$182 Find Cheap Flights from Costa Rica to Chicago O'Hare Airport - 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 to Chicago departing on 10/1. 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

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Cheap Flights from Costa Rica to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Costa Rica to Chicago 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 Costa Rica to Chicago

Sat, Oct 24 - Sun, Oct 25
Air Canada Logo
1:00 pm - 9:23 am
LIR
-
ORD
19h 23m
1 stop
Air Canada Logo
1:57 pm - 1:10 pm
ORD
-
LIR
24h 13m
1 stop
$377Air Canada
Thu, Oct 15 - Tue, Oct 20
Copa Airlines Logo
5:55 pm - 1:59 pm
SJO
-
ORD
19h 04m
1 stop
Copa Airlines Logo
8:01 am - 7:10 am
ORD
-
SJO
24h 09m
1 stop
$381Copa Airlines
Sat, Oct 10 - Sat, Oct 24
Copa Airlines Logo
10:03 am - 12:57 am
SJO
-
ORD
13h 54m
1 stop
Copa Airlines Logo
8:01 am - 7:04 am
ORD
-
SJO
24h 03m
1 stop
$381Copa Airlines
Sat, Oct 24 - Tue, Oct 27
Air Canada Logo
1:00 pm - 1:13 pm
LIR
-
ORD
23h 13m
1 stop
Air Canada Logo
9:05 pm - 1:10 pm
ORD
-
LIR
17h 05m
1 stop
$401Air Canada
Fri, Jan 22 - Sun, Jan 24
United Airlines Logo
2:05 pm - 7:35 pm
SJO
-
ORD
5h 30mnonstop
United Airlines Logo
7:39 am - 12:56 pm
ORD
-
SJO
5h 17mnonstop
$523United Airlines
Tue, Dec 22 - Wed, Jan 6
United Airlines Logo
1:55 pm - 7:28 pm
SJO
-
ORD
5h 33mnonstop
United Airlines Logo
7:17 am - 12:35 pm
ORD
-
SJO
5h 18mnonstop
$523United Airlines
Thu, Sep 3 - Wed, Sep 9
American Airlines Logo
2:56 pm - 12:35 am
SJO
-
ORD
8h 39m
1 stop
American Airlines Logo
9:01 pm - 11:59 am
ORD
-
SJO
15h 58m
2 stops
$531American Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
2:56 pm - 7:34 am
SJO
-
ORD
15h 38m
1 stop
American Airlines Logo
6:00 am - 1:52 pm
ORD
-
SJO
8h 52m
1 stop
$538American Airlines
Sun, Aug 30 - Mon, Sep 7
Avianca Logo
1:40 am - 9:20 pm
SJO
-
ORD
18h 40m
1 stop
Avianca Logo
11:20 pm - 3:25 pm
ORD
-
SJO
17h 05m
1 stop
$620Avianca
Wed, Aug 26 - Fri, Aug 28
Avianca Logo
9:25 am - 9:20 pm
SJO
-
ORD
10h 55m
1 stop
Avianca Logo
11:20 pm - 8:50 am
ORD
-
SJO
10h 30m
1 stop
$620Avianca
Booking Insights

KAYAK's insights & trends for flights to Chicago

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

What is the cheapest day to fly to Chicago?

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

Based on KAYAK data, the cheapest day to fly to Chicago is Friday where round-trip tickets can be as cheap as $369. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $524 on average.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights to Chicago O'Hare Intl Airport, 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 to Chicago O'Hare Intl Airport is February, where tickets cost $389 on average for return flights. On the other hand, the most expensive months are July and March, where the average cost of tickets from Costa Rica is $642 and $559 respectively. For one-way flights, the best month to travel is December with an average price of $258.

What is the cheapest time of day to fly to Chicago O'Hare Intl Airport?

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

The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally in the morning, when round-trip flights cost $463 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $465.

What is a good deal for flights to Chicago O'Hare Intl Airport?

If you’re looking for cheap airfare to Chicago O'Hare Intl Airport, 25% of our users found tickets to Chicago O'Hare Intl Airport for the following prices or less: From San José $491 round-trip.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago O'Hare Intl Airport, 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, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Find deals

Good to know

Low season

June

Cheapest flight

$182
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from San José to Chicago O'Hare Airport

FAQs - booking Chicago O'Hare Airport flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    The distance between Chicago O'Hare Intl Airport and downtown Chicago is 16 miles.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $499. The cheapest price found on KAYAK in the last 2 weeks cost $201 and departed from San José Juan Santamaria Intl Airport.

  • How does KAYAK find such low prices on flights to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago O'Hare Airport?

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

  • What is the Hacker Fare option on flights to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport 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 to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 28,570 direct flights from within Costa Rica to Chicago O'Hare Intl Airport. The most common day for departures is Sunday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago O'Hare Airport

  • Looking for cheap airfare to Chicago O'Hare Airport? 25% of our users found round-trip tickets to Chicago O'Hare Airport for the following prices or less: From San José $378, from Liberia $543
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago O'Hare Airport flight deals.

Everything you need to know for your flight to Chicago

Information on the airport you'll fly into in Chicago

Chicago O'Hare Airport (ORD)