Based on the flight data, it is generally cheaper to fly from Chicago to Phoenix Sky Harbor Airport on Saturdays in September.
Cheapest Route: Opt for flights from Chicago Midway to Phoenix Sky Harbor for the cheapest route.
Booking Time: Book your flight at least 140 days in advance for the best prices.
Cheapest Airline: Frontier Airlines generally offers the cheapest flights for this route.
Flight Type: Direct flights are more expensive, consider flights with layovers to save money.
AI-powered; AI can make mistakes.
| Low season | August |
|---|---|
| High season | March |
| Cheapest flight | $94 |
Direct departures
Chicago to Phoenix Sky Harbor Intl
Monday
American Airlines,Frontier,Southwest, +1 more
American Airlines,Frontier, +2 more
1
Tuesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Wednesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Thursday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Friday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Saturday
American Airlines,Frontier,Southwest, +1 more
American Airlines,Frontier, +2 more
1
Sunday
American Airlines,Frontier,Southwest, +1 more
American Airlines,Frontier, +2 more
1
Direct returns
Phoenix Sky Harbor Intl to Chicago
Monday
American Airlines,Frontier,Southwest, +1 more
American Airlines,Frontier, +2 more
1
Tuesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Wednesday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Thursday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Friday
American Airlines,Southwest,United Airlines
American Airlines,Southwest, +1 more
Saturday
American Airlines,Frontier,Southwest, +1 more
American Airlines,Frontier, +2 more
1
Sunday
American Airlines,Frontier,Southwest, +1 more
American Airlines,Frontier, +2 more
1
The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.
The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.
Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.
The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.
Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.
Plane was late. Zero service for 2+ hour flight and it was not that bumpy.
It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.
Had a great flight. Delayed takeoff, but comfortable. Snacks were good.
Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.
I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.
Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.
Okay considering we had weather delays which the Pilot notified us of immediately!
Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).
Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.
I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.
We departed and landed early which was a nice surprise. The boarding process was slow.
N Everything was perfect from boarding to assistance to baggage in Tampa
Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.
The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.
Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.
I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.
No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.
Terrible, if possible won't be flying again anytime soon!
Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.
Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)
Awful. No counter attendants. No dinner offered due to delays.
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.
Good flight, seated and had a water within 5 minutes. Crew was hospitable.
I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight
The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.
Great experience. Good dinner and service. FA's were very nice and attentive.
Mostly good. The WiFi wasn’t working so that was not great.
I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.
The flight was fine, once we got underway. It was more than hour delayed
Arrived 40 min early which was great - sat in runway for 35 min so no gain. Then waited for luggage 45 min. They need to staff accordingly knowing its one of the busiest week in Phx
My flight got rerouted due to crew rest. I was sent to Dallas customer service was not very polite. Was given a $40 room voucher for Motel 6 and $12 to eat with. It delayed me by a day. Where if I would have just stuck with my original flight Arizona was delayed to Cleveland and I could have made it home. They put me on a 9:00 flight out of Dallas to Cleveland without my knowledge or consent. When originally I was told it would be 8:45 a.m. on February 1st. I told them I could not take the 9:00 flight because I did not have anybody to pick me up from the airport at that time. I'm extremely disappointed in how I was treated. And I will not fly American Airlines again.
It would be nice to have some low carb options in the snacks.
They switched our terminal 3 times and we were delayed for four plus hours!!!
It was an early flight and most people napped/slept and the crew let us which was nice.
The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times
More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!
My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience
There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!
Remind customers of the need to have passport or new ID for boarding.
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.