
Keep the following information in mind while searching for Philadelphia to Illinois flight deals. Data was last updated November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $173 (Kiwi.com) |
One-way from | $93 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $322 |
Good round-trip deal | $293 or less |
Good one-way deal | $197 or less |
Fly from
Fly to
Route
Depart
Return
PhiladelphiaChicago
PHL Philadelphia - MDW Chicago Midway
PHLMDW
Philadelphia
Fri 2/5
6:37 pm-11:46 pm
1 stop6h 09m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - ORD Chicago O'Hare Intl
PHLORD
Philadelphia
Wed 12/9
6:17 am-7:53 am
Nonstop2h 36m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - MDW Chicago Midway
PHLMDW
Philadelphia
Sat 12/12
4:05 pm-5:20 pm
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - MDW Chicago Midway
PHLMDW
Philadelphia
Tue 1/5
7:30 am-8:50 am
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - MDW Chicago Midway
PHLMDW
Philadelphia
Sat 12/12
4:00 pm-10:54 pm
1 stop7h 54m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - ORD Chicago O'Hare Intl
PHLORD
Philadelphia
Fri 1/1
7:37 pm-12:01 am
1 stop5h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - ORD Chicago O'Hare Intl
PHLORD
Philadelphia
Tue 12/1
6:19 am-7:55 am
Nonstop2h 36m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - MDW Chicago Midway
PHLMDW
Philadelphia
Sat 12/19
7:20 pm-8:40 pm
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - MDW Chicago Midway
PHLMDW
Philadelphia
Sat 12/5
1:05 pm-2:15 pm
Nonstop2h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
PhiladelphiaChicago
PHL Philadelphia - ORD Chicago O'Hare Intl
PHLORD
Philadelphia
Fri 1/15
4:55 pm-6:31 pm
Nonstop2h 36m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Everything you need to know about your flight from Philadelphia to Illinois
Overall
Food
Comfort
Boarding
Crew
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Food
Comfort
Boarding
Crew
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Food
Comfort
Boarding
Crew
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Food
Comfort
Boarding
Crew
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Food
Comfort
Boarding
Crew
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Food
Comfort
Boarding
Crew
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Find useful and relevant information for your journey from Philadelphia to Illinois. 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$69 | Average$202 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$83 | Average$281 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$381 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$197 | Average$400 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$212 | Average$377 | FlexibilityNo cancel fee | On-time63% |