Cheap flights from Chicago (CHI) to Costa Rica

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How to find the cheapest flight from
Chicago (CHI) to Costa Rica

All the information you need to plan the best CHI to SJO flight in 2021: compare Chicago to Costa Rica flight prices with the expected peak season, weather and rainfall in Costa Rica.
How far in advance should I book a flight from Chicago to Costa Rica?

To save up to 7% on this flight, we recommend booking at least 15 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Costa Rica from $340 1-2 weeks out and tickets from $376 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to Costa Rica?

The best pricing can be found in the month of October. Prices to Costa Rica from Chicago average $382. You can even find prices in October for less than $382, as users have found deals to Costa Rica from as low as $205. The month of December appears to be one of the more expensive times to travel to Costa Rica from Chicago. Flying in the targeted month can save you up to 50%.

Cheap flights from Chicago to Costa Rica in May, June 2021

The best prices found for CHI to Costa Rica flights for May, June
8 Jun - 15 Jun
$251pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
8 Jun - 15 Jun
$260pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
29 May - 2 Jun
$261pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Costa Rica 2021 flight deals

Cheap flights to Costa Rica from Chicago found for this year
8 Jun - 15 Jun
$251pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
8 Jun - 15 Jun
$260pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
29 May - 2 Jun
$261pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Costa Rica from Chicago

Save time with Chicago to Costa Rica direct flight deals
30 Oct - 8 Nov
$704pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
5 Jun - 13 Jun
$714pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
26 Jun - 25 Jul
$808pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
LIR
Liberia
LIR
Liberia
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Costa Rica

Late deals on round-trip flights to Costa Rica from Chicago, departing today and this week
15 May - 21 May
$298pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
15 May - 9 Jun
$309pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
14 May - 17 May
$328pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SJO
San José Juan Santamaria Intl
SJO
San José Juan Santamaria Intl
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Costa Rica from Chicago

The cheapest one-way flights from Chicago to Costa Rica
4:01 am - 7:59 pm
Spirit Airlines
1 Stop
16h 58m
ORD - SJO
Spirit Airlines
$105
mytrip.com
4:01 am - 7:59 pm
Spirit Airlines
1 Stop
16h 58m
ORD - SJO
Spirit Airlines
$106
Gotogate
4:01 am - 7:59 pm
Spirit Airlines
1 Stop
16h 58m
ORD - SJO
Spirit Airlines
$107
mytrip.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Costa Rica</span> flights.

Flight FAQs

From Chicago to Costa Rica

Are flight prices decreasing from Chicago to Costa Rica due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Costa Rica for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to Costa Rica to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Costa Rica. Policies will vary by airline.

Which airlines flying from Chicago to Costa Rica have flexible cancellations due to COVID-19?

United Airlines, Copa Airlines, and Spirit Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to Costa Rica for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Costa Rica for under $300. The cheapest flight booked recently is on Spirit Airlines for just $251, but on average you can expect to pay $273.

Are there nonstop flights from Chicago to Costa Rica for under $800 on Cheapflights?

Cheapflights has at least 9 direct flights from Chicago to Costa Rica under $800. A good price for a nonstop flight from Chicago to Costa Rica is less than $1,018.

Are there last-minute flights available from Chicago to Costa Rica for under $300?

There are currently 20+ open flights from Chicago to Costa Rica within the next 7 days for less than $300.

What are the most popular airlines that fly from Chicago to Costa Rica?

The most popular airlines flying from Chicago to Costa Rica are Interjet, Major Airline and American Airlines. Something to consider prior to booking your flight.

What are the most popular routes from Chicago to Costa Rica?

The most popular route from Chicago to Costa Rica is Chicago O'Hare Intl - San José Juan Santamaria Intl. You may also consider Chicago Midway - San José Juan Santamaria Intl or Chicago O'Hare Intl - Liberia.

What are the cheapest Flights from Chicago to Costa Rica?

On average you can expect to pay $1,169 for a flight from Chicago to Costa Rica. The cheapest flight overall is $138 while the most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl) is currently priced at $251.

How long is the flight from Chicago to Costa Rica?

There are many flights that can get you from Chicago to Costa Rica in 6h 40m. Fly via Delta to get the fastest option.

What is the cheapest airline to fly from Chicago to Costa Rica round-trip?

According to our current data, Spirit Airlines ($251), offers the cheapest pricing from Chicago to Costa Rica.

What are the cheapest airlines to fly from Chicago to Costa Rica one-way?

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $105.

Destination points for flights from Chicago to Costa Rica

Select to see more specific information for flights from Chicago to all places in Costa Rica.

Destination information for Costa Rica

Things to know before you go - useful duration and weather info for your trip from Chicago to Costa Rica.
Today's exchange rate
$1 = ₡603.95

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

El Progreso Drake Bay (DRK)
La Fortuna (FON)
Golfito (GLF)
Limon (LIO)
Liberia International Airport (LIR)
Nosara Beach (NOB)

Top 10 airlines flying from Chicago to Costa Rica

The chart below displays the airlines Cheapflights users traveling from Chicago to Costa Rica choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
JetBlue
$148 $337 No cancel fee 62%
Interjet
$262 $393 No cancel fee 68%
Spirit Airlines
$179 $394 No cancel fee 65%
Copa Airlines
$292 $410 No cancel fee 70%
Air Canada
$271 $563 No cancel fee 67%
American Airlines
$276 $595 No cancel fee 71%
Aeromexico
$421 $644 No cancel fee N/A
United Airlines
$203 $685 No cancel fee 69%
Avianca
$326 $692 No cancel fee 71%
Delta
$283 $700 No cancel fee N/A
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