Cheap flights from Costa Rica to Chicago from $100

Round-trip
1 adult
Economy
From?
To?
Sun 10/31
Sun 11/7

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Costa Rica to Chicago.
View current United States travel restrictions

Flight information for Costa Rica to Chicago

Find info about flight duration, direct flights, and airports for your flight from Costa Rica to Chicago
Best Price Found$177The best flight deal from Costa Rica to Chicago found on momondo in the last 72 hours is $177
Fastest flight time5h 16mThe fastest flight from Costa Rica to Chicago takes 5h 16m
Direct flightsSatDirect flights go from Costa Rica to Chicago on Saturday. Airlines offering direct flights are: United Airlines and Avianca.
Airports in Chicago3 airportsThere are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Costa Rica to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies to Chicago from Costa Rica?

Spirit Airlines

American Airlines, Avianca, and Copa Airlines are the most popular carriers operating from Costa Rica to Chicago

What is the cheapest Costa Rica to Chicago flight route?

San José Juan Santamaria Intl - Chicago O'Hare Intl

Fly from San José Juan Santamaria Intl to Chicago O'Hare Intl for the best Costa Rica - Chicago flight prices


Easily compare round-trip flights from Costa Rica to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Costa Rica to Chicago by changing tabs
Spirit Airlines
Dec 18
SJO8:56 amSan José Juan Santamaria Intl
10h 27m
1 stop
ORD7:23 pmChicago O'Hare Intl
Jan 15
ORD12:15 amChicago O'Hare Intl
8h 33m
1 stop
SJO8:48 amSan José Juan Santamaria Intl
Frontier
Feb 22
SJO9:45 amSan José Juan Santamaria Intl
9h 39m
1 stop
ORD7:24 pmChicago O'Hare Intl
Feb 25
ORD11:26 amChicago O'Hare Intl
16h 09m
1 stop
SJO3:35 amSan José Juan Santamaria Intl
Multiple Airlines
Feb 1
SJO12:40 pmSan José Juan Santamaria Intl
30h 32m
2 stops
ORD7:12 pmChicago O'Hare Intl
Feb 8
ORD12:15 amChicago O'Hare Intl
8h 33m
1 stop
SJO8:48 amSan José Juan Santamaria Intl
Spirit Airlines
Jan 15
SJO9:50 amSan José Juan Santamaria Intl
9h 22m
1 stop
ORD7:12 pmChicago O'Hare Intl
Jan 22
ORD12:15 amChicago O'Hare Intl
8h 33m
1 stop
SJO8:48 amSan José Juan Santamaria Intl
Delta
Dec 23
SJO9:15 amSan José Juan Santamaria Intl
18h 33m
2 stops
MDW3:48 amChicago Midway
Jan 3
MDW7:52 amChicago Midway
8h 22m
1 stop
SJO4:14 pmSan José Juan Santamaria Intl
Multiple Airlines
Nov 8
SJO8:53 amSan José Juan Santamaria Intl
10h 10m
1 stop
ORD7:03 pmChicago O'Hare Intl
Nov 11
ORD1:12 amChicago O'Hare Intl
7h 31m
1 stop
SJO8:43 amSan José Juan Santamaria Intl

Find the cheapest one-way flights from Costa Rica to Chicago

If you're looking for one-way flights from Costa Rica to Chicago, view some of our deals below provided by American Airlines, Delta and Frontier
Frontier
Nov 11
SJO9:48 amSan José Juan Santamaria Intl
9h 21m
1 stop
ORD7:09 pmChicago O'Hare Intl
Spirit Airlines
Nov 8
SJO8:53 amSan José Juan Santamaria Intl
10h 10m
1 stop
ORD7:03 pmChicago O'Hare Intl
JetBlue
Dec 10
SJO8:45 amSan José Juan Santamaria Intl
10h 14m
1 stop
ORD6:59 pmChicago O'Hare Intl

