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Cheap Flights from Chicago to Portland

Top last minute flight deals

Feeling spontaneous? It’s never too late to book a trip. Here’s our pick of the best last minute flights to Portland...
Estimated lowest prices only. Found in the last 14 days.

Flight information Chicago Midway to Portland

Cheapest return price last month

$345

Direct airline

1

Flights per week

14

Average flight time, total distance 2813 kilometres

4h 15min

Most popular airline last month

Southwest Airlines

Portland

1 airport

Frequently asked questions

There's one airport in Portland: Portland.
The best price found on Skyscanner for a flight from Chicago Midway to Portland is $345. This was found by aggregating across different carriers and is the cheapest price for the whole month.
4h 15min is the average flight time from Chicago Midway to Portland.
There is one airline that flies direct from Chicago Midway to Portland.
As of November, there are 14 flights per week flying from Chicago Midway to Portland.

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Useful information before booking your travel from Chicago to Portland

Check the travel information panel above to get exact information about:

  • Distance from Portland to Chicago
  • Flight time from Portland to Chicago
  • Which airlines provide the cheapest tickets from Chicago to Portland
  • Which airlines fly direct to Portland from Chicago.

Know your cabin luggage size and weight restrictions thanks to our guide to hand baggage.

Track your flight status by checking arrival and departure times from Chicago to Portland

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    We’ll keep you posted with the latest schedule information and send you important flight updates for your travel to Portland from Chicago.
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    FAQ on Flights from Chicago to Portland

    How far in advance should I book a flight to get the best deal for Chicago to Portland flights?
    You can use the monthly price chart listed above to book your flights well in advance.
    How can I book cheap Chicago to Portland flight tickets online?
    Use Skyscanner's flight search above and fill in your travel dates and click on "Search Flights". You can now choose the desired flight to Portland from the list.
    How Skyscanner is different from online travel agents?
    Skyscanner pulls flight prices from all the major airlines and online travel agents like Expedia, Cheap Flights, Jetstar, Virgin Australia, Tigerair etc. You don’t need to check multiple websites to find the best price. Once you find your flight & click to select, we link you directly to the airline or travel agent. No hidden charges, no added fees.
    Which is the cheapest month to book flights from Chicago to Portland?
    Check the bar chart at the top to find the cheapest month to fly from Chicago to Portland. The chart is based on the next 12 months price data we have.
    Should I opt for a travel insurance while flying from of Chicago to Portland?
    It's always safe and advised to travel with a travel insurance.
    Should I opt for on board food while travelling from Chicago to Portland?
    Its suggested to opt for on board meals while flying to Portland.
    What is the check in luggage limit in Chicago to Portland flights?
    Generally, 15 kg is the allowed baggage limit for an economy class passenger flying from Chicago to Portland. Its advised to check your baggage limit that is printed on your ticket as it varies from airline to airline.
    What is the hand baggage limit in Chicago to Portland flights?
    7 to 10 kg is the allowed hand luggage limit while flying from Chicago to Portland. For most recent updates on the hand luggage weight, contact the airline youa re flying with.
    What is the advantage of doing a web check in while flying from Chicago?
    Web check-in confirms your travel while flying from Chicago and saves your time at the check-in counter.
    How can I change my Chicago to Portland travel dates after booking?
    Before check-in, the respective flight operator will allow you to change your travel dates. Generally, its chargeable based on the rescheduled date. It is recommended to contact respective airlines to know about the charges.
    How do I subscribe for Skyscanner's price alerts for cheap fares from Chicago to Portland?
    Use Skyscanner's price alert tool to get notified about cheap fares from Chicago to Portland.

    Prices shown on this page are estimated lowest prices only. Found in the last 45 days.