boarded in zones that don't make sense. People behind you on the plane will get on before you and they take the luggage space on your row.

The boarding process doesn't make sense since some people that will sit behind your rows are boarded before you and then they take up the luggage space above your head. I then have to wait for people to get off the plane before I can go back to get my luggage.

Good flight. Connector flight was delayed so made a short turnaround in Atlanta which was stressful. Otherwise, great crew, Staff in ATL was very informative about the delay and ensured people their connections were fine. Notified the ones that were not. Great communication.

The flight went very well, but the flight attendants didn't serve and food or drinks other than 1st class due to rough air but to be honest it wasn't that bumpy and I felt that they could've at least offered water and coffee perhaps. Also serving 1st class only is a bad look. I've been in 1st class many times and I would've felt that if the turbulence was too rough for the main cabin, it would be too rough for 1st class too.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

Everything you need to know for your flight from Chicago to Gilbert

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