$165 Find Cheap Flights from Central America to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 8/23. 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 Central America to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Central America to Midway 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 Central America to Midway

Fri, Nov 7 - Mon, Nov 10
Delta Logo
1:26 pm - 9:44 pmSAP-MDW
8h 18m1 stop
Delta Logo
6:00 am - 12:06 pmMDW-SAP
6h 06m1 stop
$278Delta
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Sat, Nov 1 - Tue, Nov 18
Delta Logo
12:24 pm - 9:44 pmSAP-MDW
8h 20m1 stop
Delta Logo
6:00 am - 12:06 pmMDW-SAP
6h 06m1 stop
$287Delta
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Fri, Aug 22 - Mon, Aug 25
Frontier Logo
1:38 pm - 11:27 pmGUA-MDW
8h 49m1 stop
Frontier Logo
6:15 am - 12:18 pmMDW-GUA
7h 03m1 stop
$289Frontier
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Wed, Sep 24 - Tue, Sep 30
Southwest Logo
1:40 pm - 11:20 pmSJO-MDW
8h 40m1 stop
Southwest Logo
9:10 am - 6:55 pmMDW-SJO
10h 45m1 stop
$316Southwest
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Thu, Aug 21 - Mon, Aug 25
 Logo
12:34 am - 3:02 pmGUA-MDW
13h 28m2 stops
 Logo
9:32 am - 11:29 pmMDW-GUA
14h 57m2 stops
Wed, Aug 13 - Sun, Aug 24
Frontier Logo
11:43 pm - 1:47 pmGUA-MDW
13h 04m1 stop
Frontier Logo
6:15 am - 12:28 pmMDW-GUA
7h 13m1 stop
$349Frontier
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Tue, Aug 26 - Sat, Aug 30
Southwest Logo
1:40 pm - 11:20 pmSJO-MDW
8h 40m1 stop
Southwest Logo
10:10 am - 6:55 pmMDW-SJO
9h 45m1 stop
$379Southwest
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Thu, Jul 24 - Thu, Jul 31
 Logo
12:59 am - 3:06 pmGUA-MDW
13h 07m2 stops
 Logo
9:12 pm - 10:17 amMDW-GUA
14h 05m1 stop
Tue, Aug 12 - Tue, Aug 19
Aeromexico Logo
12:30 pm - 9:49 pmMGA-MDW
32h 19m2 stops
Aeromexico Logo
6:04 am - 11:30 amMDW-MGA
30h 26m2 stops
$1,289Aeromexico
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Mon, Jul 28 - Mon, Aug 4
Aeromexico Logo
12:30 pm - 4:20 pmMGA-MDW
26h 50m2 stops
Aeromexico Logo
10:31 am - 11:30 amMDW-MGA
49h 59m2 stops
$1,862Aeromexico
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Good to know

Low seasonMarch
High seasonOctober
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 4% increase in price.

FAQs for booking Central America to Chicago Midway Airport flights

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

    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 Central America to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from 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 Central America to Chicago Midway Airport?

    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 to Chicago Midway Airport with an airline and back to Central America with another airline.

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

    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 to Chicago Midway Airport from Central America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Central America to Midway

 
Need help choosing which airline to fly with from Central America to Midway? 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 4278 reviews
8.2Boarding
7.6Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

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.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

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.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

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