Cheap flights Chicago — Portland (CHI — PWM)

Good to know - Cheap tickets Chicago — Portland

Cheapest flight found $103
Minimal flight time 2h 10m
Flight distance 1425 km
Most popular airline American Airlines

Airfare Chicago – Portland by month

Here you can find out in what months how much a ticket Chicago – Portland costs to buy cheap plane tickets.

Month One-way Round-trip
August 2025
July 2025
October 2024
September 2024
August 2024
July 2024

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Chicago — Portland

Departure Arrival Flight days Flight Airlines Flight time Airports
07:10 10:49 wed, thu, fri, sat, sun UA5623 United Airlines 2h 39m O'Hare International Airport — Portland International Jetport Select dates
07:30 10:58 tue, wed, sun OO5633 SkyWest Airlines 2h 28m O'Hare International Airport — Portland International Jetport Select dates
07:30 11:02 mon, thu, fri, sat, sun UA5633 United Airlines 2h 32m O'Hare International Airport — Portland International Jetport Select dates
07:55 11:27 thu UA3610 United Airlines 2h 32m O'Hare International Airport — Portland International Jetport Select dates
08:00 11:32 daily AA4741 American Airlines 2h 32m O'Hare International Airport — Portland International Jetport Select dates
08:00 11:29 daily AA4741 American Airlines 2h 29m O'Hare International Airport — Portland International Jetport Select dates
08:16 11:48 mon AA3748 American Airlines 2h 32m O'Hare International Airport — Portland International Jetport Select dates
08:50 12:55 wed H5974 VistaJet Germany 3h 5m Chicago Executive Airport — Portland International Jetport Select dates
09:05 12:15 sun WN356 Southwest Airlines 2h 10m Chicago Midway International Airport — Portland International Jetport Select dates
09:15 12:30 sat WN356 Southwest Airlines 2h 15m Chicago Midway International Airport — Portland International Jetport Select dates
All routes

Flights Chicago — Portland

The selection of cheap flights Chicago — Portland

Here you can find and purchase the cheapest flights Chicago — Portland from $103 and Chicago — Portland — Chicago from $167.

The price of the flight Chicago — Portland (United States) — Chicago from $167 (round-trip).

The average price of the flight Chicago — Portland (United States) — Chicago $373 (round-trip).

Low cost flights Chicago — Portland (CHI — PWM)

The distance between Chicago and Portland 885 miles (or 1425 kilometres).

The time difference between Chicago and Portland is 1 h.

Minimal flight time from Chicago to Portland 2h 10m.

LowCostClub always do a comparison of airfares Chicago — Portland with several airlines (include United Airlines, SkyWest Airlines, American Airlines). They will always give you all available options so you can find the cheapest flight to Portland. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — Portland. Last week, for instance, the cheapest round-trip prices stood at $167 while the cheapest one-way price that was available within the last week cost $103

Routes from nearby cities to Portland

A flight from a neighbouring city can help you save money on plane tickets.

Most often, departures to Portland are from Madison, this is the cheapest flight from $133. The nearest airports from Chicago with a flight to Portland are located in Grand Rapids.

Popular International routes from Chicago

Popular routes from Portland

If you are going to fly from Portland, then study the popular flights. The most popular flights from Portland:

Popular domestic routes from Chicago

FAQ about Chicago — Portland

Yes, they do: UA5623, OO5633, UA5633, UA3610, AA4741, AA3748, H5974, WN356, UA763, UA3600, UA5669, UA5465, UA3698, UA3704, WN2308, UA5849, AA3511, AA4479, UA1727, UA1974, AA3497, AA4403

Yes, you can fly from Chicago to Portland. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. United Airlines, SkyWest Airlines, American Airlines, VistaJet Germany, Southwest Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Avelo Airlines, Breeze Airways, Delta Air Lines, FedEx, Frontier (Falkner the Roseate Tern Livery), GoJet , Jet Linx Aviation, JetBlue, Sun Country Airlines.

A direct flight lasts an average of 2h 10m, during which time the aircraft covers a distance of 1425 km.

The price of flights Chicago — Portland starts from $103.

Planes fly Chicago — Portland 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Portland — Portland International Jetport.

The following flights fly between Chicago and Portland: UA5623, OO5633, UA5633, UA3610, AA4741, AA4741, AA3748, H5974, WN356, WN356, WN356, WN356, UA763, UA3600, UA5669, UA763, UA5465, UA3698, UA3704, WN2308, UA5849, AA3511, AA4479, AA4479, UA1727, UA1727, UA1974, UA1974, AA3497, AA4403

High season is considered to be and the cheapest month is . Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Portland flight deals.

The following airlines have direct flights Chicago — Portland: United Airlines, SkyWest Airlines, American Airlines, VistaJet Germany, Southwest Airlines.

All the following airlines flights Chicago — Portland: American Airlines, Avelo Airlines, Breeze Airways, Delta Air Lines, FedEx, Frontier (Falkner the Roseate Tern Livery), GoJet , Jet Linx Aviation, JetBlue, Southwest Airlines, Sun Country Airlines, United Airlines.

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