
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $126 (Cheapflightsfares) |
One-way from | $88 (Trip.com) |
Popular in | December |
Cheapest in | February |
Average price | $304 |
Good round-trip deal | $240 or less |
Good one-way deal | $145 or less |
Fly from
Fly to
Route
Depart
Return
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Fri 4/17
2:30 pm-7:45 pm
Nonstop3h 15m
Chicago Midway
Tue 4/21
5:35 pm-7:25 pm
Nonstop3h 50m
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Wed 6/10
6:50 pm-12:05 am
Nonstop3h 15m
Chicago Midway
Wed 6/17
9:10 pm-10:50 pm
Nonstop3h 40m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Wed 5/6
6:30 pm-11:55 pm
Nonstop3h 25m
Chicago O'Hare Intl
Thu 5/14
7:20 pm-9:15 pm
Nonstop3h 55m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Fri 5/8
4:35 pm-10:09 pm
Nonstop3h 34m
Chicago O'Hare Intl
Sun 5/17
9:45 pm-11:53 pm
Nonstop4h 08m
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Fri 4/17
11:55 pm-5:00 am
Nonstop3h 05m
Chicago Midway
Sun 4/19
5:10 am-6:55 am
Nonstop3h 45m
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 3/31
8:45 am-4:45 pm
1 stop6h 00m
Chicago Midway
Wed 4/1
8:45 pm-10:40 pm
Nonstop3h 55m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Thu 5/28
6:30 pm-11:55 pm
Nonstop3h 25m
Chicago O'Hare Intl
Mon 6/1
6:15 am-10:10 am
1 stop5h 55m
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Tue 3/31
6:00 am-11:10 am
Nonstop3h 10m
Chicago Midway
Tue 3/31
1:05 pm-5:30 pm
1 stop6h 25m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
Thu 6/4
4:12 pm-12:45 am
1 stop6h 33m
Chicago O'Hare Intl
Mon 6/8
9:28 pm-11:22 pm
Nonstop3h 54m
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
Fri 6/5
11:55 pm-5:10 am
Nonstop3h 15m
Chicago Midway
Mon 6/8
9:55 pm-11:35 pm
Nonstop3h 40m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
Booking 22 days in advance of your planned departure date is, on average, the best time to get cheap flights from Phoenix Sky Harbor Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, February is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $58). Flying from Phoenix Sky Harbor Intl Airport to Chicago in July is currently the most expensive (average of $196). 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.
One of the essential ways to save on airfare from Phoenix Sky Harbor Intl Airport to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 28% on airfare.
Travelers seeking maximum savings on their Phoenix Sky Harbor Intl Airport to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from PHX to CHI are scheduled on a Friday (74 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (44 on average).
Las Vegas (LAS) – chosen by Cheapflights users on 50% of 1-stop itineraries from Phoenix Sky Harbor Intl Airport to Chicago on Cheapflights.
Denver (DEN) is the most affordable 1-stop option, with an average round-trip price of $138.
Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 5h 22m.
Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 5h 41m.
About 10% of weekly flights between Phoenix and Chicago have experienced delays in the past year, with the average delay time being 156 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 6% of flights being delayed.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Anonymous,Mar 2026
KOA - HNL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$65 | Average$205 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$293 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$297 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$187 | Average$319 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$197 | Average$299 | FlexibilityNo cancel fee | On-time71% |