Find a great deal and save up to 29% by booking at least 34 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 Midway Airport to Costa Rica within the next two weeks, with the cheapest ticket starting at $349.
August is one of the best times of the year to fly to Costa Rica from Chicago Midway Airport. Prices for August average $540 per person but you can even find prices for as low as $288. The most expensive prices can be found in the month of December. Opting for a August flight can save you 38% on your journey compared to booking in December
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Costa Rica as you normally would.
Fly from
Fly to
Budget
$320 - $1,133
Route
Depart
Return
Price
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
mar. 5/28
1 stop26h 11m
San José Juan Santamaria Intl
mar. 6/4
2 stops12h 17m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
sáb. 6/1
1 stop26h 26m
San José Juan Santamaria Intl
sáb. 6/8
2 stops13h 00m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
mié. 8/14
1 stop25h 58m
San José Juan Santamaria Intl
dom. 8/18
1 stop24h 15m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
lun. 5/27
1 stop15h 51m
San José Juan Santamaria Intl
jue. 5/30
2 stops22h 48m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
mié. 7/24
1 stop19h 17m
San José Juan Santamaria Intl
dom. 8/4
1 stop28h 27m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
mié. 8/14
2 stops21h 10m
San José Juan Santamaria Intl
dom. 8/18
1 stop10h 09m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
sáb. 8/3
1 stop26h 00m
San José Juan Santamaria Intl
dom. 8/11
1 stop28h 27m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
mié. 8/7
1 stop6h 53m
San José Juan Santamaria Intl
mié. 8/14
1 stop7h 34m
Chicago MidwayLiberia
MDW - LIR
MDWLIR
Chicago Midway
vie. 6/7
2 stops28h 03m
Liberia
sáb. 6/15
2 stops23h 19m
No data available for this route at this time. Please check back soon.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Boarding
Comfort
Entertainment
Crew
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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