$123+ Cheap flights from Costa Rica to Illinois
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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Jan 22 — Jan 291
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Costa Rica to Illinois
Cheapest flights from Costa Rica to IllinoisExplore the most affordable flight options available from Costa Rica to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.
Explore the most affordable flight options available from Costa Rica to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 12/22. 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.
Wed 12/245:45 amSJO - ORD
1 stop7h 30mAvianca
Thu 1/84:10 pmORD - SJO
1 stop7h 30mAvianca
Deal found 12/22![Avianca logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Wed 12/241:31 pmSJO - ORD
1 stop25h 31mMultiple Airlines
Thu 1/812:48 pmORD - SJO
2 stops22h 49mMultiple Airlines
Deal found 12/22![Multiple Airlines logo]()
$331
This Expedia deal was found by Cheapflights users on 12/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:52 pmSJO - ORD
1 stop27h 41mFrontier
Mon 1/56:00 amORD - SJO
1 stop7h 42mFrontier
Deal found 12/22![Frontier logo]()
$333
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
Mon 12/227:50 pmSJO - ORD
1 stop19h 00mAvianca
Thu 1/224:10 pmORD - SJO
1 stop7h 30mAvianca
Deal found 12/21![Avianca logo]()
$342
This Priceline deal was found by Cheapflights users on 12/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:45 amSJO - ORD
1 stop7h 30mMultiple Airlines
Fri 1/210:12 amORD - SJO
1 stop23h 09mMultiple Airlines
Deal found 12/22![Multiple Airlines logo]()
$348
This Mytrip deal was found by Cheapflights users on 12/22. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Thu 1/85:15 amORD - SJO
1 stop7h 07mSpirit Airlines
Deal found 12/22![Spirit Airlines logo]()
$361
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
Wed 12/245:45 amSJO - ORD
1 stop7h 30mAvianca
Wed 12/312:35 pmORD - SJO
1 stop8h 40mAvianca
Deal found 12/21![Avianca logo]()
$379
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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.
Tue 12/234:15 pmSJO - ORD
1 stop21h 00mAvianca
Tue 12/304:10 pmORD - SJO
1 stop7h 30mAvianca
Deal found 12/21![Avianca logo]()
$380
This Booking.com deal was found by Cheapflights users on 12/21. 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.
Thu 12/251:31 pmSJO - ORD
1 stop10h 59mMultiple Airlines
Wed 12/316:05 amORD - SJO
1 stop7h 37mMultiple Airlines
Deal found 12/21![Multiple Airlines logo]()
$387
This Expedia deal was found by Cheapflights users on 12/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:52 pmSJO - MDW
1 stop26h 46mFrontier
Mon 1/56:12 amMDW - SJO
1 stop7h 30mFrontier
Deal found 12/22![Frontier logo]()
$388
This eDestinos deal was found by Cheapflights users on 12/22. 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.
Wed 12/312:42 pmSJO - ORD
2 stops28h 39mMultiple Airlines
Mon 1/51:44 pmORD - SJO
2 stops48h 04mMultiple Airlines
Deal found 12/22![Multiple Airlines logo]()
$393
This Expedia deal was found by Cheapflights users on 12/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:52 pmSJO - MDW
1 stop26h 46mFrontier
Fri 1/23:10 pmMDW - SJO
1 stop18h 11mFrontier
Deal found 12/22![Frontier logo]()
$396
Find flight deals from Costa Rica to Illinois
Keep the following information in mind while searching for Costa Rica to Illinois flight deals. Data was last updated December 23, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $266 (KAYAK) |
One-way from | $123 (Cheapflightsfares) |
Popular in | April |
Cheapest in | January |
Average price | $476 |
Good round-trip deal | $339 or less |
Good one-way deal | $148 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Costa Rica to Illinois 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 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Costa Rica to Illinois that are best for you.
