Central America

$185+ Cheap flights from Chicago (CHI) to Central America

CHI — SJO
Dec 4 — Dec 111
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Cheap flight deals from Chicago to Central America

Cheapest flights from Chicago to Central America

Mon 11/233:50 pm -
1 stop22h 30m
Tue 12/13:20 pm -
1 stop23h 52m
Deal found 10/31$390
Wed 12/27:00 am -
2 stops13h 49m
Fri 12/118:55 am -
1 stop13h 18m
Deal found 11/3$391
Sat 12/57:25 am -
2 stops13h 24m
Sat 12/128:55 am -
1 stop13h 18m
Deal found 11/1$401
Sat 12/57:25 am -
2 stops13h 24m
Fri 12/118:55 am -
1 stop13h 18m
Deal found 11/1$407
Wed 12/27:00 am -
2 stops13h 49m
Wed 12/98:55 am -
1 stop13h 18m
Deal found 11/1$408
Wed 12/27:00 am -
2 stops13h 49m
Sat 12/58:55 am -
1 stop13h 18m
Deal found 11/1$413
Mon 11/168:40 pm -
1 stop17h 30m
Wed 12/163:20 pm -
1 stop23h 42m
Deal found 11/1$415
Sat 12/57:25 am -
2 stops13h 24m
Wed 12/98:55 am -
1 stop13h 18m
Deal found 11/1$416
Sat 11/712:04 am -
1 stop12h 40m
Wed 11/183:45 pm -
1 stop12h 58m
Deal found 10/31$418
Mon 12/78:40 pm -
1 stop17h 30m
Fri 12/113:10 pm -
1 stop17h 58m
Deal found 10/31$420
Mon 11/912:04 am -
1 stop12h 40m
Tue 11/243:45 pm -
1 stop12h 58m
Deal found 10/30$421
Thu 12/37:00 am -
2 stops13h 54m
Fri 12/118:55 am -
1 stop13h 18m
Deal found 11/1$422

Find flight deals from Chicago to Central America

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$363
(FlightHub)

One-way from

$185
(Volaris)

Popular in

November

Cheapest in

January

Average price

$614

Good round-trip deal

$574 or less

Good one-way deal

$283 or less
Provider with most accurate pricing for Chicago (CHI)-San Salvador El Salvador Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-San Salvador El Salvador Intl flights.
From Chicago (CHI) to Central America
One-way flight from Chicago (CHI) to Central America
Highest demand for flights based on searches. 12% potential increase in price ($72 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago (CHI) to Central America.
Price to beat on a one-way flight from Chicago (CHI) to Central America.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago to Central America that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBelize City

MDW Chicago Midway - BZE Belize City Philip S.W.Goldson

MDWBZE

Chicago Midway

Sun 1/10

5:20 am-1:30 pm

1 stop8h 10m

Belize City Philip S.W.Goldson

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$220

ChicagoGuatemala City

ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora

ORDGUA

Chicago O'Hare Intl

Tue 1/5

9:40 am-6:57 pm

2 stops33h 17m

Guatemala City La Aurora

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$229

ChicagoSan Salvador

ORD Chicago O'Hare Intl - SAL San Salvador El Salvador Intl

ORDSAL

Chicago O'Hare Intl

Sun 1/3

5:59 pm-1:01 pm

1 stop19h 02m

San Salvador El Salvador Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$261

ChicagoLiberia

ORD Chicago O'Hare Intl - LIR Liberia

ORDLIR

Chicago O'Hare Intl

Sat 1/9

7:00 am-2:05 pm

1 stop7h 05m

Liberia

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$264

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

$264

ChicagoGuatemala City

ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora

ORDGUA

Chicago O'Hare Intl

Sun 11/22

12:04 am-12:44 pm

1 stop12h 40m

Guatemala City La Aurora

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$267

ChicagoSan Salvador

ORD Chicago O'Hare Intl - SAL San Salvador El Salvador Intl

ORDSAL

Chicago O'Hare Intl

Sun 1/17

7:50 pm-1:19 pm

1 stop17h 29m

San Salvador El Salvador Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$268

