
Discover tips and strategies to find the most affordable flight options for your journey from Sky Harbor Intl (PHX) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $232 (Super.com) |
One-way from | $110 (Super.com) |
Popular in | June |
Cheapest in | February |
Average price | $338 |
Good round-trip deal | $370 or less |
Good one-way deal | $222 or less |
Fly from
Fly to
Route
Depart
Return
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Wed 12/2
1:35 pm-7:50 pm
1 stop5h 15m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl
PHXORD
Phoenix Sky Harbor Intl
Tue 12/1
10:20 am-3:00 pm
Nonstop3h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Tue 12/29
12:58 am-11:01 am
1 stop9h 03m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl
PHXORD
Phoenix Sky Harbor Intl
Wed 12/30
7:00 am-11:31 am
Nonstop3h 31m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Sun 11/22
1:35 am-5:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Wed 12/23
11:30 pm-8:49 am
1 stop8h 19m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Sat 1/16
7:00 am-11:20 am
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - MDW Chicago Midway
PHXMDW
Phoenix Sky Harbor Intl
Wed 12/9
1:35 am-5:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl
PHXORD
Phoenix Sky Harbor Intl
Wed 11/18
8:10 am-2:55 pm
1 stop5h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
PhoenixChicago
PHX Phoenix Sky Harbor Intl - ORD Chicago O'Hare Intl
PHXORD
Phoenix Sky Harbor Intl
Wed 11/25
1:49 pm-11:55 pm
1 stop9h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
Everything you need to know about your flight from Phoenix Sky Harbor Intl Airport to Chicago
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Comfort
Crew
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Find useful and relevant information for your journey from Sky Harbor Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$213 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$173 | Average$288 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$187 | Average$359 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$192 | Average$345 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$213 | Average$384 | FlexibilityNo cancel fee | On-time71% |