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Cheap flights from San José, San José Province to Chicago from $116

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José, San José Province to Chicago departing on 5/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Tue 5/14

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Easily compare round-trip flights from San José, San José Province to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from San José, San José Province to Chicago by changing tabs
Spirit Airlines
May 18
SJO9:36 amSan José Juan Santamaria Intl
13h 56m
1 stop
ORD12:32 amChicago O'Hare Intl
May 28
ORD6:10 amChicago O'Hare Intl
18h 54m
2 stops
SJO12:04 amSan José Juan Santamaria Intl
Multiple Airlines
May 7
SJO1:05 amSan José Juan Santamaria Intl
22h 47m
2 stops
ORD12:52 amChicago O'Hare Intl
May 14
ORD5:36 pmChicago O'Hare Intl
16h 45m
1 stop
SJO9:21 amSan José Juan Santamaria Intl
Frontier
Aug 25
SJO9:40 amSan José Juan Santamaria Intl
10h 09m
1 stop
MDW8:49 pmChicago Midway
Aug 31
MDW6:00 amChicago Midway
27h 25m
1 stop
SJO8:25 amSan José Juan Santamaria Intl
Spirit Airlines
May 17
SJO12:59 amSan José Juan Santamaria Intl
15h 41m
1 stop
ORD5:40 pmChicago O'Hare Intl
May 28
ORD6:10 amChicago O'Hare Intl
18h 54m
2 stops
SJO12:04 amSan José Juan Santamaria Intl
Spirit Airlines
May 7
SJO12:32 pmSan José Juan Santamaria Intl
10h 48m
1 stop
ORD12:20 amChicago O'Hare Intl
May 14
ORD6:10 amChicago O'Hare Intl
18h 54m
2 stops
SJO12:04 amSan José Juan Santamaria Intl
Multiple Airlines
May 16
SJO1:42 pmSan José Juan Santamaria Intl
10h 26m
1 stop
ORD1:08 amChicago O'Hare Intl
May 19
ORD5:56 pmChicago O'Hare Intl
16h 25m
1 stop
SJO9:21 amSan José Juan Santamaria Intl

Find the cheapest one-way flights from San José, San José Province to Chicago

If you're looking for one-way flights from San José, San José Province to Chicago, view some of our deals below provided by Frontier, Spirit Airlines and United Airlines
Spirit Airlines
May 29
SJO12:32 pmSan José Juan Santamaria Intl
9h 57m
1 stop
ORD11:29 pmChicago O'Hare Intl
Multiple Airlines
Jun 3
SJO9:36 amSan José Juan Santamaria Intl
29h 01m
1 stop
MDW3:37 pmChicago Midway
Frontier
May 23
SJO9:40 amSan José Juan Santamaria Intl
9h 37m
1 stop
MDW8:17 pmChicago Midway

Search last-minute flights to Chicago from San José, San José Province

Find and compare round-trip flight prices for your last-minute flight from San José, San José Province to Chicago
Spirit Airlines
May 7
SJO1:05 amSan José Juan Santamaria Intl
14h 30m
1 stop
ORD4:35 pmChicago O'Hare Intl
May 11
ORD6:40 pmChicago O'Hare Intl
17h 52m
1 stop
SJO11:32 amSan José Juan Santamaria Intl
Multiple Airlines
May 7
SJO9:36 amSan José Juan Santamaria Intl
12h 50m
1 stop
MDW11:26 pmChicago Midway
May 14
MDW12:53 pmChicago Midway
12h 11m
2 stops
SJO12:04 amSan José Juan Santamaria Intl
Spirit Airlines
May 7
SJO1:05 amSan José Juan Santamaria Intl
14h 30m
1 stop
ORD4:35 pmChicago O'Hare Intl
May 11
ORD6:40 pmChicago O'Hare Intl
17h 52m
1 stop
SJO11:32 amSan José Juan Santamaria Intl
Spirit Airlines
May 6
SJO12:51 amSan José Juan Santamaria Intl
14h 54m
1 stop
ORD4:45 pmChicago O'Hare Intl
May 14
ORD5:41 pmChicago O'Hare Intl
7h 23m
1 stop
SJO12:04 amSan José Juan Santamaria Intl
Spirit Airlines
May 16
SJO12:59 amSan José Juan Santamaria Intl
14h 36m
1 stop
ORD4:35 pmChicago O'Hare Intl
May 21
ORD5:41 pmChicago O'Hare Intl
7h 23m
1 stop
SJO12:04 amSan José Juan Santamaria Intl
Multiple Airlines
May 7
SJO1:05 amSan José Juan Santamaria Intl
22h 47m
2 stops
ORD12:52 amChicago O'Hare Intl
May 14
ORD5:36 pmChicago O'Hare Intl
16h 45m
1 stop
SJO9:21 amSan José Juan Santamaria Intl

Best airlines flying from San José, San José Province to Chicago

Compare and see reviews for airlines that fly from San José, San José Province to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $221Free CancellationRating
6.4
8,737 reviews
Search Spirit Airlines flights
AviancaPriceFrom $230Free CancellationRating
7.5
3,876 reviews
Search Avianca flights
JetBluePriceFrom $283Free CancellationRating
7.6
4,561 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $404Free CancellationRating
7.8
2,828 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $553Free CancellationRating
7.3
14,767 reviews
Search American Airlines flights
AeromexicoPriceFrom $580Free CancellationRating
7.6
2,609 reviews
Search Aeromexico flights
United AirlinesPriceFrom $652Free CancellationRating
7.3
11,143 reviews
Search United Airlines flights
  • United Airlines Flights From San José, San José Province to Chicago

    The lowest priced United Airlines flight from San José, San José Province to Chicago from the last 72 hours was $652. Generally, United Airlines has 1 flight on this route every week with an average price of $781. United Airlines is rated 7.3/10 by our users.


