$24 Cheap flight deals from Philadelphia (ILG) to Orland Park (CHI)

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This Weekend's Flight Deals from Philadelphia to Orland Park

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 31 - Mon, Nov 2
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$317 Roundtrip, found 8 hours ago
$317
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Philadelphia Intl. to O'Hare Intl., returning Mon, Nov 2, priced at $317 found 8 hours ago
Sun, Nov 1 - Tue, Nov 3
PHL
Philadelphia Intl.
MDW
Midway Intl.
$330 Roundtrip, found 3 days ago
$330
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Nov 1 from Philadelphia Intl. to Midway Intl., returning Tue, Nov 3, priced at $330 found 3 days ago
Sat, Oct 31 - Mon, Nov 2
TTN
Mercer
ORD
O'Hare Intl.
$340 Roundtrip, found 8 hours ago
$340
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Mercer to O'Hare Intl., returning Mon, Nov 2, priced at $340 found 8 hours ago
Sat, Oct 31 - Sun, Nov 1
ABE
Lehigh Valley Intl.
ORD
O'Hare Intl.
$489 Roundtrip, found 1 day ago
$489
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 31 from Lehigh Valley Intl. to O'Hare Intl., returning Sun, Nov 1, priced at $489 found 1 day ago

Airfares from $24 One Way, $48 Round Trip from Philadelphia to Orland Park

Prices starting at $48 for return flights and $24 for one-way flights to Orland Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 14 - Mon, Dec 21
PHL
Philadelphia
ORD
Chicago
$48 Roundtrip, found 5 days ago
$48
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Dec 14 from Philadelphia to Chicago, returning Mon, Dec 21, priced at $48 found 5 days ago
Wed, Jan 20 - Thu, Jan 21
PHL
Philadelphia
MDW
Chicago
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jan 20 from Philadelphia to Chicago, returning Thu, Jan 21, priced at $160 found 1 day ago
Sun, Dec 13 - Wed, Dec 16
TTN
Trenton
ORD
Chicago
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Dec 13 from Trenton to Chicago, returning Wed, Dec 16, priced at $173 found 5 days ago
Thu, Dec 3 - Sun, Dec 6
PHL
Philadelphia
MDW
Chicago
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Thu, Dec 3 from Philadelphia to Chicago, returning Sun, Dec 6, priced at $173 found 5 days ago
Thu, Nov 19 - Wed, Nov 25
TTN
Trenton
MDW
Chicago
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Nov 19 from Trenton to Chicago, returning Wed, Nov 25, priced at $173 found 5 days ago

Orland Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (591 reviews)

Dec 12 - Dec 14

2 night stay

Philadelphia (PHL) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Philadelphia (PHL)

Frontier Airlines • Coach
Price was $384, price is now $287 per person
$287
per person
found 15 hours ago
The stay was everything I love the view and peaceful. Thank you

Reviewed on Oct 26, 2026

Sheraton Grand Chicago Riverwalk
4.0-star property

Sheraton Grand Chicago Riverwalk

8.6/10 Excellent! (1,873 reviews)

Dec 19 - Dec 22

3 night stay

Philadelphia (PHL) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Philadelphia (PHL)

Frontier Airlines • Coach
Price was $1,123, price is now $505 per person
$505
per person
found 1 day ago
My experience at the Sheraton was terrible. I was assigned a room right next to the elevator, where there was also a shared microwave for guests on the floor. A large group of young people was placed in the same hallway. They appeared to be intoxicated and made excessive noise from around 11 p.m. until nearly 4 a.m., making it impossible to sleep. I called the front desk three times asking for help, but the noise continued and nothing was resolved. I felt very unsafe and completely let down by the hotel staff. Guests should be able to expect a restful stay and a response when they ask for help. I left exhausted and deeply disappointed. I expected much better from the Sheraton.

Reviewed on Oct 28, 2026

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.4/10 Very Good! (3,148 reviews)

Dec 17 - Dec 20

3 night stay

Philadelphia (PHL) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Philadelphia (PHL)

Frontier Airlines • Coach
Price was $433, price is now $331 per person
$331
per person
found 1 day ago
The bathroom in my room was looking worse for wear, broken tiles and caulk missing. However the room itself was clean and staff was sooooo helpful and courteous which made my stay great! I even was out of body wash and the girl at the front desk made sure I got some after house keeping didn’t bring any after an hour and I wanted to shower. Good people working here!

Reviewed on Oct 28, 2026

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More About Flying To Orland Park from Philadelphia

Route Information for Flights from Philadelphia to Orland Park

Origin Airport IATA Code
ILG
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Philadelphia to Orland Park

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.