Question 1

How long does it take to travel from Portland to Chicago?

Accepted Answer

A one-way nonstop (direct) flight between Portland and Chicago takes around 4.1 hours.

Question 2

What is the flight distance between Portland and Chicago?

Accepted Answer

The flight distance between Portland and Chicago is 2794 km.

Question 3

What airlines offer nonstop (direct) flights between Portland and Chicago?

Accepted Answer

Several carriers operate flights between Portland and Chicago. Airlines offering nonstop (direct) flights include United Airlines, American Airlines, Hawaiian Airlines, Alaska Airlines.

Question 4

What are the most popular routes to and from Portland?

Accepted Answer

Travelers frequently search for route combinations, such as Portland and Las Vegas, Mexico City, London, Guadalajara, Los Angeles, San Diego, Phoenix, Dallas, Edinburgh, Manchester, San Francisco, Ontario, Minneapolis, Denver, Houston, Cleveland, Burbank, Atlanta, Salt Lake City, Santa Ana.

Question 5

What are the most popular routes to and from Chicago?

Accepted Answer

Travelers frequently search for route combinations, such as Chicago and London, Mexico City, Atlanta, Orlando, Manchester, Dallas, Guadalajara, New York, Phoenix, Miami, San Francisco, Denver, Morelia, Los Angeles, Las Vegas, León, Tampa, Houston, Fort Lauderdale, Philadelphia.

Question 6

What airports are near Portland?

Accepted Answer

The main airport in Portland is Portland International. It is also served by Seattle–Tacoma International, Portland International, Eugene, Roberts Field, Kenmore Air Harbor Seaplane Base, Boeing Field.

Question 7

What airports are near Chicago?

Accepted Answer

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, General Wayne A. Downing Peoria International, Fort Wayne International, Quad City International, Muskegon County, University of Illinois Willard, Central Illinois Regional.

Question 8

Which airlines fly between Portland and Chicago?

Accepted Answer

Currently, you can fly between Portland and Chicago with United Airlines, Hawaiian Airlines, American Airlines, Spirit Airlines, Alaska Airlines.

Question 9

When’s the best time to travel between Portland and Chicago?

Accepted Answer

If you don’t have specific dates for your trip between Portland and Chicago, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Question 10

What flights operate between Portland and Chicago?

Accepted Answer

Traveling between Portland and Chicago, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

Question 11

How many airports are there near Portland?

Accepted Answer

There are a number of airports in and around Portland. The main one is Portland International and other nearby airports include Seattle–Tacoma International, Portland International, Eugene, Roberts Field, Kenmore Air Harbor Seaplane Base, Boeing Field

Question 12

How many airports are there near Chicago?

Accepted Answer

There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, General Wayne A. Downing Peoria International, Fort Wayne International, Quad City International, Muskegon County, University of Illinois Willard, Central Illinois Regional.

Question 13

What time do nonstop (direct) flights between Portland and Chicago depart?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from Portland, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 14

What time do nonstop (direct) flights between Portland and Chicago arrive?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Chicago, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Question 15

What time do flights between Portland and Chicago depart?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from Portland, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 16

What time do flights between Portland and Chicago arrive?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Chicago, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Cheapest one-way trip	£66
Cheapest nonstop round-trip	£201
Cheapest round-trip	£170
Average round-trip	£202
Nonstop flights in June	£114 – £241

Airline	Mon 26.05	Tue 27.05	Wed 28.05	Thu 29.05	Fri 30.05	Sat 31.05	Sun 01.06
United Airlines	4	3	5	5	5	5	5
American Airlines	3	2	2	3	3	2	3
Hawaiian Airlines	2	1	2	2	1	2	---
Alaska Airlines	2	2	2	---	---	---	2
Weekly flights: 68 total	Daily flights: 9.71 average	Most flights: Wednesday 5 flights

Airline	Mon 02.06	Tue 03.06	Wed 04.06	Thu 05.06	Fri 06.06	Sat 07.06	Sun 08.06
United Airlines	4	4	5	5	5	5	5
American Airlines	3	2	2	2	3	3	3
Hawaiian Airlines	1	2	2	2	2	2	---
Alaska Airlines	---	---	---	---	---	---	1
Weekly flights: 63 total	Daily flights: 9 average	Most flights: Wednesday 5 flights

Airline	Mon 09.06	Tue 10.06	Wed 11.06	Thu 12.06	Fri 13.06	Sat 14.06	Sun 15.06
United Airlines	4	4	5	5	5	4	3
American Airlines	3	3	3	3	3	3	2
Hawaiian Airlines	1	1	2	1	1	1	2
Alaska Airlines	---	---	---	1	---	---	---
Weekly flights: 60 total	Daily flights: 8.57 average	Most flights: Wednesday 5 flights

Airline	Mon 16.06	Tue 17.06	Wed 18.06	Thu 19.06	Fri 20.06	Sat 21.06	Sun 22.06
United Airlines	4	3	4	5	5	4	2
American Airlines	3	3	3	3	3	3	3
Hawaiian Airlines	1	2	2	2	1	2	2
Alaska Airlines	1	1	1	1	1	2	---
Weekly flights: 67 total	Daily flights: 9.57 average	Most flights: Thursday 5 flights

Cheap flights from Portland to Chicago from £66

Explore flight deals to Chicago

Not happy with the results? Try some of our useful filters

Search by stops

Search by carrier

Search by price

Search by departure date

Not happy with the results? Try some of our useful filters

Search by stops

Search by carrier

Search by price

Search by departure date

How much do flights to Chicago cost?

Cheapest one-way trip

Cheapest nonstop round-trip

Cheapest round-trip

Average round-trip

Nonstop flights in June

Key info about flying to Chicago

Weekly direct flights

Check-in for a flight from Portland to Chicago

Weather in Chicago

Average Weather

14 day forecast

Frequently asked questions

Explore alternative trips

Get more out of Kiwi.com with our mobile application

Company

Platform

Features

Discover

Month	Average monthly max temperature	Average monthly min temperature
January	-1°C	-6°C
February	0°C	-5°C
March	6°C	0°C
April	11°C	4°C
May	17°C	10°C
June	22°C	16°C
July	25°C	20°C
August	25°C	19°C
September	22°C	16°C
October	15°C	10°C
November	8°C	3°C
December	2°C	-1°C

Name	Carrier code	IATA Code	Passport needed during booking
United Airlines	UAL	UA	No
Hawaiian Airlines	HAL	HA	No
American Airlines	AAL	AA	No
Spirit Airlines	NKS	NK	No
Alaska Airlines	ASA	AS	No