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Central America

$86+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Midway to Central America

Keep the following information in mind while searching for Midway to Central America flight deals. Data was last updated February 20, 2025.

Round-trip from

$243
(Delta)

One-way from

$86
(Kiwi.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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/19. 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.
Fri 3/76:00 amMDW - GUA
1 stop6h 41mDelta
Sat 3/82:06 pmGUA - MDW
1 stop8h 14mDelta
Deal found 2/19$243
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 3/247:25 amMDW - SJO
2 stops28h 56mMultiple Airlines
Tue 4/111:55 amSJO - MDW
1 stop10h 29mMultiple Airlines
Deal found 2/19$331
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 3/177:25 amMDW - SAL
2 stops23h 13mMultiple Airlines
Sat 3/2212:11 amSAL - MDW
1 stop11h 51mMultiple Airlines
Deal found 2/18$334
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 5/309:12 pmMDW - GUA
1 stop13h 48mMultiple Airlines
Mon 6/21:15 pmGUA - MDW
1 stop9h 40mMultiple Airlines
Deal found 2/20$349
This Delta deal was found by Cheapflights users on 2/20. 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.
Mon 3/36:00 amMDW - SAL
1 stop7h 27mDelta
Wed 3/121:57 pmSAL - MDW
1 stop7h 26mDelta
Deal found 2/20$369
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Wed 3/57:25 amMDW - MGA
1 stop8h 30mMultiple Airlines
Mon 3/107:10 pmMGA - MDW
2 stops41h 49mMultiple Airlines
Deal found 2/19$421
This Gurufare deal was found by Cheapflights users on 2/20. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/296:44 pmMDW - SAL
1 stop29h 03mFrontier
Fri 8/812:15 amSAL - MDW
1 stop22h 40mFrontier
Deal found 2/20$427
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 4/116:44 pmMDW - GUA
1 stop14h 44mFrontier
Sat 4/199:48 amGUA - MDW
1 stop11h 13mFrontier
Deal found 2/20$461
This Southwest deal was found by Cheapflights users on 2/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/287:50 amMDW - SJO
2 stops12h 50mSouthwest
Tue 5/131:10 pmSJO - MDW
1 stop8h 40mSouthwest
Deal found 2/19$519
This Delta deal was found by Cheapflights users on 2/19. 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.
Thu 3/612:44 pmMDW - SJO
1 stop9h 28mDelta
Sat 3/82:19 pmSJO - MDW
1 stop8h 01mDelta
Deal found 2/19$520
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Tue 4/16:00 amMDW - PTY
2 stops34h 30mMultiple Airlines
Tue 4/89:25 amPTY - MDW
1 stop10h 20mMultiple Airlines
Deal found 2/20$522
This Southwest deal was found by Cheapflights users on 2/20. 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.
Sat 4/196:10 amMDW - BZE
1 stop7h 05mSouthwest
Sat 4/263:00 pmBZE - MDW
1 stop7h 30mSouthwest
Deal found 2/20$604

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 February 20, 2025.

Fly from

Midway

Fly to

Central America

Route

Depart

Return

Price

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Fri 3/7

6:00 am-12:41 pm

1 stop6h 41m

Guatemala City La Aurora

Sat 3/8

2:06 pm-10:20 pm

1 stop8h 14m

$243

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Mon 3/24

7:25 am-11:21 am

2 stops28h 56m

San José Juan Santamaria Intl

Tue 4/1

11:55 am-11:24 pm

1 stop10h 29m

$331

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Mon 3/17

7:25 am-5:38 am

2 stops23h 13m

San Salvador El Salvador Intl

Sat 3/22

12:11 am-1:02 pm

1 stop11h 51m

$334

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Fri 4/11

6:44 pm-8:28 am

1 stop14h 44m

Guatemala City La Aurora

Tue 4/22

12:59 am-3:13 pm

2 stops13h 14m

$364

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Mon 3/3

6:00 am-1:27 pm

1 stop7h 27m

San Salvador El Salvador Intl

Wed 3/12

1:57 pm-10:23 pm

1 stop7h 26m

$369

ChicagoManagua

MDW - MGA

MDWMGA

Chicago Midway

Wed 3/5

7:25 am-3:55 pm

1 stop8h 30m

Managua Augusto C Sandino

Mon 3/10

7:10 pm-1:59 pm

2 stops41h 49m

$421

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Fri 4/11

6:44 pm-8:28 am

1 stop14h 44m

Guatemala City La Aurora

Sat 4/19

9:48 am-10:01 pm

1 stop11h 13m

$461

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Sat 3/15

4:40 pm-10:51 pm

1 stop7h 11m

San Salvador El Salvador Intl

Sat 3/22

12:11 am-1:02 pm

1 stop11h 51m

$492

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Mon 4/28

7:50 am-7:40 pm

2 stops12h 50m

San José Juan Santamaria Intl

Tue 5/13

1:10 pm-10:50 pm

1 stop8h 40m

$519

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Thu 3/6

12:44 pm-10:12 pm

1 stop9h 28m

San José Juan Santamaria Intl

Sat 3/8

2:19 pm-10:20 pm

1 stop8h 01m

$520

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 46 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 February 20, 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 February 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

KLM
7.8
Good
1,333 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Aeromexico
7.5
Good
1,771 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,801 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $131. Users have also found prices from $177 and $245 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 - Guatemala City La Aurora or Chicago Midway - Liberia 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.

See more FAQs

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$527Average$740FlexibilityNo cancel feeOn-time63%
DeltaCheapest$584Average$811FlexibilityNo cancel feeOn-timeN/A
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