$145 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 2/10. 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
$301
Typical prices: $581-$746
LATAM Airlines
Thu 5/7Tue 5/12
GUA - MDW • 1 stop
Cheapest one-way
$145
Multiple Airlines
Tue 2/10
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, May 7 - Tue, May 12
LATAM Airlines Logo
1:05 pm - 9:45 pm
GUA
-
MDW
7h 40m
1 stop
LATAM Airlines Logo
6:00 am - 11:43 am
MDW
-
GUA
6h 43m
1 stop
$301LATAM Airlines
Thu, Feb 12 - Mon, Feb 16
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, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
12:15 pm - 2:26 pm
GUA
-
MDW
26h 11m
1 stop
Multiple Airlines Logo
7:30 am - 11:20 am
MDW
-
GUA
27h 50m
1 stop
$302Multiple Airlines
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
Mon, Mar 9 - Sun, Apr 12
LATAM Airlines Logo
12:32 pm - 10:31 pm
SAP
-
MDW
8h 59m
1 stop
LATAM Airlines Logo
6:00 am - 11:17 am
MDW
-
SAP
6h 17m
1 stop
$321LATAM Airlines
Mon, Mar 16 - Mon, Mar 23
Multiple Airlines Logo
10:59 am - 6:13 pm
SAP
-
MDW
30h 14m
1 stop
Multiple Airlines Logo
9:51 pm - 10:04 am
MDW
-
SAP
13h 13m
1 stop
$324Multiple Airlines
Fri, Feb 13 - Mon, Mar 2
Delta Logo
7:00 am - 10:31 pm
SJO
-
MDW
15h 31m
1 stop
Delta Logo
12:45 pm - 10:02 pm
MDW
-
SJO
9h 17m
1 stop
$325Delta
Fri, Apr 24 - Tue, Apr 28
Southwest Logo
1:10 pm - 9:55 pm
SJO
-
MDW
7h 45m
1 stop
Southwest Logo
12:15 pm - 7:00 pm
MDW
-
SJO
7h 45m
1 stop
$375Southwest
Tue, May 5 - Tue, May 12
Southwest Logo
1:10 pm - 11:05 pm
SJO
-
MDW
8h 55m
1 stop
Southwest Logo
6:00 am - 12:10 pm
MDW
-
SJO
7h 10m
1 stop
$383Southwest
Mon, Mar 16 - Mon, Mar 23
Aeromexico Logo
12:30 pm - 10:31 pm
MGA
-
MDW
33h 01m
2 stops
Aeromexico Logo
10:45 am - 11:30 am
MDW
-
MGA
49h 45m
2 stops
$1,749Aeromexico
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$145
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 1% lower on average.
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 4267 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

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

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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)