$119 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 8/26. 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

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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$312
San José
San José1 stop$354
Guatemala City
Guatemala City1 stop$290
Panama City
Panama City1 stop$465
Liberia
Liberia1 stop$450
Managua
Managua2 stops$1,371
San Pedro Sula
San Pedro Sula1 stop$311
Coxen Hole
Coxen Hole1 stop$669
San Salvador
San Salvador1 stop$312
San José
San José1 stop$354
Guatemala City
Guatemala City1 stop$290
Panama City
Panama City1 stop$465
Liberia
Liberia1 stop$450
Managua
Managua2 stops$1,371
San Pedro Sula
San Pedro Sula1 stop$311
Coxen Hole
Coxen Hole1 stop$669

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

Sat, Sep 13 - Sat, Sep 20
Frontier Logo
6:15 am - 12:04 pmMDW-GUA
6h 49m1 stop
Frontier Logo
1:49 pm - 11:17 pmGUA-MDW
8h 28m1 stop
$290Frontier
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Sat, Sep 20 - Fri, Oct 10
Frontier Logo
6:15 am - 12:04 pmMDW-GUA
6h 49m1 stop
Frontier Logo
1:29 pm - 11:25 pmGUA-MDW
8h 56m1 stop
$310Frontier
Find Deal
Tue, Sep 2 - Sun, Sep 7
Delta Logo
6:00 am - 11:20 amMDW-SAP
6h 20m1 stop
Delta Logo
12:35 pm - 9:26 pmSAP-MDW
7h 51m1 stop
$311Delta
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Sat, Oct 11 - Sat, Oct 18
Frontier Logo
6:10 am - 10:27 pmMDW-SAL
17h 17m1 stop
Frontier Logo
11:47 pm - 11:25 pmSAL-MDW
22h 38m1 stop
$312Frontier
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Wed, Sep 24 - Fri, Oct 3
Southwest Logo
6:25 am - 6:55 pmMDW-SJO
13h 30m1 stop
Southwest Logo
1:30 pm - 12:45 amSJO-MDW
10h 15m1 stop
$387Southwest
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Tue, Nov 11 - Fri, Nov 14
Southwest Logo
8:25 am - 8:30 pmMDW-SJO
12h 05m2 stops
Southwest Logo
9:00 am - 6:55 pmSJO-MDW
9h 55m1 stop
$391Southwest
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Tue, Sep 9 - Wed, Sep 17
Delta Logo
6:00 am - 12:27 pmMDW-SAL
7h 27m1 stop
Delta Logo
1:37 pm - 9:36 pmSAL-MDW
6h 59m1 stop
$396Delta
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Mon, Aug 25 - Thu, Aug 28
 Logo
9:32 am - 11:29 pmMDW-GUA
14h 57m2 stops
 Logo
12:34 am - 1:19 pmGUA-MDW
11h 45m2 stops
Sun, Sep 21 - Mon, Sep 29
 Logo
10:13 am - 10:27 amMDW-SJO
25h 14m1 stop
 Logo
12:19 pm - 3:58 pmSJO-MDW
26h 39m2 stops
Sun, Oct 12 - Wed, Oct 22
Aeromexico Logo
6:00 am - 11:30 amMDW-MGA
30h 30m2 stops
Aeromexico Logo
12:30 pm - 10:14 pmMGA-MDW
32h 44m2 stops
$1,371Aeromexico
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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 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 Frontier ($290) and Delta ($311).


Good to know

Low seasonMarch
Cheapest flight$119
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from Chicago Midway Airport to San Pedro Sula

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 airlines 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.
8.0
SouthwestOverall score based on 4246 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

10.0 ExcellentKevin, Jul 2025MDW - PUJ
Read more Southwest reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

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