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Cheap flights from Chicago Midway Airport to Central America from $103

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Central America departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Central America

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:41 pm - 1:31 pm
MDW
-
SAL
24h 50m1 stop
Frontier Logo
10:56 am - 4:23 pm
SAL
-
MDW
29h 27m1 stop
$252Frontier
Thu, Jan 8 - Thu, Jan 15
Delta Logo
6:00 am - 12:45 pm
MDW
-
GUA
6h 45m1 stop
Delta Logo
2:10 pm - 10:22 pm
GUA
-
MDW
8h 12m1 stop
$262Delta
Mon, Feb 2 - Thu, Feb 5
Frontier Logo
1:20 pm - 1:21 pm
MDW
-
SAL
24h 01m1 stop
Frontier Logo
2:36 pm - 11:45 am
SAL
-
MDW
21h 09m1 stop
$266Frontier
Tue, Jan 20 - Wed, Jan 28
Delta Logo
6:00 am - 12:30 pm
MDW
-
SAP
6h 30m1 stop
Delta Logo
1:45 pm - 10:22 pm
SAP
-
MDW
8h 37m1 stop
$268Delta
Mon, Feb 2 - Fri, Feb 6
Delta Logo
6:00 am - 1:10 pm
MDW
-
SAL
7h 10m1 stop
Delta Logo
2:35 pm - 10:22 pm
SAL
-
MDW
7h 47m1 stop
$270Delta
Fri, Jan 30 - Fri, Feb 6
Multiple Airlines Logo
7:00 pm - 10:50 am
MDW
-
SAP
15h 50m1 stop
Multiple Airlines Logo
4:20 am - 3:19 pm
SAP
-
MDW
10h 59m2 stops
$289Multiple Airlines
Mon, Feb 9 - Fri, Feb 27
Multiple Airlines Logo
9:38 am - 1:16 pm
MDW
-
GUA
27h 38m2 stops
Multiple Airlines Logo
12:15 pm - 2:26 pm
GUA
-
MDW
26h 11m1 stop
$295Multiple Airlines
Sat, Feb 7 - Thu, Feb 19
Southwest Logo
6:05 am - 12:50 pm
MDW
-
SJO
6h 45m1 stop
Southwest Logo
1:50 pm - 10:15 pm
SJO
-
MDW
8h 25m1 stop
$379Southwest
Sun, Feb 22 - Thu, Feb 26
Southwest Logo
6:15 am - 1:00 pm
MDW
-
BZE
6h 45m1 stop
Southwest Logo
1:55 pm - 10:40 pm
BZE
-
MDW
8h 45m1 stop
$400Southwest
Tue, Jan 27 - Thu, Feb 5
Porter Airlines Logo
11:05 am - 3:00 pm
MDW
-
LIR
27h 55m2 stops
Porter Airlines Logo
4:15 pm - 10:10 am
LIR
-
MDW
17h 55m1 stop
$531Porter Airlines
Thu, Jan 15 - Mon, Jan 19

Southwest flights from Chicago Midway Airport to Central America

Our best Southwest deals on Chicago Midway Airport to Central America flight tickets
Southwest
Feb 22
MDW6:05 amChicago Midway
6h 45m
1 stop
SJO12:50 pmSan José Juan Santamaria Intl
Feb 26
SJO1:50 pmSan José Juan Santamaria Intl
8h 25m
1 stop
MDW10:15 pmChicago Midway
$379
Find similar
Southwest
Jan 27
MDW6:15 amChicago Midway
6h 45m
1 stop
BZE1:00 pmBelize City Philip S.W.Goldson
Feb 5
BZE1:55 pmBelize City Philip S.W.Goldson
8h 45m
1 stop
MDW10:40 pmChicago Midway
$400
Find similar
Southwest
May 6
MDW12:15 pmChicago Midway
7h 45m
1 stop
SJO7:00 pmSan José Juan Santamaria Intl
May 13
SJO1:10 pmSan José Juan Santamaria Intl
8h 55m
1 stop
MDW11:05 pmChicago Midway
$408
Find similar

Delta flights from Chicago Midway Airport to Central America

Our best Delta deals on Chicago Midway Airport to Central America flight tickets
Delta
Feb 2
MDW6:00 amChicago Midway
6h 45m
1 stop
GUA12:45 pmGuatemala City La Aurora
Feb 5
GUA2:10 pmGuatemala City La Aurora
8h 12m
1 stop
MDW10:22 pmChicago Midway
$262
Find similar
Delta
Feb 2
MDW6:00 amChicago Midway
6h 30m
1 stop
SAP12:30 pmSan Pedro Sula Ramon Villeda
Feb 5
SAP1:45 pmSan Pedro Sula Ramon Villeda
8h 37m
1 stop
MDW10:22 pmChicago Midway
$268
Find similar
Delta
Jan 30
MDW6:00 amChicago Midway
7h 10m
1 stop
SAL1:10 pmSan Salvador El Salvador Intl
Feb 6
SAL2:35 pmSan Salvador El Salvador Intl
7h 47m
1 stop
MDW10:22 pmChicago Midway
$270
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Central America that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Central America that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Thu 1/8

