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Central America

$159+ Cheap flights from Midway (MDW) to Central America

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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJO
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Midway to Central America

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Central America (0CA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$354
(CheapOair)

One-way from

$159
(Trip.com)
From Chicago Midway to Central America
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One-way flight from Chicago Midway to Central America
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Find flight deals from Midway to Central America

Cheapest flights from Midway to Central America
Explore the most affordable flight options available from Midway to Central America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/216:48 pmMDW - SJO
1 stop16h 43mFrontier
Sat 3/112:55 pmSJO - MDW
1 stop9h 09mFrontier
Deal found 1/20$354
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Mon 3/1012:49 pmMDW - SJO
1 stop22h 30mMultiple Airlines
Mon 3/1711:24 amSJO - MDW
2 stops11h 34mMultiple Airlines
Deal found 1/19$369
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Fri 2/286:48 pmMDW - SAL
1 stop29h 03mMultiple Airlines
Sat 3/85:01 amSAL - MDW
2 stops17h 39mMultiple Airlines
Deal found 1/19$407
This Delta deal was found by Cheapflights users on 1/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/186:00 amMDW - SAP
1 stop6h 20mDelta
Tue 2/251:35 pmSAP - MDW
1 stop8h 45mDelta
Deal found 1/19$419
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/197:25 amMDW - MGA
1 stop10h 50mMultiple Airlines
Wed 2/2610:10 amMGA - MDW
1 stop29h 03mMultiple Airlines
Deal found 1/20$430
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/26:00 amMDW - GUA
1 stop6h 41mDelta
Wed 3/127:00 amGUA - MDW
2 stops14h 23mDelta
Deal found 1/20$434
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Thu 3/67:25 amMDW - PTY
1 stop8h 10mMultiple Airlines
Thu 3/137:49 amPTY - MDW
1 stop7h 24mMultiple Airlines
Deal found 1/20$491
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Fri 3/76:38 pmMDW - GUA
1 stop14h 51mMultiple Airlines
Mon 3/1011:49 amGUA - MDW
2 stops11h 09mMultiple Airlines
Deal found 1/20$492
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/196:00 amMDW - SAL
1 stop7h 06mDelta
Thu 4/241:26 pmSAL - MDW
1 stop8h 03mDelta
Deal found 1/20$492
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/291:25 pmMDW - SJO
1 stop7h 15mSouthwest
Tue 5/61:10 pmSJO - MDW
1 stop8h 40mSouthwest
Deal found 1/20$539
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:30 amMDW - SJO
2 stops12h 45mDelta
Thu 11/277:00 amSJO - MDW
1 stop7h 56mDelta
Deal found 1/20$542
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/25:30 amMDW - BZE
1 stop7h 45mSouthwest
Wed 4/91:10 pmBZE - MDW
1 stop8h 40mSouthwest
Deal found 1/20$554

Find flights from Midway to Central America within your budget

Customize your flight search to find flights from Midway to Central America 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Fri 2/21

6:48 pm-11:31 am

1 stop16h 43m

San José Juan Santamaria Intl

Sat 3/1

12:55 pm-10:04 pm

1 stop9h 09m

$354

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Mon 3/10

12:49 pm-10:19 am

1 stop22h 30m

San José Juan Santamaria Intl

Mon 3/17

11:24 am-11:58 pm

2 stops11h 34m

$369

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Fri 2/28

6:48 pm-11:51 pm

1 stop29h 03m

San Salvador El Salvador Intl

Sat 3/8

5:01 am-10:40 pm

2 stops17h 39m

$407

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

Tue 2/18

6:00 am-12:20 pm

1 stop6h 20m

San Pedro Sula Ramon Villeda

Tue 2/25

1:35 pm-10:20 pm

1 stop8h 45m

$419

ChicagoManagua

MDW - MGA

MDWMGA

Chicago Midway

Wed 2/19

7:25 am-6:15 pm

1 stop10h 50m

Managua Augusto C Sandino

Wed 2/26

10:10 am-3:13 pm

1 stop29h 03m

$430

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Sun 3/2

6:00 am-12:41 pm

1 stop6h 41m

Guatemala City La Aurora

Wed 3/12

7:00 am-10:23 pm

2 stops14h 23m

$434

ChicagoPanama City

MDW - PTY

MDWPTY

Chicago Midway

Thu 3/6

7:25 am-4:35 pm

1 stop8h 10m

Panama City Tocumen Intl

Thu 3/13

7:49 am-3:13 pm

1 stop7h 24m

$491

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Sat 4/19

6:00 am-12:06 pm

1 stop7h 06m

San Salvador El Salvador Intl

Thu 4/24

1:26 pm-10:29 pm

1 stop8h 03m

$492

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Fri 3/7

6:38 pm-9:29 am

1 stop14h 51m

Guatemala City La Aurora

Mon 3/10

11:49 am-11:58 pm

2 stops11h 09m

$492

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Tue 4/29

1:25 pm-7:40 pm

1 stop7h 15m

San José Juan Santamaria Intl

Tue 5/6

1:10 pm-10:50 pm

1 stop8h 40m

$539

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 50 results
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Best time to book a flight from Midway to Central America

Have a flexible travel schedule? Discover the best time to fly to Central America from Midway 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.

Travel insights for flights from Midway to Central America

Get recent, data-driven insights about flights from Midway to Central America including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Central America (average of $398). Flying from Chicago Midway Airport to Central America in March is currently the most expensive (average of $555). 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 MDW to CA?

Find hourly flight availability from Midway to Central America. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

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 Central America as you normally would.

Rainfall in Central America by month

Plan your trip to Central America by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Central America ranges from 0.0 - 13.0 inches per month. August is typically the wettest month, when rainfall can reach 13.0 in. February is typically the driest time to visit Central America when rainfall is around 0.0 in.

Temperature in Central America by month

Plan your trip to Central America by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Central America, use this chart to help with planning. For those seeking warmer temperatures, March is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

Reviews of airlines servicing Central America

Get insights into the airlines that provide service to Central America. 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 Central America. Reviews last updated January 21, 2025.
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

KLM
7.8
Good
1,341 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,849 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

WestJet
7.2
Good
2,829 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Midway to Central America. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $166. Users have also found prices from $179 and $265 on Frontier and Southwest, respectively.

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

    Most travelers choose Chicago Midway - San José Juan Santamaria Intl, Chicago Midway - Panama City Tocumen Intl or Chicago Midway - Guatemala City La Aurora when deciding on the best route from Chicago Midway Airport to Central America.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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 Midway Airport to Central America?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Central America (average of $398). Flying from Chicago Midway Airport to Central America in March is currently the most expensive (average of $555). 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.

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Alternative routes for Midway to Central America

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Midway to Central America

Discover the top 2 airlines that operate flights from Midway to Central America. 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$430Average$912FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$479Average$780FlexibilityNo cancel feeOn-time63%
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