Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Philadelphia (ILG) to Chicago (CHI)

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Lowest round trip fares by airline from Philadelphia and Chicago

Cheapest prices ($54 One Way, $117 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Nov 9
TTN
Trenton
ORD
Chicago
$54
Frontier Airlines
Mon, Jun 7
TTN
Trenton
ORD
Chicago
$59
Frontier Airlines
Wed, May 19
PHL
Philadelphia
ORD
Chicago
$74
Spirit Airlines
Sun, Jun 6
PHL
Philadelphia
ORD
Chicago
$79
United
Wed, Aug 4
PHL
Philadelphia
ORD
Chicago
$79
American Airlines
Mon, May 31 - Tue, Jun 1
TTN
Trenton
ORD
Chicago
$117
Frontier Airlines
Mon, Sep 13 - Tue, Oct 5
TTN
Trenton
ORD
Chicago
$127
Frontier Airlines
Mon, Jun 7 - Tue, Jun 8
TTN
Trenton
ORD
Chicago
$137
Frontier Airlines
Wed, May 26 - Sun, May 30
TTN
Trenton
ORD
Chicago
$142
Frontier Airlines
Wed, May 19 - Fri, May 21
PHL
Philadelphia
ORD
Chicago
$147
Spirit Airlines

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL
The price is $85 per night from May 10 to May 10
Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...
4.3/5Excellent! (15 reviews)
"I like the bunk beds- so interesting. I love the location. It is close to everything. You are in the heart of the city with lots of activities to do! The staff from day one have been so rude, so cold in attitude just unpleasant but I have tried to beasrespectful and polite as I can possibly be - ..."

Reviewed on Sep 21, 2020

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 $79 per night from May 9 to May 9
Located in The Loop, this hotel is steps from Columbia College Chicago, Grant Park, and State Street. Art Institute of Chicago and Buckingham Fountain are also ...
3.1/5 (9 reviews)
"I liked the close proximity to downtown, Chicago. The two restaurants on the property as well as close parking in which you would need to pay."

Reviewed on Sep 25, 2020

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 $40 per night from May 9 to May 9
Situated in Elk Grove Village, this motel is 2.1 mi (3.3 km) from Lake Park and 2.8 mi (4.6 km) from Allstate Arena. Apache Park is 2.9 mi (4.7 km) away.
3.8/5Good! (13 reviews)
"Really nice and clean place. The parking lot was clear."

Reviewed on Feb 23, 2021

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 24
Earliest Flight Departure Date May 15
Latest Flight Departure Date May 15
Popular Airlines American 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.