Philadelphia skyline with City Hall
PHL
Philadelphia
Chicago skyline and Lake Michigan
CHI
Chicago

Philadelphia → Chicago

Southwest Airlines · Round Trip · Nonstop

$210

per person · round trip

Book This Deal

Flight Details

Cabin
Economy
Departs
May 6, 2026
Returns
May 11, 2026

Planning your trip to Chicago?

Complete your trip with these deals.

Hotels in Chicago

Find the best hotel deals for your stay.

Explore →

Rental Cars in Chicago

Get around with affordable rental car deals.

Explore →

Adventures in Chicago

Explore tours, activities, and experiences.

Explore →
Round Trip Philadelphia to Chicago - $210 on Southwest Airlines | Woven Adventures