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Midway

$145+ Cheap flights from Central America to Midway (MDW)

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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Central America to Midway

Cheapest flights from Central America to Midway
Explore the most affordable flight options available from Central America to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This eDestinos deal was found by Cheapflights users on 12/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:06 pmSAL - MDW
1 stop9h 06mFrontier
Thu 1/16:12 amMDW - SAL
1 stop29h 44mFrontier
Deal found 12/10$266
This Orbitz deal was found by Cheapflights users on 12/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:55 pmGUA - MDW
1 stop26h 43mFrontier
Wed 12/312:16 pmMDW - GUA
1 stop28h 20mFrontier
Deal found 12/10$294
This Mytrip deal was found by Cheapflights users on 12/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/234:20 pmGUA - MDW
1 stop29h 38mFrontier
Tue 1/66:52 amMDW - GUA
2 stops28h 07mFrontier
Deal found 12/9$305
This eDestinos deal was found by Cheapflights users on 12/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:06 pmSAL - MDW
2 stops49h 31mFrontier
Thu 1/16:12 amMDW - SAL
1 stop29h 44mFrontier
Deal found 12/10$315
This Travelocity deal was found by Cheapflights users on 12/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:51 pmGUA - MDW
1 stop18h 14mFrontier
Thu 1/812:41 pmMDW - GUA
1 stop24h 38mFrontier
Deal found 12/10$319
This Priceline deal was found by Cheapflights users on 12/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:20 pmGUA - MDW
1 stop29h 38mFrontier
Fri 1/26:12 amMDW - GUA
1 stop7h 28mFrontier
Deal found 12/10$351
This Booking.com deal was found by Cheapflights users on 12/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:52 pmSJO - MDW
1 stop26h 46mFrontier
Wed 12/316:12 amMDW - SJO
1 stop7h 30mFrontier
Deal found 12/9$352
This Frontier deal was found by Cheapflights users on 12/9. 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.
Sat 12/2010:36 amSJO - MDW
1 stop10h 28mFrontier
Wed 12/316:12 amMDW - SJO
1 stop7h 30mFrontier
Deal found 12/9$365
This Frontier deal was found by Cheapflights users on 12/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:06 pmSAL - MDW
1 stop9h 06mFrontier
Thu 1/16:33 pmMDW - SAL
2 stops15h 02mFrontier
Deal found 12/11$365
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Wed 12/242:52 pmSJO - MDW
1 stop26h 46mMultiple Airlines
Wed 12/312:16 pmMDW - SJO
2 stops32h 59mMultiple Airlines
Deal found 12/9$366
This Kiwi.com deal was found by Cheapflights users on 12/9. 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.
Wed 12/242:52 pmSJO - MDW
1 stop26h 46mFrontier
Fri 1/26:12 amMDW - SJO
2 stops27h 09mFrontier
Deal found 12/9$368
This Kiwi.com deal was found by Cheapflights users on 12/11. 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.
Tue 12/302:38 pmGUA - MDW
1 stop30h 07mMultiple Airlines
Fri 1/22:16 pmMDW - GUA
1 stop23h 17mMultiple Airlines
Deal found 12/11$372

Find flight deals from Central America to Midway

Keep the following information in mind while searching for Central America to Midway flight deals. Data was last updated December 12, 2025.

Round-trip from

$265
(Kiwi.com)

One-way from

$145
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$402
From Central America to Chicago Midway
Search Deals
One-way flight from Central America to Chicago Midway
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Central America to Midway 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 December 12, 2025.
Use the filters below to find and compare flights from Central America to Chicago Midway Airport that are best for you.

Fly from

Central America

Fly to

Midway

Route

Depart

Return

Price

San Pedro SulaChicago

SAP - MDW

SAPMDW

San Pedro Sula Ramon Villeda

Wed 1/14

11:46 am-10:32 am

1 stop22h 46m

Chicago Midway

Mon 1/19

10:07 am-10:50 am

1 stop24h 43m

$265

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Wed 12/24

1:06 pm-5:38 pm

1 stop28h 32m

Chicago Midway

Thu 1/1

6:12 am-11:56 am

1 stop29h 44m

$266

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Sat 2/7

3:20 pm-10:22 pm

1 stop7h 02m

Chicago Midway

Wed 2/18

6:00 am-12:44 pm

1 stop6h 44m

$270

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Mon 12/22

1:06 pm-2:37 pm

2 stops49h 31m

Chicago Midway

Thu 1/1

6:12 am-11:56 am

1 stop29h 44m

$315

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Sun 12/28

7:51 pm-2:05 pm

1 stop18h 14m

Chicago Midway

Thu 1/8

12:41 pm-1:19 pm

1 stop24h 38m

$319

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Fri 2/27

2:35 pm-10:42 pm

1 stop8h 07m

Chicago Midway

Mon 3/9

6:30 am-12:25 pm

1 stop6h 55m

$332

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Tue 12/30

4:20 pm-9:58 pm

1 stop29h 38m

Chicago Midway

Fri 1/2

6:12 am-1:40 pm

1 stop7h 28m

$351

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 1/14

7:00 am-10:07 pm

1 stop15h 07m

Chicago Midway

Wed 1/21

9:32 am-10:15 pm

2 stops12h 43m

$356

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Thu 2/5

7:00 am-5:29 pm

1 stop10h 29m

Chicago Midway

Sun 2/22

12:46 pm-10:02 pm

1 stop9h 16m

$356

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Thu 2/19

2:25 pm-10:42 pm

1 stop8h 17m

Chicago Midway

Wed 2/25

9:34 am-10:02 pm

2 stops12h 28m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 60 results
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Best time to book a flight from Central America to Midway

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

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

Currently, July is the cheapest month in which you can book a flight from Central America to Chicago Midway Airport (average of $220). Flying from Central America to Chicago Midway Airport in May is currently the most expensive (average of $515). 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 CA to MDW?

Find hourly flight availability from Central America to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

One of the essential ways to save on airfare from Central America to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 75% on airfare.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated December 12, 2025.
See what other customers who have flown with Southwest from Central America to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Entertainment

7.5

Overall

7.9

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Central America to Midway. 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 Central America to Chicago Midway Airport?

    Departing from Central America to Chicago Midway Airport will take you 6h 30m. There are 1675 mi between Central America and Chicago Midway Airport. This flight may include one or multiple stops.

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

    The most popular route from Central America to Chicago Midway Airport is San José Juan Santamaria Intl - Chicago Midway. You may also consider Guatemala City La Aurora - Chicago Midway or Panama City Tocumen Intl - Chicago Midway.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Central America to Chicago Midway Airport (average of $220). Flying from Central America to Chicago Midway Airport in May is currently the most expensive (average of $515). 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Central America to Midway

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

Discover the top airline that operate flights from Central America to Midway. 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$463Average$646FlexibilityNo cancel feeOn-time63%

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