$145 Find Cheap Flights from Chicago to Costa Rica - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Costa Rica departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Costa Rica

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San José
San José1 stop$486
Liberia
Liberia1 stop$398
San José
San José1 stop$486
Liberia
Liberia1 stop$398

Book Cheap Chicago to Costa Rica Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Costa Rica that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Costa Rica

Sun, Oct 25 - Sun, Nov 1
Air Canada Logo
4:30 pm - 1:10 pm
ORD
-
LIR
21h 40m
1 stop
Air Canada Logo
3:10 pm - 9:23 am
LIR
-
ORD
18h 13m
1 stop
$398Air Canada
Sun, Oct 25 - Sun, Nov 1
Air Canada Logo
3:45 pm - 1:10 pm
ORD
-
LIR
22h 25m
2 stops
Air Canada Logo
3:10 pm - 9:23 am
LIR
-
ORD
18h 13m
1 stop
$401Air Canada
Fri, Aug 28 - Fri, Sep 4
JetBlue Logo
7:00 am - 1:01 pm
ORD
-
LIR
7h 01m
1 stop
JetBlue Logo
2:06 pm - 11:44 pm
LIR
-
ORD
8h 38m
1 stop
$457JetBlue
Fri, Nov 13 - Wed, Nov 18
JetBlue Logo
7:00 am - 2:00 pm
ORD
-
LIR
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:44 pm
LIR
-
ORD
8h 39m
1 stop
$457JetBlue
Fri, Jan 15 - Sat, Feb 13
Copa Airlines Logo
2:13 pm - 11:00 am
ORD
-
SJO
20h 47m
1 stop
Copa Airlines Logo
5:34 am - 12:11 am
SJO
-
ORD
18h 37m
1 stop
$486Copa Airlines
Mon, Nov 2 - Tue, Nov 10
Copa Airlines Logo
7:35 am - 9:50 pm
ORD
-
SJO
14h 15m
1 stop
Copa Airlines Logo
2:18 pm - 12:11 am
SJO
-
ORD
9h 53m
1 stop
$492Copa Airlines
Wed, Oct 21 - Thu, Oct 29
Viva Logo
4:20 pm - 12:15 pm
ORD
-
SJO
20h 55m
1 stop
Viva Logo
1:15 pm - 1:10 pm
SJO
-
ORD
22h 55m
1 stop
$492Viva
Wed, Oct 7 - Thu, Oct 15
Viva Logo
4:20 pm - 12:15 pm
ORD
-
SJO
20h 55m
1 stop
Viva Logo
1:15 pm - 1:10 pm
SJO
-
ORD
22h 55m
1 stop
$496Viva
Fri, Jan 22 - Thu, Jan 28
United Airlines Logo
7:39 am - 12:56 pm
ORD
-
SJO
5h 17mnonstop
United Airlines Logo
2:05 pm - 7:35 pm
SJO
-
ORD
5h 30mnonstop
$518United Airlines
Fri, Jan 22 - Mon, Feb 1
United Airlines Logo
7:39 am - 12:56 pm
ORD
-
SJO
5h 17mnonstop
United Airlines Logo
2:05 pm - 7:35 pm
SJO
-
ORD
5h 30mnonstop
$518United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Costa Rica flights

Get data-powered insights and trends into flights from Chicago to Costa Rica to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Costa Rica flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Costa Rica from Chicago O'Hare Intl Airport found in the last 5 days was to San José, at $487 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to San José (SJO), and the cheapest round-trip airline ticket found on this route in the last 5 days was $487.

What is the cheapest time of day to fly to Costa Rica?

The average price for all round-trip flights from Chicago O'Hare Intl Airport to Costa Rica depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Costa Rica is generally in the evening, when round-trip flights cost $512 on average. Morning departures are around 20% more expensive than evening flights, on average. The most expensive time of day to fly to Costa Rica is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $695.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Costa Rica?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $708, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Costa Rica?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Costa Rica, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Costa Rica is October, when tickets cost $428 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $717 and $691 respectively.

What’s the cheapest day of the week to fly from Chicago to Costa Rica?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Costa Rica clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Costa Rica, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Costa Rica, Friday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Costa Rica?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Costa Rica, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Costa Rica, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Find deals

Good to know

Low season

September

Cheapest flight

$145
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Chicago O'Hare Airport to San José

FAQs - booking Costa Rica flights

  • Are there any onsite hotels at Costa Rican airports?

    There are various hotels within and near SJO and LIR where passengers landing late at the airport can spend the night. Hampton Inn & Suites by Hilton San Jose Airport, situated approximately 0.7 miles from SJO, is your best bet. In addition, the hotel offers hotel shuttle transfers. On the other hand, if you are landing at LIR, you can make a reservation at Hilton Garden Inn Liberia, found 0.7 miles away from the airport.

  • How is parking at ORD?

    Passengers who want to leave their cars at the airport while flying out can use the multiple parking lot options available at Chicago O’hare International Airport. You can leave your car at the offsite parking lots, which are more affordable than onsite parking lots. Those who wish to leave their cars at the airport for a long can use the long-term parking lot and Economy Lot F. Alternatively, if you want to park short-term, you can take advantage of the hourly and daily parking lots found at the airport’s terminal parking.

  • Does ORD offer any pet facilities?

    ORD features three outdoor pet relief areas that passengers flying through the airport with their furry friends can utilize to make them comfortable before their flights to Costa Rica. The relief areas are located at terminals 1, 2 and 5.

  • Can I have accessibility services at Costa Rican airports?

    Upon request, you can have access to extra assistance and wheelchair services at LIR and SJO if you are flying with a companion with reduced mobility. However, you need to contact your airline earlier before travel date to have the services arranged.

  • How does KAYAK find such low prices on flights from Chicago to Costa Rica?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Costa Rica.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Costa Rica?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Costa Rica is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Costa Rica?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Costa Rica with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Costa Rica?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Costa Rica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Costa Rica

  • Juan Santamaría International Airport (SJO), situated approximately 6.2 miles away from San Jose in Costa Rica, is the main airport in the city, serving many international and domestic flights. However, from Chicago O’Hare International Airport (ORD), you can also land at Daniel Oduber International Airport (LIR), which is approximately 8 miles from Liberia, Costa Rica.
  • If you want to freshen up at Chicago O’Hare International Airport (ORD) before boarding your flight to Costa Rica, there are shower amenities in terminals 1 and 3. These shower facilities are found at the American Airlines Admirals Club, United Polaris Lounge and Hilton Athletic Club. However, if you want to access these facilities, you need to have a lounge pass.
  • ORD features a family lounge with a play area where your kids can burn off steam before boarding their flights to Costa Rica. It is equipped with climbing structures, toys and games and is located in the Main hall in terminal 2. Additionally, it features comfortable benches with charging stations where parents can sit and monitor their kids.
  • LIR and SJO feature a few lounges where passengers can unwind and relax upon arrival at the airports. These lounges offer exceptional services such as meals, drinks, entertainment, comfortable seats, internet access and flight information monitor. However, you need to have a lounge pass if you want to take advantage of these services and amenities.
  • If you are flying from ORD to Costa Rica, you can opt for one-stop flight options or airlines offering multiple layover options. Fly with Spirit Airlines, Copa Airlines, American Airlines and Jetblue Airlines, offering short layovers with stops at DFW, FTY, JFK, MIA and FLL airports.

Everything you need to know for your flight from Chicago to Costa Rica

Information on your arrival and departure airports

Chicago (ORD)