Frontier's UpFront Plus seats offer a guaranteed empty middle seat for added comfort.
Frontier offers Zone 1 boarding for carry-on bag purchasers and Elite members.
Round-trip from | $172 (Frontier) |
---|---|
One-way from | $99 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $282 |
Good round-trip deal | $203 or less |
Good one-way deal | $151 or less |
Fly from
Fly to
Route
Depart
Return
Price
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
jue. 9/25
4:35 pm-9:58 pm
Nonstop3h 23m
Chicago Midway
dom. 9/28
1:53 pm-3:40 pm
Nonstop3h 47m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
jue. 10/23
12:14 pm-11:45 pm
1 stop9h 31m
Chicago O'Hare Intl
dom. 10/26
2:54 pm-4:54 pm
Nonstop4h 00m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
sáb. 8/30
12:31 pm-10:37 am
1 stop20h 06m
Chicago O'Hare Intl
lun. 9/1
7:35 am-9:25 am
Nonstop3h 50m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
sáb. 8/23
6:40 am-12:22 pm
Nonstop3h 42m
Chicago O'Hare Intl
sáb. 8/30
2:30 pm-4:09 pm
Nonstop3h 39m
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
vie. 8/29
6:20 pm-11:40 pm
Nonstop3h 20m
Chicago Midway
dom. 8/31
6:20 am-8:00 am
Nonstop3h 40m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
mié. 8/27
2:15 pm-11:40 pm
1 stop7h 25m
Chicago O'Hare Intl
sáb. 8/30
4:20 pm-6:15 pm
Nonstop3h 55m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
jue. 8/21
12:40 pm-6:17 pm
Nonstop3h 37m
Chicago O'Hare Intl
mar. 8/26
7:50 pm-9:47 pm
Nonstop3h 57m
PhoenixChicago
PHX - ORD
PHXORD
Phoenix Sky Harbor Intl
vie. 10/3
4:30 pm-2:50 pm
1 stop20h 20m
Chicago O'Hare Intl
dom. 10/5
8:20 am-3:17 pm
1 stop8h 57m
PhoenixChicago
PHX - MDW
PHXMDW
Phoenix Sky Harbor Intl
vie. 8/22
11:59 pm-9:36 am
1 stop7h 37m
Chicago Midway
lun. 8/25
4:25 pm-10:49 pm
1 stop8h 24m
PhoenixChicago
PHX - RFD
PHXRFD
Phoenix Sky Harbor Intl
jue. 9/4
10:59 pm-2:25 pm
2 stops13h 26m
Chicago Greater Rockford
lun. 9/8
10:37 am-10:04 pm
2 stops13h 27m
Booking 32 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, August is the cheapest month in which you can book a flight from Phoenix Sky Harbor Intl Airport to Chicago (average of $245). Flying from Phoenix Sky Harbor Intl Airport 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.
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 at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 46% on airfare.
Travelers seeking maximum savings on their Phoenix Sky Harbor Intl Airport 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.
The most flights from PHX to CHI are scheduled on a Monday (64 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (47 on average).
Las Vegas (LAS) – chosen by Cheapflights users on 60% of 1-stop itineraries from Phoenix Sky Harbor Intl Airport to Chicago on Cheapflights.
Las Vegas (LAS) is the most affordable 1-stop option, with an average round-trip price of $128.
Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 3h 20m.
Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 0h 53m.
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Jonathan,Jul 2025
SEA - BOS
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Jonathan,Jul 2025
SEA - BOS
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Jonathan,Jul 2025
SEA - BOS
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Jonathan,Jul 2025
SEA - BOS
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Jonathan,Jul 2025
SEA - BOS
Food
Comfort
Overall
Crew
Boarding
Entertainment
Reviews
Jonathan,Jul 2025
SEA - BOS
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$79 | Average$200 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$87 | Average$210 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$149 | Average$275 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$173 | Average$307 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$199 | Average$349 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$240 | Average$293 | FlexibilityNo cancel fee | On-timeN/A |