Search last-minute flights to Chicago from Costa Rica

Find and compare flight prices for your last-minute flight from Costa Rica to Chicago
Multiple Airlines
Nov 1
SJO8:54 amSan José Juan Santamaria Intl
10h 09m
1 stop
ORD7:03 pmChicago O'Hare Intl
Nov 14
ORD1:12 amChicago O'Hare Intl
7h 31m
1 stop
SJO8:43 amSan José Juan Santamaria Intl
Spirit Airlines
Nov 2
SJO8:54 amSan José Juan Santamaria Intl
10h 09m
1 stop
ORD7:03 pmChicago O'Hare Intl
Nov 9
ORD12:40 pmChicago O'Hare Intl
17h 32m
1 stop
SJO6:12 amSan José Juan Santamaria Intl
JetBlue
Nov 5
SJO8:35 amSan José Juan Santamaria Intl
9h 59m
1 stop
ORD6:34 pmChicago O'Hare Intl
Nov 13
ORD1:40 amChicago O'Hare Intl
10h 04m
1 stop
SJO11:44 amSan José Juan Santamaria Intl
Copa Airlines
Nov 2
SJO4:20 pmSan José Juan Santamaria Intl
26h 39m
2 stops
ORD6:59 pmChicago O'Hare Intl
Nov 17
ORD3:12 amChicago O'Hare Intl
23h 28m
2 stops
SJO2:40 amSan José Juan Santamaria Intl
Multiple Airlines
Nov 3
SJO8:54 amSan José Juan Santamaria Intl
10h 09m
1 stop
ORD7:03 pmChicago O'Hare Intl
Nov 14
ORD1:12 amChicago O'Hare Intl
7h 31m
1 stop
SJO8:43 amSan José Juan Santamaria Intl
Spirit Airlines
Nov 1
SJO8:54 amSan José Juan Santamaria Intl
10h 09m
1 stop
ORD7:03 pmChicago O'Hare Intl
Nov 15
ORD2:10 pmChicago O'Hare Intl
17h 35m
1 stop
SJO7:45 amSan José Juan Santamaria Intl

Best airlines flying from Costa Rica to Chicago

Compare and see reviews for airlines that fly from Costa Rica to Chicago with momondo
AirlineRatingFree CancellationPrice
Spirit Airlines
PriceFrom $184
Free Cancellation
Rating
6.4
6.5

Boarding

6.0

Comfort

6.9

Crew

4.9

Entertainment

5.3

Food

Reviews

Never again. 4 hellish flights. This is not an airline.

1 / 10
Copa Airlines
PriceFrom $191
Free Cancellation
Rating
7.9
8.1

Boarding

7.8

Comfort

8.3

Crew

7.3

Entertainment

7.5

Food

Reviews

I travel with a Service Dog. Have a relief area please on both sides of security. With fake grass got the dogs and washing area so it will not smell of hog urine.

1 / 10
Interjet
PriceFrom $223
Free Cancellation
Rating
6.8
6.9

Boarding

7.0

Comfort

7.5

Crew

5.8

Entertainment

6.5

Food

Reviews

Pros: I was really happy with the over all flight. Everything was fast and smooth

1 / 10
United Airlines
PriceFrom $227
Free Cancellation
Rating
6.9
7.3

Boarding

6.7

Comfort

7.5

Crew

6.7

Entertainment

6.2

Food

Reviews

Seats were very small. The plane felt very cramped. Lots of turbulence. Horrible flight

1 / 10
American Airlines
PriceFrom $271
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Avianca
PriceFrom $287
Free Cancellation
Rating
8.4
8.3

Boarding

8.5

Comfort

8.7

Crew

8.1

Entertainment

8.0

Food

Reviews

Entertainment and seat space was great . Meal was not tasty , plain , no vegetable at all, all wheat .

1 / 10
Delta
PriceFrom $345
Free Cancellation
Rating
8.2
8.2

Boarding

8.4

Comfort

8.3

Crew

8.1

Entertainment

8.0

Food

Reviews

Great

1 / 10
Aeromexico
PriceFrom $463
Free Cancellation
Rating
7.2
7.0

Boarding

7.3

Comfort

7.6

Crew

6.9

Entertainment

6.4

Food

Reviews

Terrible ground service. Denied boarding and no refund or reprogramming. Robbed by Aeromexico

1 / 10

  • Are airlines flying from Costa Rica to Chicago offering flexible cancellation due to COVID-19?

    Due to the global impact of COVID-19, some of our airline partners operating flights from Costa Rica to Chicago, such as Spirit Airlines, Copa Airlines, and United Airlines may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.


Can I fly to Chicago from Costa Rica right now?

Information is based on travel restrictions from Costa Rica to Chicago

Most visitors from Costa Rica need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Costa Rica must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Costa Rica are not required to quarantine after entering Chicago.

Can I fly back to Costa Rica from Chicago?

Returning to Costa Rica from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Costa Rica.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Costa Rica.

If you are planning to travel to Chicago at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Similar Costa Rica to Chicago flights

Flexible with your destination? Broaden your search and find flights similar to your Costa Rica to Chicago route