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Find cheap flights from Chicago Midway Airport to Central America from $107

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 10/3. 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
0 bags
Sat 6/29
Sat 7/6

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Best Central America Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

San Salvador
San Salvador2 stops$331
San José
San José1 stop$296
Guatemala City
Guatemala City1 stop$342
Panama City
Panama City1 stop$463
Liberia
Liberia1 stop$647
Managua
Managua1 stop$384
San Pedro Sula
San Pedro Sula1 stop$359

Good to know

Low season

August

High season

June

Cheapest flight

$107
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly with an average 30% increase in price.
Flight from Chicago Midway Airport to Guatemala City

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

See more FAQs

Top tips for finding cheap flights to Central America

  • Morning departure is around 10% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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
DeltaOverall score based on 10457 reviews
7.9Comfort
8.2Boarding
8.6Crew
7.4Food
8.0Entertainment
Airline reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

10.0 ExcellentAnonymous, May 2024MSP - YVR
Read more about Delta reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

Book cheap flights from Chicago to Central America

Recent round-trip flight deals

6/5Wed
1 stopFrontier
19h 23mMDW-SJO
6/9Sun
1 stopFrontier
28h 11mSJO-MDW
$296
6/5Wed
1 stopFrontier
19h 23mMDW-SJO
6/13Thu
1 stopFrontier
28h 15mSJO-MDW
$325
6/6Thu
2 stops
12h 39mMDW-SAL
6/12Wed
1 stop
20h 46mSAL-MDW
$331
7/22Mon
1 stopFrontier
6h 42mMDW-GUA
8/5Mon
1 stopFrontier
25h 00mGUA-MDW
$342
8/20Tue
1 stop
11h 21mMDW-SAL
9/10Tue
2 stops
14h 00mSAL-MDW
$352
8/19Mon
1 stopDelta
6h 40mMDW-GUA
8/26Mon
1 stopDelta
7h 41mGUA-MDW
$452
7/19Fri
1 stopDelta
9h 30mMDW-PTY
8/12Mon
1 stopDelta
7h 34mPTY-MDW
$463
7/1Mon
1 stopSouthwest
16h 45mMDW-SJO
7/4Thu
1 stopSouthwest
17h 55mSJO-MDW
$514
7/1Mon
1 stopSouthwest
16h 45mMDW-SJO
7/4Thu
2 stopsSouthwest
29h 00mSJO-MDW
$530
7/17Wed
2 stopsVolaris
18h 59mMDW-GUA
7/27Sat
2 stopsVolaris
16h 58mGUA-MDW
$953

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Recent one-way flight deals

10/3Thu
2 stopsDelta
18h 37mMDW-GUA
$107
10/26Sat
2 stopsDelta
18h 46mMDW-GUA
$111
6/6Thu
1 stopFrontier
16h 41mMDW-SAL
$111
10/3Thu
1 stopDelta
20h 51mMDW-GUA
$113
6/5Wed
1 stopFrontier
19h 23mMDW-SJO
$119
10/22Tue
2 stops
17h 53mMDW-GUA
$122
10/1Tue
2 stops
11h 42mMDW-GUA
$131
8/13Tue
2 stopsWestJet
21h 37mMDW-LIR
$344
7/2Tue
2 stopsAeromexico
30h 30mMDW-MGA
$815
7/10Wed
2 stopsAeromexico
11h 20mMDW-GUA
$1,074

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Last minute flights from Midway to Central America

Last minute flight, train and bus deals

6/1Sat
multi-stopFrontier
25h 23mMDW-SJO
6/9Sun
multi-stopFrontier
28h 11mSJO-MDW
$373
6/1Sat
multi-stopFrontier
25h 23mMDW-SJO
6/13Thu
multi-stopFrontier
28h 15mSJO-MDW
$403
6/3Mon
multi-stop
21h 42mMDW-SJO
6/5Wed
multi-stop
18h 49mSJO-MDW
$471
6/4Tue
multi-stop
9h 35mMDW-SAL
6/11Tue
multi-stop
20h 31mSAL-MDW
$511
6/2Sun
multi-stop
26h 36mMDW-SAL
6/11Tue
multi-stop
20h 31mSAL-MDW
$522
6/4Tue
multi-stop
24h 49mMDW-GUA
6/10Mon
multi-stop
25h 51mGUA-MDW
$527
5/31Fri
multi-stop
24h 32mMDW-SAL
6/3Mon
multi-stop
26h 37mSAL-MDW
$564
6/4Tue
multi-stopDelta
6h 48mMDW-PTY
6/5Wed
multi-stopDelta
7h 48mPTY-MDW
$1,037
6/2Sun
multi-stopDelta
6h 48mMDW-PTY
6/6Thu
multi-stopDelta
7h 48mPTY-MDW
$1,062
6/4Tue
multi-stopVolaris
19h 04mMDW-GUA
6/10Mon
multi-stopVolaris
16h 58mGUA-MDW
$1,186

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Chicago Midway Airport - Central America Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Central America - Chicago Midway Airport

Cabin classes: