Compare airlines, prices, and flight durations for your trip
A non-stop flight is the most convenient and comfortable way to fly from Philadelphia to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Philadelphia to Chicago:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Looking for cheap flights from Philadelphia to Chicago? Look no further! Our air ticket search website offers the best deals for your travel needs. Philadelphia and Chicago, both iconic American cities, are just a short flight away from each other. Whether you're planning a business trip or a weekend getaway, we've got you covered. Discover affordable flights with convenience and ease. Explore the rich history and vibrant culture of Philadelphia before immersing yourself in the bustling streets of Chicago. Don't let high flight prices hold you back. Start your journey today and find the perfect flight for your budget. Book now and experience the best of both cities without breaking the bank.
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Philadelphia — Chicago
01/31/2026
Departure
Direct flight
UA660
starting at $398
Philadelphia — Chicago
03/02/2026
Departure
Direct flight
AA3177
starting at $279
Philadelphia — Chicago
02/03/2026
Departure
Direct flight
UA1801
starting at $144
Philadelphia — Chicago
02/04/2026
Departure
Direct flight
AA1332
starting at $289
Philadelphia — Chicago
02/05/2026
Departure
Direct flight
UA1811
starting at $144
Philadelphia — Chicago
03/30/2026
Departure
Direct flight
WN3431
starting at $214
Philadelphia — Chicago
04/28/2026
Departure
Direct flight
UA1209
starting at $124
Philadelphia — Chicago
04/29/2026
Departure
Direct flight
UA308
starting at $205
Philadelphia — Chicago
07/26/2026
Departure
Direct flight
WN3224
starting at $247
starting at $124
starting at $279
starting at $214
starting at $74
starting at $87
The route Philadelphia — Chicago is served by many carriers — 5 in total, including United Airlines, American Airlines, Southwest Airlines, Frontier Airlines, and Spirit Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $74) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
We couldn't find any special offers for flights from Philadelphia to Chicago
The cheapest one-way flight from Philadelphia to Chicago departs on 03/01/2026, is operated by Frontier Airlines and costs $74
The cheapest roundtrip flight from Philadelphia to Chicago departs on 02/13/2026, is operated by Frontier Airlines and costs $113
Fastest flight from Philadelphia to Chicago takes 2h 21m
There are direct flights on this route 6 days a week: Su, Mo, Tu, We, Th, and Sa
The distance between Philadelphia and Chicago is 1068km (662 miles). There are 72 direct flights from Philadelphia to Chicago. The time difference between Philadelphia and Chicago is 1h. Flights from Philadelphia begin at 5:45 AM. The latest flight from Philadelphia departs at 9:24 PM
The cheapest flight ticket from Philadelphia to Chicago according to data for the last 48 hours costs $74
Often the best time to buy tickets from Philadelphia to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Philadelphia to Chicago can be found flying in these months: April, January, March.
The fastest flights from Philadelphia to Chicago start from 2 hours 21 minutes in the air.
The following airlines operate direct flights on the route Philadelphia — Chicago: United Airlines, American Airlines, Southwest Airlines
In different months, ticket prices from Philadelphia to Chicago vary: minimum — $85 (April 2026), maximum — $201 (July 2026). Typically, the flight costs $123–$244.