$109 Find Cheap Flights from Chicago Midway Airport to Central America

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Central America departing on 1/26. 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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Cheap Flights from Midway to Central America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San Salvador
San Salvador1 stop$340
San José
San José1 stop$312
Guatemala City
Guatemala City1 stop$260
Panama City
Panama City1 stop$466
Liberia
Liberia1 stop$472
Managua
Managua2 stops$478
San Pedro Sula
San Pedro Sula2 stops$315
Coxen Hole
Coxen Hole2 stops$884
San Salvador
San Salvador1 stop$340
San José
San José1 stop$312
Guatemala City
Guatemala City1 stop$260
Panama City
Panama City1 stop$466
Liberia
Liberia1 stop$472
Managua
Managua2 stops$478
San Pedro Sula
San Pedro Sula2 stops$315
Coxen Hole
Coxen Hole2 stops$884

Book Cheap Midway to Central America Plane Tickets

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

Thu, Nov 27 - Sun, Dec 7
Multiple Airlines Logo
4:00 pm - 10:15 amMDW-GUA
18h 15m1 stop
Multiple Airlines Logo
2:38 pm - 10:12 pmGUA-MDW
31h 34m2 stops
$260Multiple Airlines
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Thu, Nov 27 - Sun, Dec 7
Multiple Airlines Logo
4:00 pm - 10:15 amMDW-GUA
18h 15m1 stop
Multiple Airlines Logo
3:00 pm - 9:58 pmGUA-MDW
30h 58m1 stop
$267Multiple Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
6:00 am - 11:15 amMDW-SAP
6h 15m1 stop
Delta Logo
12:35 pm - 9:46 pmSAP-MDW
8h 11m1 stop
$321Delta
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Mon, Nov 10 - Thu, Nov 13
Delta Logo
6:00 am - 11:59 amMDW-SAP
5h 59m1 stop
Delta Logo
1:14 pm - 11:40 pmSAP-MDW
10h 26m1 stop
$322Delta
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Fri, Nov 14 - Fri, Nov 21
Frontier Logo
6:15 am - 1:04 pmMDW-GUA
6h 49m1 stop
Frontier Logo
2:40 pm - 10:43 pmGUA-MDW
8h 03m1 stop
$353Frontier
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Mon, Nov 10 - Mon, Nov 17
Frontier Logo
6:15 am - 1:09 pmMDW-SAL
6h 54m1 stop
Frontier Logo
2:24 pm - 10:11 pmSAL-MDW
7h 47m1 stop
$397Frontier
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Sun, Nov 2 - Tue, Nov 4
Southwest Logo
8:00 am - 8:30 pmMDW-SJO
12h 30m1 stop
Southwest Logo
9:00 am - 6:25 pmSJO-MDW
9h 25m1 stop
$436Southwest
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Sun, Nov 30 - Tue, Dec 9
Southwest Logo
5:25 am - 1:15 pmMDW-SJO
7h 50m1 stop
Southwest Logo
9:00 am - 4:35 pmSJO-MDW
7h 35m1 stop
$437Southwest
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Tue, Jan 13 - Thu, Jan 22
WestJet Logo
9:50 am - 2:09 pmMDW-BZE
28h 19m2 stops
WestJet Logo
4:25 pm - 6:36 pmBZE-MDW
26h 11m2 stops
$626WestJet
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Tue, Jan 13 - Mon, Jan 19
WestJet Logo
1:49 pm - 2:09 pmMDW-BZE
24h 20m2 stops
WestJet Logo
4:25 pm - 6:36 pmBZE-MDW
26h 11m2 stops
$640WestJet
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Booking Insights

KAYAK's insights & trends for Midway to Central America flights

Get data-powered insights and trends into flights from Midway to Central America to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Chicago Midway Airport and Central America?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago Midway Airport to Central America.

There is just one airline that flies from Chicago Midway Airport to Central America direct and that is Southwest. The best round-trip deal found from Southwest for the route is to San José (SJO) and costs $394.

Which airlines provide the cheapest flights from Chicago Midway Airport to Central America?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Central America were found on Delta ($321) and Frontier ($353).

Good to know

Low seasonMarch
Cheapest flight$109
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Chicago Midway Airport to San Salvador

FAQs - booking Central America flights

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

    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 Chicago Midway Airport to Central America.

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

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

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

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

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

  • What is the cheapest time of day to fly to Central America?

    The cheapest time of day to fly to Central America is generally in the afternoon, when round-trip flights cost $461 on average. The most expensive time of day to fly to Central America is generally in the morning, which is peak travel time and where the average cost of a ticket is $876.

Reviews of the top airline flying from Midway to Central America

 
Need help choosing which airline to fly with from Midway to Central America? 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 4243 reviews
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Everything you need to know for your flight to Central America

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