Fly from
Costa Rica
Fly to
Illinois
Route
Depart
Return
Price
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 2/6
12:33 pm-11:22 am
2 stops22h 49m
Chicago O'Hare Intl
Sat 2/14
9:00 am-11:40 am
2 stops26h 40m
$277
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Mon 1/12
7:45 am-8:18 am
1 stop24h 33m
Chicago O'Hare Intl
Wed 1/28
9:23 am-3:30 pm
1 stop30h 07m
$281
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Wed 2/11
12:33 pm-11:47 pm
2 stops11h 14m
Chicago O'Hare Intl
Wed 2/18
5:15 am-12:22 pm
1 stop7h 07m
$301
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sat 1/17
3:12 pm-12:08 pm
1 stop20h 56m
Chicago O'Hare Intl
Thu 1/22
8:43 pm-12:22 pm
1 stop15h 39m
$315
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 2/6
12:33 pm-11:47 pm
2 stops11h 14m
Chicago O'Hare Intl
Sun 2/15
9:00 am-11:40 am
2 stops26h 40m
$316
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 1/29
12:33 pm-11:47 am
3 stops23h 14m
Chicago O'Hare Intl
Tue 2/3
10:07 am-3:20 pm
3 stops29h 13m
$327
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Sat 1/17
3:12 pm-8:03 am
1 stop16h 51m
Chicago Midway
Thu 1/22
5:01 pm-12:22 pm
2 stops19h 21m
$335
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 1/30
2:05 pm-7:35 pm
Nonstop5h 30m
Chicago O'Hare Intl
Mon 2/2
7:39 am-12:56 pm
Nonstop5h 17m
$340
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 1/15
2:05 pm-7:35 pm
Nonstop5h 30m
Chicago O'Hare Intl
Mon 1/26
7:35 am-8:39 pm
1 stop13h 04m
$340
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 1/15
2:05 pm-7:35 pm
Nonstop5h 30m
Chicago O'Hare Intl
Sun 1/25
7:35 am-8:39 pm
1 stop13h 04m
$340
Showing 1-10 of 57 results
Best time to book a flight from Costa Rica to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Costa Rica 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.
Cheapflights Insights
Everything you need to know about your flight from Costa Rica to Illinois
What is the cheapest month to book a flight from Costa Rica to Illinois?
Currently, October is the cheapest month in which you can book a flight from Costa Rica to Illinois (average of $195). Flying from Costa Rica to Illinois in March is currently the most expensive (average of $338). 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.
What is the cheapest time of day to fly from CR to IL?
Find hourly flight availability from Costa Rica to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.
Unlike in the morning, when flights are generally more expensive, you can save up to 27% on flights from Costa Rica to Illinois by exploring options for tickets in the afternoon.
What is the cheapest day to fly from Costa Rica to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Costa Rica to Illinois. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Costa Rica to Illinois flight should consider departing on Sunday afternoons when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Costa Rica to Illinois
Explore weekly flight availability from Costa Rica to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 23, 2025.
The most flights from CR0 to USIL are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated December 23, 2025.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines from Costa Rica to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.8
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
4.0
OkayJuan Pablo,Sep 2025
PTY - VVI
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.8
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
4.0
OkayJuan Pablo,Sep 2025
PTY - VVI
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.8
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
4.0
OkayJuan Pablo,Sep 2025
PTY - VVI
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.8
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
4.0
OkayJuan Pablo,Sep 2025
PTY - VVI
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.8
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
4.0
OkayJuan Pablo,Sep 2025
PTY - VVI
Boarding
7.8
Crew
8.1
Comfort
7.4
Food
6.8
Overall
7.6
Entertainment
6.8
Reviews
1 / 20
4.0
OkayJuan Pablo,Sep 2025
PTY - VVI
Related info for your journey
Find useful and relevant information for your journey from Costa Rica to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Costa Rica to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Costa Rica to Illinois
Discover the top 6 airlines that operate flights from Costa Rica to Illinois. 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 2,558,603 searches. Data last updated December 23, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$228 | Average$354 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$249 | Average$465 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$314 | Average$452 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$332 | Average$465 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$432 | Average$580 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$463 | Average$523 | FlexibilityNo cancel fee | On-time63% |