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Cheap flights from Chicago Midway Airport to Central America from $117

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 8/13. 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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Find the cheapest flights from Chicago Midway Airport to Central America

Cheap round-trip flights

Frontier Logo
6:15 am - 12:04 pmMDW-GUA
6h 49m1 stop
Frontier Logo
1:49 pm - 11:17 pmGUA-MDW
8h 28m1 stop
$290Frontier
Find Deal
Sat, Sep 13 - Sat, Sep 20
Frontier Logo
11:39 am - 10:45 pmMDW-SAL
12h 06m1 stop
Frontier Logo
11:44 pm - 10:08 amSAL-MDW
9h 24m1 stop
$298Frontier
Find Deal
Wed, Aug 13 - Sat, Aug 23
Frontier Logo
6:15 am - 12:04 pmMDW-GUA
6h 49m1 stop
Frontier Logo
1:29 pm - 11:25 pmGUA-MDW
8h 56m1 stop
$310Frontier
Find Deal
Sat, Sep 20 - Fri, Oct 10
Delta Logo
6:00 am - 11:20 amMDW-SAP
6h 20m1 stop
Delta Logo
12:35 pm - 9:26 pmSAP-MDW
7h 51m1 stop
$311Delta
Find Deal
Tue, Sep 2 - Sun, Sep 7
Delta Logo
6:00 am - 12:27 pmMDW-SAL
7h 27m1 stop
Delta Logo
1:37 pm - 9:36 pmSAL-MDW
6h 59m1 stop
$396Delta
Find Deal
Tue, Sep 9 - Wed, Sep 17
Logo
9:32 am - 11:29 pmMDW-GUA
14h 57m2 stops
Logo
12:34 am - 1:19 pmGUA-MDW
11h 45m2 stops
$442
Find Deal
Mon, Aug 25 - Thu, Aug 28
Logo
9:17 am - 11:20 pmMDW-SAP
15h 03m2 stops
Logo
11:00 am - 7:23 amSAP-MDW
19h 23m1 stop
$454
Find Deal
Sun, Aug 31 - Sun, Sep 7
Southwest Logo
7:45 am - 6:55 pmMDW-SJO
12h 10m1 stop
Southwest Logo
8:50 am - 6:15 pmSJO-MDW
8h 25m1 stop
$479Southwest
Find Deal
Fri, Sep 5 - Mon, Sep 8
Southwest Logo
5:05 am - 12:45 pmMDW-SJO
8h 40m1 stop
Southwest Logo
8:45 am - 8:45 pmSJO-MDW
11h 00m2 stops
$484Southwest
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Fri, Aug 22 - Sat, Aug 30
Aeromexico Logo
6:00 am - 11:30 amMDW-MGA
30h 30m2 stops
Aeromexico Logo
12:30 pm - 10:14 pmMGA-MDW
32h 44m2 stops
$1,371Aeromexico
Find Deal
Sun, Oct 12 - Wed, Oct 22

Frontier flights from Chicago Midway Airport to Central America

Our best Frontier deals on Chicago Midway Airport to Central America flight tickets
Frontier
Sep 13
MDW6:15 amChicago Midway
6h 49m
1 stop
GUA12:04 pmGuatemala City La Aurora
Sep 20
GUA1:49 pmGuatemala City La Aurora
8h 28m
1 stop
MDW11:17 pmChicago Midway
$290
Find similar
Frontier
Aug 13
MDW11:39 amChicago Midway
12h 06m
1 stop
SAL10:45 pmSan Salvador El Salvador Intl
Aug 23
SAL11:44 pmSan Salvador El Salvador Intl
9h 24m
1 stop
MDW10:08 amChicago Midway
$298
Find similar
Frontier
Sep 20
MDW6:15 amChicago Midway
6h 49m
1 stop
GUA12:04 pmGuatemala City La Aurora
Oct 10
GUA1:29 pmGuatemala City La Aurora
8h 56m
1 stop
MDW11:25 pmChicago Midway
$310
Find similar

Southwest flights from Chicago Midway Airport to Central America

Our best Southwest deals on Chicago Midway Airport to Central America flight tickets
Southwest
Sep 5
MDW7:45 amChicago Midway
12h 10m
1 stop
SJO6:55 pmSan José Juan Santamaria Intl
Sep 8
SJO8:50 amSan José Juan Santamaria Intl
8h 25m
1 stop
MDW6:15 pmChicago Midway
$479
Find similar
Southwest
Aug 22
MDW5:05 amChicago Midway
8h 40m
1 stop
SJO12:45 pmSan José Juan Santamaria Intl
Aug 30
SJO8:45 amSan José Juan Santamaria Intl
11h 00m
2 stops
MDW8:45 pmChicago Midway
$484
Find similar
Southwest
Oct 2
MDW5:00 amChicago Midway
8h 00m
1 stop
SJO12:00 pmSan José Juan Santamaria Intl
Oct 8
SJO1:00 pmSan José Juan Santamaria Intl
9h 35m
1 stop
MDW11:35 pmChicago Midway
$492
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 August 2, 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

