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Cheap flights from Chicago (CHI) to Costa Rica

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

How far in advance should I book a flight from Chicago to Costa Rica?

To save up to 9% on this flight, we recommend booking at least 25 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 $415 1-2 weeks out and tickets from $454 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 August. Prices to Costa Rica from Chicago average $410. You can even find prices in August for less than $410, as users have found deals to Costa Rica from as low as $171. 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 64%.

Cheap flights from Chicago to Costa Rica in November, December 2020

The best prices found for CHI to Costa Rica flights for November, December
5 Dec - 16 Jan
$149pp
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 Dec - 6 Jan
$150pp
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
27 Nov - 7 Dec
$158pp
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 next year
5 Dec - 16 Jan
$149pp
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 Dec - 6 Jan
$150pp
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
27 Nov - 7 Dec
$158pp
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
13 Jan - 18 Jan
$576pp
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
15 Jan - 26 Jan
$586pp
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
16 Jan - 24 Jan
$596pp
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

Last minute flights from Chicago to Costa Rica

Late deals on round-trip flights to Costa Rica from Chicago, departing today and this week
27 Nov - 7 Dec
$158pp
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
27 Nov - 7 Dec
$166pp
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
28 Nov - 15 Jan
$177pp
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

One-way flights to Costa Rica from Chicago

The cheapest one-way flights from Chicago to Costa Rica
11:45 am - 7:48 pm
Spirit Airlines
1 Stop
8h 03m
ORD - SJO
Spirit Airlines
$52
mytrip.com
11:45 am - 7:48 pm
Spirit Airlines
1 Stop
8h 03m
ORD - SJO
Spirit Airlines
$56
FlightNetwork
4:15 am - 8:14 pm
Spirit Airlines
1 Stop
15h 59m
ORD - SJO
Spirit Airlines
$59
mytrip.com

Related info for your journey

Useful info, stats and facts about Chicago to Costa Rica 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. JetBlue and Delta are some airlines that have done so. 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, Spirit Airlines, and American 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 $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Costa Rica for under $200. The cheapest flight booked recently is on Spirit Airlines for just $149, but on average you can expect to pay $168.

Are there nonstop flights from Chicago to Costa Rica for under $600 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Costa Rica under $600. A good price for a nonstop flight from Chicago to Costa Rica is less than $1,123.

Are there last-minute flights available from Chicago to Costa Rica for under $200?

There are currently 20+ open flights from Chicago to Costa Rica within the next 7 days for less than $200.

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 O'Hare Intl - Liberia or Chicago Midway - San José Juan Santamaria Intl.

What are the cheapest Flights from Chicago to Costa Rica?

On average you can expect to pay $392 for a flight from Chicago to Costa Rica. The cheapest flight overall is $152 while the most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl) is currently priced at $159.

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 29m. Fly via Spirit Airlines or Delta to get the fastest option. Both multi-stop and nonstop flights can be found to your destination and back.

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

According to our current data, Spirit Airlines ($149), 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 $52.

Destination information for Costa Rica

Things to know before you go. Useful info for your trip from Chicago to Costa Rica
Today's exchange rate
$1 = ₡597.72

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 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 change 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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