ChicagoSan Salvador

ORD Chicago O'Hare Intl - SAL San Salvador El Salvador Intl

ORDSAL

Chicago O'Hare Intl

Mon 2/1

2:36 pm-5:50 am

1 stop15h 14m

San Salvador El Salvador Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$268

ChicagoSan Pedro Sula

ORD Chicago O'Hare Intl - SAP San Pedro Sula Ramon Villeda

ORDSAP

Chicago O'Hare Intl

Sun 12/6

5:24 pm-9:31 am

1 stop16h 07m

San Pedro Sula Ramon Villeda

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$270

ChicagoGuatemala City

ORD Chicago O'Hare Intl - GUA Guatemala City La Aurora

ORDGUA

Chicago O'Hare Intl

Fri 12/4

3:55 pm-8:49 pm

3 stops28h 54m

Guatemala City La Aurora

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Central America

Have a flexible travel schedule? Discover the best time to fly to Central America from Chicago with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago to Central America

What is the cheapest month to book a flight from Chicago to Central America?

Currently, February is the cheapest month in which you can book a flight from Chicago to Central America (average of $522). Flying from Chicago to Central America in December is currently the most expensive (average of $755). 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 CHI to CA?

When flying from Chicago to Central America, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 27% versus a flight in the morning.

How often are flights from Chicago to Central America delayed?

About 15% of weekly flights between Chicago and Central America have experienced delays in the past year, with the average delay time being 136 minutes.

What is the most punctual flight time for Chicago to Central America flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Central America flights?

Over the last year, Copa Airlines have had the lowest number of delays on this route, with just 12% of flights being delayed.

How far ahead should I book a flight from Chicago to Central America?

The price you pay for your flight from Chicago to Central America may vary depending on when you book. For the best chance of a lower fare, look to book 49 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Chicago to Central America?

Travelers seeking maximum savings on their Chicago to Central America flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Central America

Read through reviews of airlines operating flights from Chicago to Central America, such as Delta,Copa Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Food

7.2

Entertainment

7.8

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Food

7.2

Entertainment

7.8

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Food

7.2

Entertainment

7.8

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Food

7.2

Entertainment

7.8

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Food

7.2

Entertainment

7.8

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Food

7.2

Entertainment

7.8

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Related info for your journey

  • How long is the flight from Chicago to Central America?

    For as low as $481, Delta can have you in Central America from Chicago in 5h 13m. The distance between Chicago and Central America is about 2220 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Central America one-way?

    One-way options have recently been found by users for as low as $78 on Avianca. Other airlines that offer cheap prices include United Airlines from $82 and Delta from $109 one-way.

  • What are the most popular routes from Chicago to Central America?

  • What are the cheapest flights from Chicago to Central America?

    Looking at all options, your cheapest flight can be booked for $410. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $389 on average, our data indicates $872 when flying from Chicago to Central America.

  • Can I find deals for flights from Chicago to Central America that include hotel bookings?

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

  • How can I find direct flights from Chicago to Central America?

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

  • Can I find deals for business class flights from Chicago to Central America?

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

  • What is the cheapest month to book a flight from Chicago to Central America?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Central America (average of $522). Flying from Chicago to Central America in December is currently the most expensive (average of $755). 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.

See more FAQs

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Alternative routes for Chicago to Central America

Top 10 airlines flying from Chicago to Central America

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$605FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$123Average$481FlexibilityNo cancel feeOn-time70%
AviancaCheapest$149Average$491FlexibilityNo cancel feeOn-time71%
VolarisCheapest$192Average$562FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$241Average$719FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$320Average$673FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$324Average$578FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$371Average$626FlexibilityNo cancel feeOn-time62%
GOLCheapest$384Average$743FlexibilityNo cancel feeOn-time74%

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