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Sat 9/13

6:15 am-12:04 pm

1 stop6h 49m

Guatemala City La Aurora

Sat 9/20

1:49 pm-11:17 pm

1 stop8h 28m

$290

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Wed 8/13

11:39 am-10:45 pm

1 stop12h 06m

San Salvador El Salvador Intl

Sat 8/23

11:44 pm-10:08 am

1 stop9h 24m

$298

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Sat 9/20

6:15 am-12:04 pm

1 stop6h 49m

Guatemala City La Aurora

Fri 10/10

1:29 pm-11:25 pm

1 stop8h 56m

$310

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

Tue 9/2

6:00 am-11:20 am

1 stop6h 20m

San Pedro Sula Ramon Villeda

Sun 9/7

12:35 pm-9:26 pm

1 stop7h 51m

$311

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Tue 9/9

6:00 am-12:27 pm

1 stop7h 27m

San Salvador El Salvador Intl

Wed 9/17

1:37 pm-9:36 pm

1 stop6h 59m

$396

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Mon 8/25

9:32 am-11:29 pm

2 stops14h 57m

Guatemala City La Aurora

Thu 8/28

12:34 am-1:19 pm

2 stops11h 45m

$442

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

Sun 8/31

9:17 am-11:20 pm

2 stops15h 03m

San Pedro Sula Ramon Villeda

Sun 9/7

11:00 am-7:23 am

1 stop19h 23m

$454

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Fri 9/5

7:45 am-6:55 pm

1 stop12h 10m

San José Juan Santamaria Intl

Mon 9/8

8:50 am-6:15 pm

1 stop8h 25m

$479

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Fri 8/22

5:05 am-12:45 pm

1 stop8h 40m

San José Juan Santamaria Intl

Sat 8/30

8:45 am-8:45 pm

2 stops11h 00m

$484

ChicagoManagua

MDW - MGA

MDWMGA

Chicago Midway

Sun 10/12

6:00 am-11:30 am

2 stops30h 30m

Managua Augusto C Sandino

Wed 10/22

12:30 pm-10:14 pm

2 stops32h 44m

$1,371

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 month to fly to Central America?

In general, August is the cheapest month to fly from Chicago Midway Airport to Central America. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $514. If you don’t want to visit Central America in August, then you should wait until September to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $552.

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.

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

Best Price Found

$117

Fastest flight time

5h 35m

Direct flights

None

Airports in Central America

7 airports
The best one-way flight to Central America from Chicago Midway Airport in the past 72 hours is $117. The best round-trip flight deal from Chicago Midway Airport to Central America found on momondo in the last 72 hours is $290.
The fastest flight from Chicago Midway Airport to Central America takes 5h 35m
There are no direct flights from Chicago Midway Airport to Central America. Popular non-direct routes for this connection are Chicago Midway Airport - Guatemala City La Aurora Airport, Chicago Midway Airport - San Salvador El Salvador Intl Airport and Chicago Midway Airport - San Pedro Sula Ramon Villeda Airport.
There are 7 airports near Central America: Guatemala City La Aurora (GUA), San Pedro Sula Ramon Villeda (SAP), Liberia (LIR), Panama City Tocumen Intl (PTY), San José Juan Santamaria Intl (SJO), Belize City Philip S.W.Goldson (BZE), San Salvador El Salvador Intl (SAL)
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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
DeltaPriceFrom $175Free CancellationRating
8.0
7,983 reviews
Search Delta flights
SouthwestPriceFrom $436Free CancellationRating
8.0
4,246 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.

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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 José, San José Provincefrom $117
Flights to San Salvadorfrom $111
Flights to Guatemala Cityfrom $123
Flights to Panama Cityfrom $309
Flights to Managuafrom $219
Flights to Liberiafrom $238
Flights to San Pedro Sulafrom $175
Flights to Belize Cityfrom $260
Flights to Coxen Holefrom $325
Flights to Floresfrom $356
Flights to Bocas del Torofrom $593
Flights to Davidfrom $359