$161 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 7/7. 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, Jul 11 - Mon, Jul 14
Frontier Logo
11:43 pm - 10:35 pmGUA-MDW
21h 52m1 stop
Frontier Logo
6:20 am - 10:38 pmMDW-GUA
17h 18m1 stop
$303Frontier
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Fri, Jul 4 - Wed, Jul 16
Frontier Logo
11:39 pm - 10:35 pmGUA-MDW
21h 56m1 stop
Frontier Logo
11:39 am - 10:38 pmMDW-GUA
11h 59m1 stop
$305Frontier
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Thu, Sep 11 - Mon, Sep 15
Southwest Logo
8:50 am - 7:25 pmSJO-MDW
9h 35m1 stop
Southwest Logo
6:35 am - 12:45 pmMDW-SJO
7h 10m1 stop
$358Southwest
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Tue, Sep 30 - Wed, Oct 15
Delta Logo
1:34 pm - 9:44 pmSAL-MDW
7h 10m1 stop
Delta Logo
6:00 am - 12:10 pmMDW-SAL
7h 10m1 stop
$365Delta
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Sun, Jun 29 - Fri, Jul 4
 Logo
12:23 pm - 9:44 amGUA-MDW
20h 21m2 stops
 Logo
10:31 am - 11:55 pmMDW-GUA
14h 24m2 stops
Wed, Jul 23 - Sun, Jul 27
Southwest Logo
8:45 am - 8:00 pmSJO-MDW
10h 15m2 stops
Southwest Logo
5:05 am - 11:00 amMDW-SJO
6h 55m1 stop
$379Southwest
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Sun, Jun 29 - Fri, Jul 4
 Logo
12:23 pm - 9:44 amGUA-MDW
20h 21m2 stops
 Logo
10:31 am - 10:10 amMDW-GUA
24h 39m3 stops
Wed, Oct 1 - Tue, Oct 21
Delta Logo
12:26 pm - 9:44 pmSAP-MDW
8h 18m1 stop
Delta Logo
6:00 am - 11:04 amMDW-SAP
6h 04m1 stop
$423Delta
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Mon, Aug 4 - Sat, Aug 9
Aeromexico Logo
3:48 pm - 4:10 pmSAL-MDW
23h 22m3 stops
Aeromexico Logo
6:00 am - 2:25 pmMDW-SAL
33h 25m3 stops
$848Aeromexico
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Tue, Sep 9 - Tue, Sep 23
Aeromexico Logo
3:09 pm - 9:26 pmSAL-MDW
29h 17m2 stops
Aeromexico Logo
6:00 am - 2:09 pmMDW-SAL
33h 09m2 stops
$1,070Aeromexico
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Good to know

Low seasonJuly
High seasonOctober
Cheapest flight$161
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.
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 4278 reviews
8.2Boarding
7.6Entertainment
8.6Crew
7.1Food
8.0Comfort
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

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.

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