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Central America

$83+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJO
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 septiembre 11, 2025.

Round-trip from

$264
(Kiwi.com)

One-way from

$83
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$270
From Chicago Midway to Central America
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One-way flight from Chicago Midway to Central America
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Highest demand for flights based on searches. 22% potential increase in price ($137 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 septiembre 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
jue. 10/99:26 pmMDW - SAL
1 stop15h 58mFrontier
vie. 10/171:39 pmSAL - MDW
1 stop9h 07mFrontier
Deal found 9/9$251
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
lun. 10/134:24 pmMDW - SAL
1 stop24h 31mMultiple Airlines
lun. 10/201:39 pmSAL - MDW
1 stop9h 07mMultiple Airlines
Deal found 9/9$259
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
jue. 10/239:26 pmMDW - GUA
1 stop15h 48mFrontier
lun. 11/102:25 pmGUA - MDW
1 stop21h 13mFrontier
Deal found 9/10$264
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
vie. 10/104:12 pmMDW - SAL
1 stop30h 38mMultiple Airlines
sáb. 10/181:45 pmSAL - MDW
1 stop8h 02mMultiple Airlines
Deal found 9/9$264
This Frontier deal was found by Cheapflights users on 9/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/106:20 amMDW - GUA
1 stop6h 54mFrontier
lun. 11/102:25 pmGUA - MDW
1 stop7h 46mFrontier
Deal found 9/9$268
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
jue. 10/99:26 pmMDW - SAL
1 stop15h 58mFrontier
lun. 10/131:39 pmSAL - MDW
1 stop22h 59mFrontier
Deal found 9/10$269
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/106:20 amMDW - GUA
1 stop6h 54mFrontier
lun. 10/201:36 pmGUA - MDW
1 stop9h 10mFrontier
Deal found 9/10$277
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
vie. 10/175:28 pmMDW - SAL
2 stops19h 56mFrontier
sáb. 10/251:45 pmSAL - MDW
1 stop8h 02mFrontier
Deal found 9/10$277
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
jue. 10/99:26 pmMDW - SAL
1 stop15h 58mMultiple Airlines
jue. 10/168:00 amSAL - MDW
1 stop7h 42mMultiple Airlines
Deal found 9/9$279
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
jue. 10/306:30 amMDW - SAP
1 stop30h 30mMultiple Airlines
sáb. 11/81:40 pmSAP - MDW
1 stop22h 57mMultiple Airlines
Deal found 9/11$284
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/136:15 amMDW - SAL
1 stop7h 09mFrontier
sáb. 10/181:45 pmSAL - MDW
1 stop8h 02mFrontier
Deal found 9/10$284
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
lun. 10/134:24 pmMDW - SAL
1 stop24h 31mMultiple Airlines
jue. 10/168:00 amSAL - MDW
1 stop7h 42mMultiple Airlines
Deal found 9/9$288

Cheapflights Fare Finder

 
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 septiembre 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Central America that are best for you.

Fly from

Midway

Fly to

Central America

Route

Depart

Return

Price

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

jue. 10/23

9:26 pm-12:14 pm

1 stop15h 48m

Guatemala City La Aurora

lun. 11/10

2:25 pm-11:38 am

1 stop21h 13m

$264

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

lun. 11/17

6:15 am-1:04 pm

1 stop6h 49m

Guatemala City La Aurora

lun. 12/8

2:33 pm-11:05 pm

1 stop8h 32m

$268

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

vie. 10/10

6:20 am-12:14 pm

1 stop6h 54m

Guatemala City La Aurora

lun. 10/20

1:36 pm-11:46 pm

1 stop9h 10m

$277

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

lun. 10/20

6:15 am-12:14 pm

1 stop6h 59m

Guatemala City La Aurora

lun. 10/27

1:36 pm-11:46 pm

1 stop9h 10m

$277

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

lun. 10/13

6:15 am-12:14 pm

1 stop6h 59m

Guatemala City La Aurora

lun. 10/20

1:36 pm-11:46 pm

1 stop9h 10m

$277

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

vie. 10/17

5:28 pm-12:24 pm

2 stops19h 56m

San Salvador El Salvador Intl

sáb. 10/25

1:45 pm-10:47 pm

1 stop8h 02m

$277

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

jue. 10/9

9:26 pm-12:24 pm

1 stop15h 58m

San Salvador El Salvador Intl

jue. 10/16

8:00 am-4:42 pm

1 stop7h 42m

$279

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

jue. 10/30

6:30 am-12:00 pm

1 stop30h 30m

San Pedro Sula Ramon Villeda

sáb. 11/8

1:40 pm-12:37 pm

1 stop22h 57m

$284

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

jue. 10/23

10:30 am-11:22 am

2 stops25h 52m

Guatemala City La Aurora

jue. 11/13

3:10 pm-12:37 pm

1 stop21h 27m

$301

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

sáb. 10/4

6:15 am-12:04 pm

1 stop6h 49m

Guatemala City La Aurora

mar. 10/7

12:30 pm-1:38 pm

2 stops24h 08m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 60 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.

Cheapflights Insights

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

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 septiembre 11, 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.

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 septiembre 11, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Central America, such as Southwest and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

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

    Departing from Chicago Midway Airport to Central America will take you 7h 25m. The distance from Chicago Midway Airport to Central America is about 2206 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $83. Users have also found prices from $156 and $165 on Delta 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 - Panama City Tocumen Intl 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$175Average$595FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$394Average$699FlexibilityNo cancel feeOn-time63%

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