$79 Find Cheap Flights from Chicago Midway Airport to Central America

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Central America departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Central America

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Central America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San Salvador
San Salvador1 stop$266
San José
San José1 stop$342
Guatemala City
Guatemala City2 stops$272
Panama City
Panama City1 stop$595
Liberia
Liberia1 stop$473
Managua
Managua1 stop$569
San Pedro Sula
San Pedro Sula1 stop$268
Coxen Hole
Coxen Hole1 stop$586
San Salvador
San Salvador1 stop$266
San José
San José1 stop$342
Guatemala City
Guatemala City2 stops$272
Panama City
Panama City1 stop$595
Liberia
Liberia1 stop$473
Managua
Managua1 stop$569
San Pedro Sula
San Pedro Sula1 stop$268
Coxen Hole
Coxen Hole1 stop$586

Book Cheap Midway to Central America Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Central America that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Central America

Tue, Jan 20 - Wed, Jan 28
Frontier Logo
1:20 pm - 1:21 pm
MDW
-
SAL
24h 01m1 stop
Frontier Logo
2:36 pm - 11:45 am
SAL
-
MDW
21h 09m1 stop
$266Frontier
Mon, Feb 2 - Thu, Feb 5
Delta Logo
6:00 am - 12:30 pm
MDW
-
SAP
6h 30m1 stop
Delta Logo
1:45 pm - 10:22 pm
SAP
-
MDW
8h 37m1 stop
$268Delta
Sun, Feb 1 - Fri, Feb 6
Delta Logo
6:00 am - 1:10 pm
MDW
-
SAL
7h 10m1 stop
Delta Logo
2:35 pm - 10:22 pm
SAL
-
MDW
7h 47m1 stop
$270Delta
Sun, Feb 22 - Wed, Feb 25
Multiple Airlines Logo
3:00 pm - 11:20 am
MDW
-
GUA
20h 20m2 stops
Multiple Airlines Logo
12:15 pm - 2:26 pm
GUA
-
MDW
26h 11m1 stop
$272Multiple Airlines
Sun, Feb 1 - Fri, Feb 6
Delta Logo
1:26 pm - 1:10 pm
MDW
-
SAL
23h 44m2 stops
Delta Logo
2:35 pm - 8:52 am
SAL
-
MDW
18h 17m2 stops
$274Delta
Mon, Jan 19 - Mon, Feb 2
Multiple Airlines Logo
10:07 am - 10:50 am
MDW
-
SAP
24h 43m1 stop
Multiple Airlines Logo
11:46 am - 7:58 pm
SAP
-
MDW
8h 12m1 stop
$283Multiple Airlines
Thu, Jan 8 - Thu, Jan 15
Frontier Logo
12:41 pm - 1:31 pm
MDW
-
SAL
24h 50m1 stop
Frontier Logo
10:56 am - 4:23 pm
SAL
-
MDW
29h 27m1 stop
$284Frontier
Mon, Feb 2 - Thu, Feb 5
Multiple Airlines Logo
5:01 pm - 10:50 am
MDW
-
SAP
17h 49m2 stops
Multiple Airlines Logo
11:46 am - 7:52 pm
SAP
-
MDW
8h 06m1 stop
$288Multiple Airlines
Mon, Feb 2 - Thu, Feb 12
Southwest Logo
6:15 am - 7:30 pm
MDW
-
SJO
13h 15m1 stop
Southwest Logo
1:50 pm - 10:15 pm
SJO
-
MDW
8h 25m1 stop
$359Southwest
Wed, Jan 14 - Thu, Jan 22
Southwest Logo
6:15 am - 1:00 pm
MDW
-
BZE
6h 45m1 stop
Southwest Logo
1:55 pm - 10:55 pm
BZE
-
MDW
9h 00m1 stop
$406Southwest
Booking Insights

KAYAK's insights & trends for Midway to Central America flights

Get data-powered insights and trends into flights from Midway to Central America to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Chicago Midway Airport and Central America?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago Midway Airport to Central America.

There is just one airline that flies from Chicago Midway Airport to Central America direct and that is Southwest. The best round-trip deal found from Southwest for the route is to San José (SJO) and costs $394.

Which airlines provide the cheapest flights from Chicago Midway Airport to Central America?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Central America were found on Delta ($268) and Frontier ($313).

Good to know

Low seasonNovember
Cheapest flight$79
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Chicago Midway Airport to San Salvador

FAQs - booking Central America flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Central America?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Central America.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Central America?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Central America is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Central America?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Central America with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Central America?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Central America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Central America?

    The cheapest time of day to fly to Central America is generally in the afternoon, when round-trip flights cost $461 on average. The most expensive time of day to fly to Central America is generally in the morning, which is peak travel time and where the average cost of a ticket is $876.

Reviews of the top airline flying from Midway to Central America

 
Need help choosing which airline to fly with from Midway to Central America? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4250 reviews
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything you need to know for your flight to Central America

Information on your arrival and departure airports