$144 Cheap flight deals from Portland (PDX) to Waukegan (ORD)
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This Weekend's Flight Deals from Portland to Waukegan
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.
Airfares from $144 One Way, $273 Round Trip from Portland to Waukegan
Prices starting at $273 for return flights and $144 for one-way flights to Waukegan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Waukegan economy flight packages
Hotel Riu Plaza Chicago
Sep 23 - Sep 26
Portland (PDX) to Chicago (ORD)
Reviewed on Aug 7, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sep 23 - Sep 26
Portland (PDX) to Chicago (ORD)
Reviewed on Aug 7, 2026
More About Flying To Waukegan from Portland
Route Information for Flights from Portland to Waukegan
Origin Airport IATA Code | PDX |
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Destination Airport IATA Code | ORD |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Portland to Waukegan
Orbitz is the best place to find guaranteed low prices on Portland to Waukegan flights. Because of our cutting-edge mobile tools and low fares on domestic and international flights, Orbitz is the best starting point for travelers.
Find Cheap Portland to Waukegan Flights
Orbitz offers free mobile apps for iPhone and Android devices—a great way to find fantastic deals on flights from Portland to Waukegan. Not only that, but you can check the status of your flight or even book low cost hotel rooms with the apps or on m.orbitz.com.
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Discount Travel Planning Made Simple
You will have no problems finding budget flights from Portland to Waukegan on Orbitz.com. If your travel plans are flexible, you can search for fares three days before and after a specific date to find the best price.
Flights from Portland
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Portland Airports
Waukegan Airports
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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.