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$99+ Cheap flights from Chicago (CHI) to Costa Rica

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJO
jul. 30 — ago. 61
From?
To?
mar. 7/30
mar. 8/6
1 adult, Economy
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How far in advance should I book a flight from Chicago to Costa Rica?

Find a great deal and save up to 36% by booking at least 38 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Costa Rica within the next two weeks, with the cheapest ticket starting at $314.

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

Flights from Chicago to Costa Rica lean towards being more expensive in March. Prices are generally better when you fly from Chicago to Costa Rica in September, with the cheapest ticket starting at $219.

What is the cheapest time of day to fly from CHI to CR?

When flying from Chicago to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Chicago to Costa Rica flights in July & August 2024

Find cheap flight options from Chicago to Costa Rica specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on julio 25, 2024.
These are some of the best deals we've found on flights to Costa Rica in 2024 at this time. Check back soon for alternative fares.
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/215:19 pmORD - SJO
1 stop7h 46mSpirit Airlines
mié. 8/281:41 pmSJO - ORD
1 stop9h 46mSpirit Airlines
Deal found 7/24$272
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/198:42 pmORD - SJO
2 stops16h 58mSpirit Airlines
lun. 8/2612:55 amSJO - ORD
1 stop12h 56mSpirit Airlines
Deal found 7/25$273
This Booking.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/711:44 amORD - SJO
1 stop21h 16mMultiple Airlines
vie. 8/1612:55 amSJO - ORD
1 stop12h 56mMultiple Airlines
Deal found 7/25$284
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/216:00 amORD - SJO
2 stops19h 05mSpirit Airlines
mié. 8/281:41 pmSJO - ORD
1 stop9h 46mSpirit Airlines
Deal found 7/24$286
This CheapOair deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/139:59 pmORD - SJO
2 stops15h 41mSpirit Airlines
mar. 8/2012:55 amSJO - ORD
1 stop12h 56mSpirit Airlines
Deal found 7/25$287
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/198:42 pmORD - SJO
2 stops16h 58mSpirit Airlines
lun. 8/2612:55 amSJO - ORD
2 stops21h 22mSpirit Airlines
Deal found 7/25$290
This KAYAK deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/198:42 pmORD - SJO
2 stops28h 23mSpirit Airlines
mar. 8/271:41 pmSJO - ORD
2 stops32h 36mSpirit Airlines
Deal found 7/25$291
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/133:39 pmORD - SJO
1 stop9h 26mSpirit Airlines
mar. 8/2012:55 amSJO - ORD
1 stop12h 56mSpirit Airlines
Deal found 7/25$292
This CheapOair deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/139:59 pmORD - SJO
2 stops15h 41mSpirit Airlines
mié. 8/211:41 pmSJO - ORD
1 stop9h 46mSpirit Airlines
Deal found 7/25$295

Chicago to Costa Rica 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Costa Rica in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated julio 25, 2024.
These are some of the best deals we've found on flights to Costa Rica in 2024 at this time. Check back soon for alternative fares.
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/93:00 pmORD - SJO
2 stops33h 59mSpirit Airlines
mié. 11/131:29 pmSJO - ORD
2 stops34h 36mSpirit Airlines
Deal found 7/25$261
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/179:38 amORD - SJO
2 stops28h 06mSpirit Airlines
mar. 9/2412:35 pmSJO - ORD
1 stop19h 58mSpirit Airlines
Deal found 7/25$268
This Cheapflightsfares deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/215:19 pmORD - SJO
1 stop7h 46mSpirit Airlines
mié. 8/281:41 pmSJO - ORD
1 stop9h 46mSpirit Airlines
Deal found 7/24$272
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/198:42 pmORD - SJO
2 stops16h 58mSpirit Airlines
lun. 8/2612:55 amSJO - ORD
1 stop12h 56mSpirit Airlines
Deal found 7/25$273
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/96:20 amORD - SJO
2 stops18h 39mSpirit Airlines
vie. 11/151:59 amSJO - ORD
2 stops22h 06mSpirit Airlines
Deal found 7/25$275
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/176:06 pmORD - SJO
1 stop18h 29mSpirit Airlines
mar. 9/2412:35 pmSJO - ORD
1 stop19h 58mSpirit Airlines
Deal found 7/25$278
This eDestinos deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/165:20 amORD - SJO
1 stop7h 15mSpirit Airlines
vie. 9/201:40 pmSJO - ORD
1 stop9h 52mSpirit Airlines
Deal found 7/25$280
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/268:23 amORD - SJO
3 stops28h 12mSpirit Airlines
mar. 10/112:35 pmSJO - ORD
2 stops22h 28mSpirit Airlines
Deal found 7/25$281
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/91:14 pmORD - SJO
3 stops35h 45mSpirit Airlines
mié. 11/131:29 pmSJO - ORD
2 stops22h 34mSpirit Airlines
Deal found 7/25$282

