
Keep the following information in mind while searching for Illinois to Costa Rica flight deals. Data was last updated November 5, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $390 (Trip.com) |
One-way from | $172 (Mytrip) |
Popular in | December |
Cheapest in | February |
Average price | $538 |
Good round-trip deal | $574 or less |
Good one-way deal | $283 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Tue 12/8
1:55 pm-2:20 pm
2 stops24h 25m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Wed 12/30
10:03 am-3:20 pm
Nonstop5h 17m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
MDW Chicago Midway - LIR Liberia
MDWLIR
Chicago Midway
Mon 1/4
6:00 am-12:45 pm
1 stop6h 45m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Sat 1/2
7:00 am-2:04 pm
1 stop7h 04m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Tue 12/29
5:25 am-12:45 pm
1 stop7h 20m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Tue 11/24
8:40 pm-2:10 pm
1 stop17h 30m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
MDW Chicago Midway - LIR Liberia
MDWLIR
Chicago Midway
Sun 12/6
8:25 pm-1:50 pm
2 stops17h 25m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
MDW Chicago Midway - LIR Liberia
MDWLIR
Chicago Midway
Fri 2/19
5:20 am-2:15 pm
1 stop8h 55m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoSan José
MDW Chicago Midway - SJO San José Juan Santamaria Intl
MDWSJO
Chicago Midway
Fri 4/30
10:15 am-7:00 pm
2 stops9h 45m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
ChicagoLiberia
ORD Chicago O'Hare Intl - LIR Liberia
ORDLIR
Chicago O'Hare Intl
Tue 12/15
5:30 pm-11:54 am
1 stop18h 24m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Everything you need to know about your flight from Illinois to Costa Rica
Find useful and relevant information for your journey from Illinois to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$149 | Average$565 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$303 | Average$545 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$324 | Average$578 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$364 | Average$640 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$371 | Average$626 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$378 | Average$601 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$384 | Average$825 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$392 | Average$671 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$395 | Average$658 | FlexibilityNo cancel fee | On-time63% |