12:41 pm-1:31 pm

1 stop24h 50m

San Salvador El Salvador Intl

Thu 1/15

10:56 am-4:23 pm

1 stop29h 27m

$252

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Mon 2/2

6:00 am-12:45 pm

1 stop6h 45m

Guatemala City La Aurora

Thu 2/5

2:10 pm-10:22 pm

1 stop8h 12m

$262

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Tue 1/20

1:20 pm-1:21 pm

1 stop24h 01m

San Salvador El Salvador Intl

Wed 1/28

2:36 pm-11:45 am

1 stop21h 09m

$266

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

Mon 2/2

6:00 am-12:30 pm

1 stop6h 30m

San Pedro Sula Ramon Villeda

Fri 2/6

1:45 pm-10:22 pm

1 stop8h 37m

$268

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Fri 1/30

6:00 am-1:10 pm

1 stop7h 10m

San Salvador El Salvador Intl

Fri 2/6

2:35 pm-10:22 pm

1 stop7h 47m

$270

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

Mon 2/9

7:00 pm-10:50 am

1 stop15h 50m

San Pedro Sula Ramon Villeda

Fri 2/27

4:20 am-3:19 pm

2 stops10h 59m

$289

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Sat 2/7

9:38 am-1:16 pm

2 stops27h 38m

Guatemala City La Aurora

Thu 2/19

12:15 pm-2:26 pm

1 stop26h 11m

$295

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Sun 2/22

6:05 am-12:50 pm

1 stop6h 45m

San José Juan Santamaria Intl

Thu 2/26

1:50 pm-10:15 pm

1 stop8h 25m

$379

ChicagoBelize City

MDW - BZE

MDWBZE

Chicago Midway

Tue 1/27

6:15 am-1:00 pm

1 stop6h 45m

Belize City Philip S.W.Goldson

Thu 2/5

1:55 pm-10:40 pm

1 stop8h 45m

$400

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Thu 1/15

11:05 am-3:00 pm

2 stops27h 55m

Liberia

Mon 1/19

4:15 pm-10:10 am

1 stop17h 55m

$531

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to Central America

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Central America?

The cheapest day to depart from Chicago Midway Airport to Central America is on a Thursday. Travelers who choose to depart for Central America on a Thursday will often find tickets for as low as $633. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,128.

Can stopping save me money on Chicago Midway Airport to Central America flights?

You could potentially save up to 45% on your flight if you consider stops on a Chicago Midway Airport to Central America flight.

Cheap Chicago Midway Airport to Central America flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Central America

Fastest flight time

6h 06m

Direct flights

None
The fastest flight from Chicago Midway Airport to Central America takes 6h 06m
There are no direct flights from Chicago Midway Airport to Central America. There are no popular flight routes from Chicago Midway Airport to Central America.
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  • When did momondo last update prices for flights from Chicago Midway Airport to Central America?

    Prices for flights from Chicago Midway Airport to Central America refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Central America?

  • How old do you have to be to fly from Chicago Midway Airport to Central America?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Central America.

  • What documentation or ID do you need to fly to Central America?

    The travel and health documents you'll need for your trip to Central America may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Central America. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago Midway Airport to Central America

Compare and see reviews for airlines that fly from Chicago Midway Airport to Central America with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $394Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Central America?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Central America. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Central America with flexible booking policies on momondo?

All flight searches from Chicago to Central America on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Central America?

Once all potential Chicago to Central America flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Central America right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Central America now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Central America and let you know when they change.

An easier way to manage your Central America trip

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Find better results for your trip to Central America

Popular cities in Central America

Popular flights according to clicks in the last 7 days on momondo
Flights to San Joséfrom $138
Flights to San Salvadorfrom $99
Flights to Guatemala Cityfrom $132
Flights to Panama Cityfrom $293
Flights to Managuafrom $177
Flights to Liberiafrom $210
Flights to San Pedro Sulafrom $114
Flights to Belize Cityfrom $225
Flights to Coxen Holefrom $324
Flights to Floresfrom $372
Flights to Bocas del Torofrom $663
Flights to Davidfrom $439