$65 Cheap flight deals from Philadelphia (ILG) to Des Plaines (CHI)
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This Weekend's Flight Deals from Philadelphia to Des Plaines
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.
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$253 Roundtrip, just found
$253
Roundtrip
just found
PHL
Philadelphia Intl.
MDW
Midway Intl.
$253 Roundtrip, found 6 days ago
$253
Roundtrip
found 6 days ago
PHL
Philadelphia Intl.
RFD
Greater Rockford
$292 Roundtrip, found 6 days ago
$292
Roundtrip
found 6 days ago
TTN
Mercer
ORD
O'Hare Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Airfares from $65 One Way, $124 Round Trip from Philadelphia to Des Plaines
Prices starting at $124 for return flights and $65 for one-way flights to Des Plaines were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
PHL
Philadelphia
ORD
Chicago
$124 Roundtrip, found 19 hours ago
$124
Roundtrip
found 19 hours ago
ABE
Allentown
MDW
Chicago
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
PHL
Philadelphia
ORD
Chicago
$219 Roundtrip, found 13 hours ago
$219
Roundtrip
found 13 hours ago
PHL
Philadelphia
MDW
Chicago
$240 Roundtrip, just found
$240
Roundtrip
just found
TTN
Trenton
ORD
Chicago
$244 Roundtrip, just found
$244
Roundtrip
just found
Des Plaines economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
9.4/10 Exceptional! (2,557 reviews)
Jul 29 - Aug 3
5 night stay
Philadelphia (PHL) to Chicago (ORD)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,390, price is now $1,443 per person
$1,443
per person
found 1 day ago
Really nice property, rooms were clean, and staff was extremely friendly
Reviewed on May 5, 2026
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (4,518 reviews)
Jul 29 - Aug 3
5 night stay
Philadelphia (PHL) to Chicago (ORD)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,579, price is now $1,468 per person
$1,468
per person
found 1 day ago
The room was comfortable and clean. The lobby could stand a refresh.
Reviewed on Jun 19, 2026
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
9.4/10 Exceptional! (3,756 reviews)
Jul 29 - Aug 3
5 night stay
Philadelphia (PHL) to Chicago (ORD)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,918, price is now $1,778 per person
$1,778
per person
found 1 day ago
The bell hoppers were all very pleasant each and every time we left and came back inside!
Reviewed on May 16, 2026
Don't see what you're looking for?
See all available trips from Philadelphia to Des Plaines
View all tripsDes Plaines packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Omni Chicago Hotel
9.2/10 Wonderful! (1,813 reviews)
Aug 21 - Aug 23
2 night stay
Philadelphia (PHL) to Chicago (ORD)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $822, price is now $667 per person
$667
per person
found 15 hours ago
The excellent hotel launch our vacation in Chicago. The rooms were modern and comfortable. Did you help?
Reviewed on Jun 12, 2026
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (4,518 reviews)
Aug 21 - Aug 23
2 night stay
Philadelphia (PHL) to Chicago (ORD)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,050, price is now $800 per person
$800
per person
found 15 hours ago
The room was comfortable and clean. The lobby could stand a refresh.
Reviewed on Jun 19, 2026
4.0-star property
The Emily Hotel
9.2/10 Wonderful! (1,330 reviews)
Aug 21 - Aug 23
2 night stay
Philadelphia (PHL) to Chicago (ORD)
Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $879, price is now $728 per person
$728
per person
found 15 hours ago
Cute and trendy hotwl but there was a loud party on-site which ruined experience. It felt clean but our mini fridge had takeout left from former guest, so maid service obviously missed that.
Reviewed on Jul 26, 2025
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See all available trips from Philadelphia to Des Plaines
View all tripsMore About Flying To Des Plaines from Philadelphia
Route Information for Flights from Philadelphia to Des Plaines
Origin Airport IATA Code | ILG |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Philadelphia to Des Plaines
If you are looking to get guaranteed low prices for Philadelphia to Des Plaines flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.
Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Philadelphia to Des Plaines if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
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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.