Cheap flights from Pennsylvania to Chicago
Travel > North America > United States > Pennsylvania to Chicago flights
Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (read more in our Chicago Travel Guide)
Check current prices for flights to Chicago at our partners' sites:
Search and Compare cheap Flights
Cheapest flights found for the next 6 months
(click city name to see more / use right arrow to view later months)| From |
| more | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Allentown | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Philadelphia | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Pittsburgh | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Scranton | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Check our newest flight offers to Chicago:
- $127
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 04/08/2025 06:00 am Chicago, IL (ORD) Philadelphia, PA (PHL) 04/30/2025 08:45 am - $182 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/06/2025 03:30 pm Chicago, IL (ORD) Philadelphia, PA (PHL) 05/20/2025 05:05 am - $182 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/06/2025 03:30 pm Chicago, IL (ORD) Philadelphia, PA (PHL) 05/21/2025 05:05 am - $182 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/06/2025 03:30 pm Chicago, IL (ORD) Philadelphia, PA (PHL) 05/14/2025 05:05 am - $185 Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/06/2025 06:57 am Chicago, IL (ORD) Philadelphia, PA (PHL) 05/13/2025 05:05 am
Recently found cheap flight deals
Boston To Edinburgh Multiple Airlines airfares from Boston in March
$846 Depart: 03/25/2023
Return: 04/03/2023
provided by Cheapoair.com
Edmonton To Budapest Lufthansa airfares from Edmonton in April
$1263 Depart: 04/13/2025
Return: 04/22/2025
provided by Cheapoair.com
Washington DC To Santiago Multiple Airlines airfares from Washington DC in April
$707 Depart: 04/02/2025
Return: 04/16/2025
provided by Cheapoair.com
San Francisco To Karachi Thy Turkish Airlines airfares from San Francisco in February
$989 Depart: 02/22/2025
Return: 03/03/2025
provided by Cheapoair.com
Los Angeles To Belfast Air Lingus airfares from Los Angeles in April
$967 Depart: 04/01/2025
Return: 04/06/2025
provided by Cheapoair.com
San Jose To Barcelona Multiple Airlines airfares from San Jose in March
$787 Depart: 03/26/2025
Return: 04/02/2025
provided by Cheapoair.com
Philadelphia To Nuremberg Lufthansa airfares from Philadelphia in March
$789 Depart: 03/18/2025
Return: 03/28/2025
provided by Cheapoair.com
New York City To Asheville Oceanic Airlines airfares from New York City in October
$11886 Depart: 10/27/2020
Return: 11/18/2020
provided by FlyFar
Newark To Ponce Spirit Airlines airfares from Newark in November
$674 Depart: 11/26/2023
Return: 12/02/2023
provided by Cheapoair.com
Specify your search details. Browse the cheapest flights from Pennsylvania to Chicago, Chicago hotel rooms and Pennsylvania to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.
© Copyright 2004 - 2025 Travelgrove, Inc.