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Central America

$109+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJO
jul. 13 — jul. 201
dom. 7/13
dom. 7/20
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 julio 8, 2025.

Round-trip from

$312
(Mytrip)

One-way from

$109
(Delta)

Popular in

December

Cheapest in

September

Average price

$580
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. 20% potential increase in price ($129 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 8, 2025.

This Mytrip deal was found by Cheapflights users on 7/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/1611:39 amMDW - GUA
1 stop11h 59mFrontier
mié. 7/3011:43 pmGUA - MDW
1 stop22h 34mFrontier
Deal found 7/6$312
This Kiwi.com deal was found by Cheapflights users on 7/7. 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.
sáb. 7/269:12 pmMDW - GUA
2 stops15h 12mMultiple Airlines
sáb. 8/211:12 amGUA - MDW
1 stop8h 10mMultiple Airlines
Deal found 7/7$313
This Booking.com deal was found by Cheapflights users on 7/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/86:10 amMDW - SAL
1 stop17h 17mFrontier
vie. 11/1412:47 amSAL - MDW
1 stop22h 22mFrontier
Deal found 7/6$321
This Priceline deal was found by Cheapflights users on 7/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/116:10 amMDW - SJO
1 stop7h 19mFrontier
sáb. 10/181:49 pmSJO - MDW
1 stop8h 20mFrontier
Deal found 7/7$322
This Frontier deal was found by Cheapflights users on 7/8. 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.
sáb. 9/136:10 amMDW - SAP
1 stop6h 28mFrontier
sáb. 9/2012:58 pmSAP - MDW
1 stop8h 35mFrontier
Deal found 7/8$335
This Southwest deal was found by Cheapflights users on 7/7. 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.
mié. 10/16:15 amMDW - SJO
1 stop7h 30mSouthwest
mié. 10/812:35 pmSJO - MDW
1 stop9h 00mSouthwest
Deal found 7/7$344
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
mié. 8/1311:39 amMDW - SAL
1 stop12h 06mMultiple Airlines
mié. 8/2012:05 pmSAL - MDW
1 stop25h 32mMultiple Airlines
Deal found 7/8$368
This Kiwi.com deal was found by Cheapflights users on 7/7. 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. 9/52:39 pmMDW - SJO
2 stops21h 35mMultiple Airlines
dom. 9/1411:27 amSJO - MDW
1 stop19h 06mMultiple Airlines
Deal found 7/7$402
This Delta deal was found by Cheapflights users on 7/7. 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.
mié. 8/136:04 amMDW - GUA
1 stop6h 26mDelta
mié. 8/271:05 pmGUA - MDW
1 stop7h 39mDelta
Deal found 7/7$432
This Kiwi.com deal was found by Cheapflights users on 7/7. 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. 7/256:20 amMDW - SAP
2 stops30h 32mMultiple Airlines
lun. 7/2812:47 pmSAP - MDW
1 stop8h 36mMultiple Airlines
Deal found 7/7$434
This Delta deal was found by Cheapflights users on 7/6. 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.
jue. 9/256:00 amMDW - LIR
1 stop7h 00mDelta
dom. 9/281:25 pmLIR - MDW
1 stop7h 11mDelta
Deal found 7/6$473
This Southwest deal was found by Cheapflights users on 7/7. 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.
jue. 11/135:10 amMDW - LIR
1 stop8h 40mSouthwest
mié. 11/192:45 pmLIR - MDW
1 stop7h 25mSouthwest
Deal found 7/7$491

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 julio 8, 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

sáb. 9/6

6:10 am-12:04 pm

1 stop6h 54m

Guatemala City La Aurora

sáb. 9/13

1:49 pm-10:33 pm

1 stop7h 44m

$312

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

sáb. 7/26

9:12 pm-11:24 am

2 stops15h 12m

Guatemala City La Aurora

sáb. 8/2

11:12 am-8:22 pm

1 stop8h 10m

$313

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

sáb. 11/8

6:10 am-11:27 pm

1 stop17h 17m

San Salvador El Salvador Intl

vie. 11/14

12:47 am-11:09 pm

1 stop22h 22m

$321

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

sáb. 9/13

6:10 am-11:38 am

1 stop6h 28m

San Pedro Sula Ramon Villeda

sáb. 9/20

12:58 pm-10:33 pm

1 stop8h 35m

$335

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

mié. 10/1

6:15 am-12:45 pm

1 stop7h 30m

San José Juan Santamaria Intl

mié. 10/8

12:35 pm-10:35 pm

1 stop9h 00m

$344

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

mié. 8/13

11:39 am-10:45 pm

1 stop12h 06m

San Salvador El Salvador Intl

mié. 8/20

12:05 pm-2:37 pm

1 stop25h 32m

$368

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

vie. 9/5

2:39 pm-11:14 am

2 stops21h 35m

San José Juan Santamaria Intl

dom. 9/14

11:27 am-7:33 am

1 stop19h 06m

$402

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

mié. 8/13

6:04 am-11:30 am

1 stop6h 26m

Guatemala City La Aurora

mié. 8/27

1:05 pm-9:44 pm

1 stop7h 39m

$432

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

vie. 7/25

6:20 am-11:52 am

2 stops30h 32m

San Pedro Sula Ramon Villeda

lun. 7/28

12:47 pm-10:23 pm

1 stop8h 36m

$434

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

jue. 9/25

6:00 am-12:00 pm

1 stop7h 00m

Liberia

dom. 9/28

1:25 pm-9:36 pm

1 stop7h 11m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

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.

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 julio 8, 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 julio 8, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Central America, such as Southwest, Delta, and KLM. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,258 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,962 reviews
Southwest
8.0
Very good
4,258 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
KLM
7.8
Good
1,370 reviews
Southwest
8.0
Very good
4,258 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Aeromexico
7.5
Good
1,719 reviews
Southwest
8.0
Very good
4,258 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
WestJet
7.2
Good
2,920 reviews
Southwest
8.0
Very good
4,258 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $109. Users have also found prices from $111 and $222 on Frontier and Southwest, respectively.

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

    Most travelers choose Chicago Midway - Liberia, Chicago Midway - San José Juan Santamaria 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.

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 julio 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$477Average$692FlexibilityNo cancel feeOn-time63%
DeltaCheapest$544Average$779FlexibilityNo cancel feeOn-timeN/A

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