Spirit Airlines flights from San José, San José Province to Chicago

Our best Spirit Airlines deals on San José, San José Province to Chicago flight tickets
Spirit Airlines
May 7
SJO1:05 amSan José Juan Santamaria Intl
14h 30m
1 stop
ORD4:35 pmChicago O'Hare Intl
May 11
ORD6:40 pmChicago O'Hare Intl
17h 52m
1 stop
SJO11:32 amSan José Juan Santamaria Intl
Spirit Airlines
May 7
SJO1:05 amSan José Juan Santamaria Intl
14h 30m
1 stop
ORD4:35 pmChicago O'Hare Intl
May 11
ORD6:40 pmChicago O'Hare Intl
17h 52m
1 stop
SJO11:32 amSan José Juan Santamaria Intl
Spirit Airlines
May 6
SJO12:51 amSan José Juan Santamaria Intl
14h 54m
1 stop
ORD4:45 pmChicago O'Hare Intl
May 14
ORD5:41 pmChicago O'Hare Intl
7h 23m
1 stop
SJO12:04 amSan José Juan Santamaria Intl

Frontier flights from San José, San José Province to Chicago

Our best Frontier deals on San José, San José Province to Chicago flight tickets
Frontier
Aug 25
SJO9:40 amSan José Juan Santamaria Intl
10h 09m
1 stop
MDW8:49 pmChicago Midway
Aug 31
MDW6:00 amChicago Midway
27h 25m
1 stop
SJO8:25 amSan José Juan Santamaria Intl
Frontier
Aug 15
SJO9:40 amSan José Juan Santamaria Intl
10h 09m
1 stop
MDW8:49 pmChicago Midway
Aug 31
MDW6:00 amChicago Midway
27h 25m
1 stop
SJO8:25 amSan José Juan Santamaria Intl
Frontier
Oct 10
SJO9:40 amSan José Juan Santamaria Intl
10h 09m
1 stop
MDW8:49 pmChicago Midway
Oct 16
MDW9:44 pmChicago Midway
11h 41m
1 stop
SJO8:25 amSan José Juan Santamaria Intl

How to get the cheapest flight ticket from San José, San José Province to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from San José, San José Province to Chicago?

August. The cheapest time of year to fly to Chicago from San José, San José Province is August. Most expensive is March

What is the cheapest day to depart San José, San José Province for Chicago?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

When is the cheapest time to fly from San José, San José Province to Chicago?

In the evening. San José, San José Province to Chicago flights are approximately 30% more expensive in the afternoon than in the evening

What is the cheapest airline that flies to Chicago from San José, San José Province?

Avianca. Aeromexico, American Airlines, and Avianca are the most popular carriers operating from San José, San José Province to Chicago

What is the cheapest San José, San José Province to Chicago flight route?

San José Juan Santamaria Intl - Chicago O'Hare Intl. Fly from San José Juan Santamaria Intl to Chicago O'Hare Intl for the best San José, San José Province - Chicago flight prices

How far in advance should you book San José, San José Province to Chicago flights?

16 days before. The cheapest time to buy a flight from San José, San José Province to Chicago is approximately 16 days to departure

How many flights depart from San José, San José Province to Chicago on average per week?

The number of flights available between San José, San José Province and Chicago is 1 per week as of May 2024. The most frequent departure day is Saturday, with 100% of weekly flights leaving on this day.

Can stopping save me money on San José, San José Province to Chicago flights?

You could potentially save up to 76% on your flight if you consider stops on a San José, San José Province to Chicago flight.

Cheap San José, San José Province to Chicago (SJO to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San José, San José Province to Chicago

Best Price Found

$116

Fastest flight time

5h 28m

Direct flights

Sat and Sun

Airports in Chicago

2 airports
The best one-way flight to Chicago from San José, San José Province in the past 72 hours is $116. The best round-trip flight deal from San José, San José Province to Chicago found on momondo in the last 72 hours is $219.
The fastest flight from San José, San José Province to Chicago takes 5h 28m
Direct flights go from San José, San José Province to Chicago on Saturday and Sunday. Airlines offering direct flights are: United Airlines and Avianca.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is San José Juan Santamaria Intl to Chicago by plane?

    A flight from San José Juan Santamaria Intl to Chicago will travel around 2215.9 mi. Flights usually cover this in 7h 28m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from San José Juan Santamaria Intl Airport to Chicago?

    Prices for flights from San José Juan Santamaria Intl Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from San José Juan Santamaria Intl Airport to Chicago?

  • How old do you have to be to fly from San José Juan Santamaria Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San José Juan Santamaria Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Why use momondo?

Why should I use momondo to find a flight deal from San José to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from San José to Chicago for you.

Can I find flights from San José to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for San José to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from San José to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from San José.

I’m not ready to book a flight from San José to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from San José are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Tue 5/7
Tue 5/14
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