Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Chicago Midway Airport to Central America from $77

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 5/15. 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 6/1
Sat 6/8

Search hundreds of travel sites at once for deals on flights to Central America

In the last 7 days travelers have searched 43,740,974 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Best Central America Flight Deals

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

San José
San José2 stops$281
San Salvador
San Salvador2 stops$252
Guatemala City
Guatemala City1 stop$195
Panama City
Panama City1 stop$468
Liberia
Liberia1 stop$657
Managua
Managua2 stops$296
San Pedro Sula
San Pedro Sula1 stop$229
Coxen Hole
Coxen Hole1 stop$1,136

Good to know

Low season

July

High season

March

Cheapest flight

$77
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 31% increase in price.
Flight from Chicago Midway Airport to San José

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 36% 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 10858 reviews
8.6Crew
8.2Boarding
7.9Comfort
7.4Food
8.0Entertainment
Airline reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

8.0 ExcellentAnonymous, May 2024ATL - ATW
Read more about Delta reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

Book cheap flights from Chicago to Central America

Recent round-trip flight deals

5/16Thu
1 stopFrontier
17h 39mMDW-GUA
5/20Mon
1 stopFrontier
17h 44mGUA-MDW
$195
5/28Tue
1 stop
7h 37mMDW-SAP
6/4Tue
1 stop
21h 52mSAP-MDW
$229
5/15Wed
2 stops
14h 44mMDW-SAL
6/6Thu
1 stop
10h 56mSAL-MDW
$252
5/31Fri
1 stopFrontier
6h 58mMDW-GUA
6/7Fri
1 stopFrontier
15h 44mGUA-MDW
$284
5/30Thu
2 stopsDelta
12h 53mMDW-GUA
6/4Tue
1 stopDelta
7h 55mGUA-MDW
$397
5/30Thu
2 stopsDelta
12h 53mMDW-GUA
6/6Thu
1 stopDelta
7h 55mGUA-MDW
$466
5/25Sat
2 stopsVolaris
19h 04mMDW-GUA
6/8Sat
2 stopsVolaris
16h 58mGUA-MDW
$666
6/6Thu
2 stopsVolaris
19h 04mMDW-GUA
6/11Tue
2 stopsVolaris
17h 03mGUA-MDW
$776
9/2Mon
2 stopsAeromexico
30h 44mMDW-GUA
9/11Wed
2 stopsAeromexico
24h 54mGUA-MDW
$1,323
5/29Wed
2 stopsAeromexico
11h 13mMDW-GUA
6/4Tue
2 stopsAeromexico
13h 17mGUA-MDW
$1,366

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/15Wed
1 stopFrontier
26h 16mMDW-SJO
$77
6/8Sat
1 stop
21h 21mMDW-GUA
$107
8/27Tue
1 stopDelta
6h 36mMDW-GUA
$111
9/1Sun
1 stopDelta
26h 25mMDW-GUA
$112
5/29Wed
2 stops
20h 55mMDW-GUA
$114
8/6Tue
1 stopKLM
17h 46mMDW-GUA
$261
7/18Thu
1 stopKLM
10h 57mMDW-SJO
$386
5/28Tue
2 stopsWestJet
23h 17mMDW-LIR
$1,218
5/28Tue
2 stopsWestJet
31h 32mMDW-LIR
$1,223
8/30Fri
2 stopsAeromexico
10h 39mMDW-GUA
$1,637

Search by stops

Search by airline

Search by price

Last minute flights from Midway to Central America

Last minute flight, train and bus deals

5/4Sat
multi-stop
14h 21mMDW-SJO
5/7Tue
multi-stop
12h 50mSJO-MDW
$383
5/4Sat
multi-stop
16h 45mMDW-SJO
5/11Sat
multi-stop
12h 20mSJO-MDW
$387
5/4Sat
multi-stop
36h 07mMDW-SJO
5/7Tue
multi-stop
12h 50mSJO-MDW
$391
5/4Sat
multi-stop
36h 07mMDW-SJO
5/11Sat
multi-stop
12h 20mSJO-MDW
$392
5/4Sat
multi-stop
36h 07mMDW-SJO
5/11Sat
multi-stop
12h 20mSJO-MDW
$394
5/7Tue
multi-stop
16h 30mMDW-SJO
5/14Tue
multi-stop
12h 50mSJO-MDW
$408
5/7Tue
multi-stopDelta
6h 01mMDW-SAP
5/9Thu
multi-stopDelta
43h 30mSAP-MDW
$611
5/7Tue
multi-stopDelta
22h 40mMDW-SAP
5/9Thu
multi-stopDelta
43h 30mSAP-MDW
$631
5/6Mon
multi-stopAeromexico
13h 55mMDW-GUA
5/20Mon
multi-stopAeromexico
13h 09mGUA-MDW
$1,614
5/7Tue
multi-stopWestJet
23h 17mMDW-LIR
5/15Wed
multi-stopWestJet
27h 33mLIR-MDW
$3,282

Search by stops

Search by airline

Search by price

Chicago Midway Airport - Central America Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Central America - Chicago Midway Airport

Cabin classes: