$164 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 6/9. 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.
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Flights Deals

Cheap Flight Deals 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.

Recent round-trip flight deals from Central America to Midway

KAYAK's recommended round-trip deals from the most popular airlines that fly from Central America to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
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11:15 am - 8:17 pmGUA-MDW
8h 02m1 stop
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2:53 pm - 11:54 pmMDW-GUA
10h 01m2 stops
$325
Find Deal
Fri, May 23 - Fri, May 30
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12:59 am - 7:14 pmGUA-MDW
41h 15m2 stops
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8:36 pm - 11:54 pmMDW-GUA
28h 18m2 stops
$344
Find Deal
Wed, May 28 - Fri, Jun 6
Delta Logo
12:53 pm - 9:45 pmGUA-MDW
7h 52m1 stop
Delta Logo
6:00 am - 11:41 amMDW-GUA
6h 41m1 stop
$348Delta
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Tue, Jun 17 - Mon, Sep 1
Delta Logo
1:05 pm - 9:27 pmSAL-MDW
7h 22m1 stop
Delta Logo
6:00 am - 11:40 amMDW-SAL
6h 40m1 stop
$360Delta
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Wed, Jun 4 - Sat, Jun 7
Frontier Logo
11:50 pm - 9:00 amGUA-MDW
8h 10m1 stop
Frontier Logo
6:40 am - 10:42 pmMDW-GUA
17h 02m1 stop
$376Frontier
Find Deal
Wed, May 28 - Wed, Jun 4
Frontier Logo
11:50 pm - 10:17 pmGUA-MDW
21h 27m1 stop
Frontier Logo
6:30 am - 10:31 pmMDW-GUA
17h 01m1 stop
$377Frontier
Find Deal
Fri, May 30 - Mon, Jun 9
Southwest Logo
1:40 pm - 12:05 amSJO-MDW
9h 25m1 stop
Southwest Logo
5:05 am - 12:45 pmMDW-SJO
8h 40m1 stop
$426Southwest
Find Deal
Thu, Sep 11 - Mon, Sep 15
Southwest Logo
1:40 pm - 12:05 amSJO-MDW
9h 25m1 stop
Southwest Logo
9:00 am - 6:55 pmMDW-SJO
10h 55m2 stops
$430Southwest
Find Deal
Thu, Aug 28 - Tue, Sep 2
Aeromexico Logo
3:58 pm - 9:27 pmSAL-MDW
28h 29m2 stops
Aeromexico Logo
12:48 pm - 2:38 pmMDW-SAL
26h 50m2 stops
$2,227Aeromexico
Find Deal
Thu, May 29 - Thu, Jun 5
Aeromexico Logo
3:58 pm - 9:47 pmSAL-MDW
28h 49m2 stops
Aeromexico Logo
12:30 pm - 2:40 pmMDW-SAL
27h 10m2 stops
$2,430Aeromexico
Find Deal
Mon, Aug 25 - Sat, Aug 30
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Good to know

Low seasonMarch
High seasonOctober
Cheapest flight$164
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 8% 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.

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 4294 reviews
7.6Entertainment
7.1Food
8.6Crew
8.0Comfort
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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