Chicago to Costa Rica flights leaving soon

Find last-minute flight options from Chicago to Costa Rica for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated julio 25, 2024.
Check out these flights departing soon from Chicago to Costa Rica. To prevent any unwanted surprises, users should verify their flight info before booking.
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/311:43 pmMDW - SJO
1 stop19h 17mFrontier
dom. 8/49:10 amSJO - MDW
1 stop25h 06mFrontier
Deal found 7/24$324
This mytrip.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/3111:44 amORD - SJO
1 stop21h 16mFrontier
dom. 8/49:10 amSJO - ORD
1 stop12h 50mFrontier
Deal found 7/24$384
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/315:57 pmORD - SJO
2 stops15h 03mFrontier
dom. 8/49:10 amSJO - ORD
1 stop12h 50mFrontier
Deal found 7/24$418
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/26:46 pmORD - SJO
1 stop17h 51mSpirit Airlines
lun. 8/512:55 amSJO - ORD
2 stops17h 30mSpirit Airlines
Deal found 7/25$423
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/310:36 amORD - SJO
2 stops14h 29mSpirit Airlines
vie. 8/912:55 amSJO - ORD
1 stop19h 43mSpirit Airlines
Deal found 7/25$438
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/36:46 pmORD - SJO
1 stop17h 51mSpirit Airlines
vie. 8/912:55 amSJO - ORD
1 stop19h 43mSpirit Airlines
Deal found 7/25$440
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/3011:48 amORD - SJO
2 stops24h 49mSpirit Airlines
lun. 8/512:55 amSJO - ORD
2 stops17h 30mSpirit Airlines
Deal found 7/25$441
This Booking.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/3111:44 amORD - SJO
1 stop21h 16mMultiple Airlines
sáb. 8/312:55 amSJO - ORD
1 stop7h 19mMultiple Airlines
Deal found 7/24$443
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/21:06 pmORD - SJO
2 stops24h 39mSpirit Airlines
mié. 8/71:40 pmSJO - ORD
1 stop8h 49mSpirit Airlines
Deal found 7/25$444

One-way flights to Costa Rica from Chicago

Search for one-way flight options from Chicago to Costa Rica. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated julio 25, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Costa Rica. Those seeking round-trip flights from Chicago to Costa Rica should utilize the search form at the the top of the page.
This FareScan deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/186:00 amORD - SJO
2 stops31h 40mSpirit Airlines
Deal found 7/24$99
This FareScan deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/55:30 amORD - SJO
2 stops31h 05mSpirit Airlines
Deal found 7/23$101
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/268:42 pmORD - SJO
2 stops16h 58mSpirit Airlines
Deal found 7/24$104
This FareScan deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/186:00 amORD - SJO
2 stops31h 40mSpirit Airlines
Deal found 7/25$109
This mytrip.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/176:00 amORD - SJO
2 stops19h 05mSpirit Airlines
Deal found 7/25$115
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/55:05 amORD - SJO
1 stop7h 30mSpirit Airlines
Deal found 7/23$116
This CheapOair deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/148:42 pmORD - SJO
2 stops16h 58mSpirit Airlines
Deal found 7/24$118
This eDestinos deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/65:05 amORD - SJO
1 stop7h 30mSpirit Airlines
Deal found 7/24$119
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/225:19 pmORD - SJO
1 stop7h 46mSpirit Airlines
Deal found 7/24$120

