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Lowest round trip fares by airline from Philadelphia and Chicago

Cheapest prices ($28 One Way, $56 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $96 per night from May 27 to May 28
$96
per night
May 27 - May 28
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,003 reviews)
"nice location and pretty bar inside the hotel"

Reviewed on May 6, 2024

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $112 per night from May 12 to May 13
$112
per night
May 12 - May 13
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.2/10 (1,635 reviews)
Amazing stay while in Chicago
"I had an amazing time staying here. Highly recommend. I felt safe and the staff was so accommodating. Clean room and literally under 20 minutes from the airport."

Reviewed on May 7, 2024

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $55 per night from May 14 to May 15
$55
per night
May 14 - May 15
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,171 reviews)
Convenient, clean, efficient
"This place has always been convenient, clean, friendly. The staff are really great. Estela at the front desk is an absolute gem. She will bend over backwards to accommodate you and can multitask like no other."

Reviewed on May 7, 2024

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Philadelphia to Chicago

Origin
Philadelphia
Destination
Chicago
Number of Daily Flights
49
Earliest Flight Departure Date
May 17
Latest Flight Departure Date
May 18
Popular Airlines
United Airlines

Cheap flights from Philadelphia to Chicago

If you’re heading west to Chicago O’Hare International Airport (ORD), you'll appreciate that Chicago is bustling with fun things to do and see during your stay. Go downtown and explore the theaters, shopping boutiques, museums and restaurants like Harry Caray’s Tavern, found at Navy Pier.

Plan a sightseeing cruise or a dining cruise to get an up-close view of the renowned attractions in the city. You can also park your car and hop on the Chicago Water Taxi, which has routes to different landmarks in downtown. Visit famous area attractions such as Millennium Park, Willis Tower, Grant Park and The Field Museum.

Key Facts

If you love to shop, stroll down North Michigan Avenue between Oak Street and Chicago River. If you’re looking for hotels, there are plenty near ORD and the suburbs of Chicago. Many classic and luxury hotels are located downtown. The Chicago Transit Authority provides bus and train routes in Chicago and surrounding suburbs. You can park and ride the train at any of the CTA train stations.

Hints and Tips

The flight time between Philadelphia International Airport (PHL) and ORD is about two hours and ten minutes. Although the trains and buses run regularly throughout the day, a vehicle is your most reliable transportation option in the Chicago metro area. Rental car companies at O'Hare operate a shuttle drop-off and pick-up service outside of the baggage claim area.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.