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Central America

$92+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJO
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap 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 27, 2026.

This CheapOair deal was found by Cheapflights users on 1/26. 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.
Wed 4/86:00 am
MDW
-
GUA
1 stop8h 04m
Frontier
Mon 4/132:09 pm
GUA
-
MDW
1 stop28h 22m
Frontier
Deal found 1/26$271
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/239:22 pm
MDW
-
GUA
1 stop13h 58m
Multiple Airlines
Tue 3/109:40 pm
GUA
-
MDW
2 stops39h 01m
Multiple Airlines
Deal found 1/26$301
This Frontier deal was found by Cheapflights users on 1/25. 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.
Fri 4/106:00 am
MDW
-
GUA
1 stop8h 04m
Frontier
Mon 4/139:47 am
GUA
-
MDW
1 stop12h 26m
Frontier
Deal found 1/25$309
This Priceline deal was found by Cheapflights users on 1/27. 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.
Thu 4/95:11 pm
MDW
-
GUA
1 stop16h 19m
Frontier
Mon 4/132:09 pm
GUA
-
MDW
1 stop28h 22m
Frontier
Deal found 1/27$312
This Delta deal was found by Cheapflights users on 1/27. 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 2/106:00 am
MDW
-
GUA
1 stop6h 45m
Delta
Wed 2/252:14 pm
GUA
-
MDW
1 stop8h 17m
Delta
Deal found 1/27$316
This Delta deal was found by Cheapflights users on 1/27. 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 2/106:00 am
MDW
-
GUA
1 stop6h 45m
Delta
Thu 2/262:14 pm
GUA
-
MDW
2 stops18h 40m
Delta
Deal found 1/27$320
This Delta deal was found by Cheapflights users on 1/25. 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 3/36:00 am
MDW
-
SAL
1 stop7h 10m
Delta
Tue 3/102:13 pm
SAL
-
MDW
1 stop7h 18m
Delta
Deal found 1/25$336
This Travelocity deal was found by Cheapflights users on 1/26. 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.
Fri 2/69:45 am
MDW
-
SAL
1 stop25h 51m
Frontier
Sat 2/142:16 pm
SAL
-
MDW
1 stop29h 43m
Frontier
Deal found 1/26$341
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 3/72:56 pm
MDW
-
SJO
1 stop19h 44m
Multiple Airlines
Sat 3/1411:38 am
SJO
-
MDW
1 stop9h 07m
Multiple Airlines
Deal found 1/27$344
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/66:20 am
MDW
-
GUA
2 stops53h 00m
Multiple Airlines
Sat 2/1412:15 pm
GUA
-
MDW
1 stop26h 11m
Multiple Airlines
Deal found 1/25$347
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Sun 2/86:20 am
MDW
-
MGA
2 stops32h 36m
Multiple Airlines
Wed 2/119:20 am
MGA
-
MDW
1 stop28h 36m
Multiple Airlines
Deal found 1/26$347
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Sat 2/289:15 am
MDW
-
GUA
2 stops13h 35m
Multiple Airlines
Fri 3/612:15 pm
GUA
-
MDW
1 stop8h 38m
Multiple Airlines
Deal found 1/25$350

Find 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$271
(CheapOair)

One-way from

$92
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$338
Provider with most accurate pricing for Chicago (CHI)-San Salvador El Salvador Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San Salvador El Salvador Intl flights.
Search Deals
From Chicago Midway to Central America
Search Deals
One-way flight from Chicago Midway to Central America
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 27, 2026.
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

Wed 4/8

6:00 am-1:04 pm

1 stop8h 04m

Guatemala City La Aurora

Mon 4/13

9:47 am-11:13 pm

1 stop12h 26m

$274

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Mon 2/23

9:22 pm-11:20 am

1 stop13h 58m

Guatemala City La Aurora

Tue 3/10

9:40 pm-1:41 pm

2 stops39h 01m

$301

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Fri 4/10

6:00 am-1:04 pm

1 stop8h 04m

Guatemala City La Aurora

Mon 4/13

9:47 am-11:13 pm

1 stop12h 26m

$309

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Tue 2/10

6:00 am-12:45 pm

1 stop6h 45m

Guatemala City La Aurora

Wed 2/25

2:14 pm-10:31 pm

1 stop8h 17m

$316

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Tue 2/10

6:00 am-12:45 pm

1 stop6h 45m

Guatemala City La Aurora

Thu 2/26

2:14 pm-8:54 am

2 stops18h 40m

$320

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Tue 3/3

6:00 am-1:10 pm

1 stop7h 10m

San Salvador El Salvador Intl

Tue 3/10

2:13 pm-5:54 pm

2 stops26h 41m

$340

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Fri 2/6

9:45 am-11:36 am

1 stop25h 51m

San Salvador El Salvador Intl

Sat 2/14

2:16 pm-7:59 pm

1 stop29h 43m

$341

ChicagoManagua

MDW - MGA

MDWMGA

Chicago Midway

Sun 2/8

6:20 am-2:56 pm

2 stops32h 36m

Managua Augusto C Sandino

Wed 2/11

9:20 am-1:56 pm

1 stop28h 36m

$347

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Wed 2/25

5:00 am-12:50 pm

1 stop7h 50m

San José Juan Santamaria Intl

Fri 3/6

9:45 am-8:15 pm

1 stop10h 30m

$355

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Mon 2/9

5:01 pm-2:52 pm

2 stops21h 51m

San Salvador El Salvador Intl

Fri 2/13

8:00 am-9:29 pm

1 stop13h 29m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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
No data available for this route at this time. Please check back soon.

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 27, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Central America, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

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
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

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 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 6h 45m. The distance from Chicago Midway Airport to Central America is about 1886 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 - Belize City Philip S.W.Goldson 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.

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 airline flying from Midway to Central America

Discover the top airline 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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$394Average$682FlexibilityNo cancel feeOn-time63%

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