$147 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 2/19. 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

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Everything you should know

Cheapest round-trip
$302
Delta
Thu 2/26Tue 3/3
SAP - MDW • 1 stop
Cheapest one-way
$147
Multiple Airlines
Thu 2/19
GUA - MDW • 2 stops
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We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

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

Thu, Feb 26 - Tue, Mar 3
Delta Logo
1:45 pm - 10:31 pm
SAP
-
MDW
8h 46m
1 stop
Delta Logo
6:00 am - 12:30 pm
MDW
-
SAP
6h 30m
1 stop
$302Delta
Wed, Apr 29 - Mon, May 4
Delta Logo
2:04 pm - 10:28 pm
SAL
-
MDW
7h 24m
1 stop
Delta Logo
6:00 am - 12:39 pm
MDW
-
SAL
7h 39m
1 stop
$303Delta
Tue, Feb 17 - Sat, Feb 21
Multiple Airlines Logo
1:28 pm - 7:07 pm
GUA
-
MDW
29h 39m
2 stops
Multiple Airlines Logo
8:00 am - 11:20 am
MDW
-
GUA
27h 20m
1 stop
$325Multiple Airlines
Sat, Mar 7 - Tue, Mar 10
Delta Logo
7:00 am - 10:31 pm
SJO
-
MDW
15h 31m
1 stop
Delta Logo
10:45 am - 9:15 pm
MDW
-
SJO
11h 30m
1 stop
$335Delta
Wed, Apr 8 - Wed, Apr 22
Multiple Airlines Logo
10:59 am - 4:09 pm
SAP
-
MDW
28h 10m
1 stop
Multiple Airlines Logo
7:30 am - 11:35 am
MDW
-
SAP
29h 05m
2 stops
$345Multiple Airlines
Fri, May 1 - Mon, May 4
Frontier Logo
1:42 pm - 7:31 pm
SAL
-
MDW
28h 49m
1 stop
Frontier Logo
6:00 am - 12:32 pm
MDW
-
SAL
7h 32m
1 stop
$348Frontier
Tue, Apr 21 - Sat, Apr 25
Southwest Logo
1:10 pm - 11:05 pm
SJO
-
MDW
8h 55m
1 stop
Southwest Logo
5:00 am - 12:15 pm
MDW
-
SJO
8h 15m
1 stop
$393Southwest
Thu, Apr 30 - Sun, May 3
LATAM Airlines Logo
1:11 pm - 10:28 pm
GUA
-
MDW
8h 17m
1 stop
LATAM Airlines Logo
6:00 am - 11:46 am
MDW
-
GUA
6h 46m
1 stop
$414LATAM Airlines
Thu, Apr 16 - Fri, Apr 24
Southwest Logo
1:10 pm - 9:55 pm
SJO
-
MDW
7h 45m
1 stop
Southwest Logo
5:35 am - 12:10 pm
MDW
-
SJO
7h 35m
1 stop
$418Southwest
Thu, Mar 5 - Thu, Mar 12
LATAM Airlines Logo
1:45 pm - 10:31 pm
SAP
-
MDW
8h 46m
1 stop
LATAM Airlines Logo
1:10 pm - 11:17 am
MDW
-
SAP
23h 07m
2 stops
$481LATAM Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$147
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Guatemala City to Chicago Midway Airport

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 4275 reviews
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
Airline reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)