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 4.0 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 Hawaiian Airlines, Alaska Airlines, United 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 London, Guadalajara, Mexico City, Los Angeles, Las Vegas, Phoenix, San Francisco, Oaxaca, Manchester, Edinburgh, Denver, Kailua, New York, Ontario, Calgary, Puerto Escondido, Oaxaca, San Diego, Puerto Vallarta, San José del Cabo, Dallas.

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, New York, Guadalajara, Edinburgh, Dallas, Manchester, Morelia, Atlanta, Los Angeles, Houston, León, Leeds, Orlando, San Francisco, Philadelphia, Tampa, Miami, Monterrey, Birmingham.

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, Central Illinois Regional, Muskegon County, University of Illinois Willard.

Question 8

Which airlines fly between Portland and Chicago?

Accepted Answer

Currently, you can fly between Portland and Chicago with Frontier Airlines, Alaska Airlines, Hawaiian Airlines, United Airlines, Volaris.

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, Central Illinois Regional, Muskegon County, University of Illinois Willard.

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	£99
Cheapest nonstop round-trip	£181
Cheapest round-trip	£166
Average round-trip	£254
Includes rare itinerary	Travel hack

Airline	Mon 27.10	Tue 28.10	Wed 29.10	Thu 30.10	Fri 31.10	Sat 01.11	Sun 02.11
United Airlines	3	3	3	3	3	3	3
Hawaiian Airlines	1	1	2	2	2	2	2
Alaska Airlines	1	1	2	2	2	---	2
American Airlines	2	2	3	---	---	---	---
Weekly flights: 50 total	Daily flights: 7.14 average	Most flights: Monday 3 flights

Airline	Mon 03.11	Tue 04.11	Wed 05.11	Thu 06.11	Fri 07.11	Sat 08.11	Sun 09.11
United Airlines	3	3	3	3	3	3	3
Hawaiian Airlines	1	1	2	2	2	2	2
Alaska Airlines	---	---	1	---	---	---	---
American Airlines	---	---	---	---	---	---	---
Weekly flights: 34 total	Daily flights: 4.86 average	Most flights: Monday 3 flights

Airline	Mon 10.11	Tue 11.11	Wed 12.11	Thu 13.11	Fri 14.11	Sat 15.11	Sun 16.11
United Airlines	1	3	3	3	2	3	2
Hawaiian Airlines	---	1	2	2	2	2	2
Alaska Airlines	---	---	---	---	---	---	---
American Airlines	---	---	---	---	---	---	---
Weekly flights: 28 total	Daily flights: 4 average	Most flights: Tuesday 3 flights

Airline	Mon 17.11	Tue 18.11	Wed 19.11	Thu 20.11	Fri 21.11	Sat 22.11	Sun 23.11
United Airlines	3	3	3	3	3	3	3
Hawaiian Airlines	---	1	2	2	2	1	2
Alaska Airlines	---	---	---	---	---	1	---
American Airlines	---	---	---	---	---	---	---
Weekly flights: 32 total	Daily flights: 4.57 average	Most flights: Monday 3 flights

Cheap flights from Portland to Chicago from £99

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

Includes rare itinerary

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

Start your next adventure now. Download our app and explore cheap flights effortlessly!

Company

Platform

Features

Discover

Name	Carrier code	IATA Code	Passport needed during booking
Frontier Airlines	FFT	F9	No
Alaska Airlines	ASA	AS	No
Hawaiian Airlines	HAL	HA	No
United Airlines	UAL	UA	No
Volaris	VOI	Y4	No

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	26°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