Find flights from Chicago to Costa Rica within your budget

Customize your flight search to find flights from Chicago to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated julio 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$241 - $621

Route

Depart

Return

Price

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

lun. 8/19

2 stops28h 23m

San José Juan Santamaria Intl

mar. 8/27

1 stop9h 46m

$241

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mié. 8/21

1 stop7h 33m

San José Juan Santamaria Intl

mié. 8/28

1 stop9h 46m

$245

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sáb. 11/9

2 stops18h 39m

San José Juan Santamaria Intl

mié. 11/13

2 stops34h 36m

$251

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mié. 8/14

2 stops19h 05m

San José Juan Santamaria Intl

lun. 8/26

1 stop12h 56m

$253

Chicago MidwaySan José Juan Santamaria Intl

MDW - SJO

MDWSJO

Chicago Midway

lun. 10/21

2 stops15h 39m

San José Juan Santamaria Intl

vie. 11/1

1 stop18h 32m

$343

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mié. 1/15

1 stop8h 15m

San José Juan Santamaria Intl

mar. 1/21

1 stop20h 20m

$387

Chicago O'Hare IntlLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

mar. 11/5

1 stop18h 05m

Liberia

jue. 11/14

1 stop24h 00m

$500

Chicago MidwaySan José Juan Santamaria Intl

MDW - SJO

MDWSJO

Chicago Midway

mié. 11/27

1 stop10h 57m

San José Juan Santamaria Intl

mar. 12/3

1 stop10h 59m

$544

Chicago O'Hare IntlLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

mar. 9/10

2 stops24h 26m

Liberia

mar. 9/17

2 stops17h 40m

$621

Flights are sorted by cheapest first

Deals found on 7/25

No data available for this route at this time. Please check back soon.

Best time to book a flight from Chicago to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Costa Rica. Reviews last updated julio 25, 2024.
Get a feel of what it's like to fly with Spirit Airlines, Delta and Frontier from Chicago to Costa Rica by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
9,365 reviews

Food

7.2

Boarding

8.2

Comfort

7.9

Entertainment

7.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Alaska Airlines
8.1
Very good
9,365 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Food

7.2

Boarding

8.2

Comfort

7.9

Entertainment

7.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Delta
8.0
Very good
9,630 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Food

7.2

Boarding

8.2

Comfort

7.9

Entertainment

7.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

SWISS
7.7
Good
1,799 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Food

7.2

Boarding

8.2

Comfort

7.9

Entertainment

7.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

JetBlue
7.6
Good
3,996 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Food

7.2

Boarding

8.2

Comfort

7.9

Entertainment

7.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Aeromexico
7.6
Good
2,241 reviews
Alaska Airlines
8.1
Very good
9,365 reviews

Food

7.2

Boarding

8.2

Comfort

7.9

Entertainment

7.2

Crew

8.6

Overall

8.1

Reviews

1 / 10

A/C was not working on the ground so it was 110 degrees on the plane when we boarded and we sat there for almost 40 minutes because Austin’s gate system has not kept up with growth. Not Alaska’s fault 100% but it was miserable.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 $241, but on average you can expect to pay $265.

  • 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 $672.

  • Are there last-minute flights available from Chicago to Costa Rica for under $400?

    There are currently 20+ open flights from Chicago to Costa Rica within the next 7 days for less than $400.

