Question 1

How long does it take to travel from San José to Chicago?

Accepted Answer

A one-way nonstop (direct) flight between San José and Chicago takes around 5.5 hours.

Question 2

What is the flight distance between San José and Chicago?

Accepted Answer

The flight distance between San José and Chicago is 3578 km.

Question 3

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

Accepted Answer

Several carriers operate flights between San José and Chicago. Airlines offering nonstop (direct) flights include United Airlines.

Question 4

What are the most popular routes to and from San José?

Accepted Answer

Travelers frequently search for route combinations, such as San José and London, Cancún, Panama, Bogotá, Medellín, Los Angeles, Quepos, Mexico City, New York, Toronto, Manchester, Edinburgh, Guatemala City, Madrid, Managua, Atlanta, Washington, D.C., Nosara, Vancouver, Cartagena.

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

Which airports are there in San José?

Accepted Answer

San José is mainly served by Juan Santamaría International. But there are other airports nearby, including Tobías Bolaños International.

Question 7

What airports are near San José?

Accepted Answer

The main airport in San José is Juan Santamaría International. It is also served by Daniel Oduber Quirós International, Quepos La Managua, Limón International, Fortuna Arenal, Tortuguero.

Question 8

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, South Bend International, Fort Wayne International, General Mitchell International, Dane County Regional, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard.

Question 9

Which airlines fly between San José and Chicago?

Accepted Answer

Currently, you can fly between San José and Chicago with Spirit Airlines, Avianca, Frontier Airlines, Copa Airlines, JetBlue Airways.

Question 10

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

Accepted Answer

If you don’t have specific dates for your trip between San José 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 11

What flights operate between San José and Chicago?

Accepted Answer

Traveling between San José 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 12

How many airports are there near San José?

Accepted Answer

There are a number of airports in and around San José. The main one is Juan Santamaría International and other nearby airports include Daniel Oduber Quirós International, Quepos La Managua, Limón International, Fortuna Arenal, Tortuguero

Question 13

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, South Bend International, Fort Wayne International, General Mitchell International, Dane County Regional, Quad City International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard.

Question 14

What time do nonstop (direct) flights between San José 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 San José, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 15

What time do nonstop (direct) flights between San José 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 16

What time do flights between San José 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 San José, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 17

What time do flights between San José 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	£107
Cheapest nonstop round-trip	£332
Cheapest round-trip	£181
Average round-trip	£308
Includes rare itinerary	Travel hack

Transport Option	Typical Time	Typical Cost	Frequency	Best For
CTA Blue Line to downtown	40-50 min	$5 (standard fare)	every 5–10 min (traffic dependent)	budget travelers to Loop
Pace Bus 250 to Metra	60-90 min	$2-$5 (combined bus and Metra fare)	every 20–30 min (traffic dependent)	northwest suburbs connection
Taxi to downtown	35-70 min	$45-$65 (metered; varies by traffic)	on-demand 24/7 (traffic dependent)	door-to-door with luggage
Ride-hailing (Uber/Lyft)	35-70 min	$35-$75 (surge pricing may apply)	on-demand 24/7 (traffic dependent)	app-based convenience
Private transfer/shuttle	35-70 min	$60-$120 (pre-booked; fixed rate)	by reservation (traffic dependent)	groups or business travel

Transport Option	Typical Time	Typical Cost	Frequency	Best For
CTA Orange Line to downtown	25-30 min	$5 (standard fare)	every 6–12 min (traffic dependent)	quick access to Loop
Taxi to downtown	20-45 min	$30-$45 (metered; varies by traffic)	on-demand 24/7 (traffic dependent)	door-to-door convenience
Ride-hailing (Uber/Lyft)	20-45 min	$25-$50 (surge pricing may apply)	on-demand 24/7 (traffic dependent)	flexible pickup location

Airline	Mon 02.02	Tue 03.02	Wed 04.02	Thu 05.02	Fri 06.02	Sat 07.02	Sun 08.02
United Airlines	1	---	---	1	1	1	1
Avianca	---	---	---	---	---	---	---
Weekly flights: 5 total	Daily flights: 0.71 average	Most flights: Monday 1 flights

Airline	Mon 09.02	Tue 10.02	Wed 11.02	Thu 12.02	Fri 13.02	Sat 14.02	Sun 15.02
United Airlines	1	---	---	1	2	1	1
Avianca	---	---	---	---	---	---	---
Weekly flights: 6 total	Daily flights: 0.86 average	Most flights: Friday 2 flights

Cheap flights from San José to Chicago from £107

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

Getting from Chicago's airport to the city center

From O'Hare International Airport (ORD)

From Chicago Midway International Airport (MDW)

Key info about flying to Chicago

Weekly direct flights

Check-in for a flight from San José 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

Airline	Mon 23.02	Tue 24.02	Wed 25.02	Thu 26.02	Fri 27.02	Sat 28.02	Sun 01.03
United Airlines	---	---	---	1	1	1	1
Avianca	---	---	---	---	---	---	---
Weekly flights: 4 total	Daily flights: 0.57 average	Most flights: Thursday 1 flights

Name	Carrier code	IATA Code	Passport needed during booking
Spirit Airlines	NKS	NK	No
Avianca	AVA	AV	No
Frontier Airlines	FFT	F9	No
Copa Airlines	CMP	CM	Yes
JetBlue Airways	JBU	B6	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