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

    While some choose either Chicago O'Hare Intl - Liberia or Chicago Midway - San José Juan Santamaria Intl, Chicago O'Hare Intl - San José Juan Santamaria Intl is the most popular route from Chicago to Costa Rica.

  • What are the cheapest flights from Chicago to Costa Rica?

    While on average a flight from Chicago to Costa Rica is generally $549, our data shows the cheapest flight currently is $248. When looking at the most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl), you can expect to pay $251 for that flight.

  • What does ORD to SJO mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to San José Juan Santamaria Intl Airport flight would often be abbreviated as a ORD to SJO flight. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Liberia Airport (LIR), Limon Airport (LIO), San José Tobias Bolanos Intl Airport (SYQ), Tamarindo Airport (TNO), Buenos Aires Airport (BAI).

  • Can I find deals for flights from Chicago to Costa Rica that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Costa Rica flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Costa Rica with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Costa Rica flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Costa Rica that include hotel bookings?

    Yes. In addition to deals on Chicago to Costa Rica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Costa Rica.

  • Can I find deals for business class flights from Chicago to Costa Rica?

    Yes. Cheapflights offers flight deals from Chicago to Costa Rica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Costa Rica that allow pets onboard?

    Many airlines flying from Chicago to Costa Rica offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Costa Rica?

    Yes, you can often find last-minute deals on Chicago to Costa Rica flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Costa Rica flight deals updated?

    The Chicago to Costa Rica flight deals you see on this page were last updated on 7/25.

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

    American Airlines, Air Canada and Aeromexico are the most popular airlines when flying from Chicago to Costa Rica.

  • What is the cheapest month to book a flight from Chicago to Costa Rica?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Costa Rica (average of $378). Flying from Chicago to Costa Rica in July is currently the most expensive (average of $525). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Costa Rica
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to San José flights
O'Hare Intl to Panama City flights
O'Hare Intl to Liberia flights
O'Hare Intl to Guatemala City flights
O'Hare Intl to Philip S.W.Goldson flights
O'Hare Intl to San Salvador flights
Midway to San José flights
Midway to Guatemala City flights
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Midway to Liberia flights
Midway to Panama City flights
O'Hare Intl to Managua flights
St. Louis to San José flights
St. Louis to Panama City flights
Midway to Philip S.W.Goldson flights
St. Louis to Philip S.W.Goldson flights
O'Hare Intl to San Pedro Sula flights
St. Louis to Liberia flights
St. Louis to Guatemala City flights
O'Hare Intl to Coxen Hole flights
Midway to San Pedro Sula flights
St. Louis to Coxen Hole flights
Evansville to Panama City flights
St. Louis to Managua flights
St. Louis to San Pedro Sula flights
Moline to Philip S.W.Goldson flights
Midway to Managua flights
Moline to San José flights
O'Hare Intl to David flights
Moline to San Salvador flights
Midway to Coxen Hole flights
Moline to Liberia flights
Bloomington to Philip S.W.Goldson flights
Midway to Tegucigalpa flights
O'Hare Intl to Tegucigalpa flights
Peoria to San Salvador flights
Bloomington to San José flights
St. Louis to Tegucigalpa flights
Springfield to Liberia flights
Moline to Guatemala City flights

Top 10 airlines flying from Chicago to Costa Rica

Discover the top 10 airlines that operate flights from Chicago to Costa Rica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated julio 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$205Average$309FlexibilityNo cancel feeOn-time62%
AviancaCheapest$228Average$375FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$231Average$370FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$371Average$539FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$415Average$616FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$564Average$777FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$575Average$859FlexibilityNo cancel feeOn-time69%
DeltaCheapest$618Average$919FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$632Average$679FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$648Average$1,234FlexibilityNo cancel feeOn-time67%
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Search flights from Chicago to Costa Rica by cabin class

Find flights from Chicago to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Chicago to Costa Rica

Find hourly flight availability from Chicago to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 25, 2024.
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100%of flight departuresAfternoonNoon to 6 pm
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