What is the cheapest airline that flies from Chicago Midway to Central America?

Frontier, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Central America

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

As of April 2026, there is 1 operator available to choose from 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.

$157 Cheap Flights from Chicago Midway Airport to Central America in 2026

1 adult

0 bags

Find the cheapest flights from Chicago Midway Airport to Central America

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 11:28 am

MDW

GUA

6h 28m

1 stop

1:05 pm - 9:46 pm

GUA

MDW

7h 41m

1 stop

$403Delta

Tue, Sep 1 - Wed, Sep 30

6:00 am - 11:10 am

MDW

SAP

6h 10m

1 stop

12:35 pm - 9:46 pm

SAP

MDW

8h 11m

1 stop

$423Delta

Fri, Aug 14 - Mon, Aug 31

3:07 pm - 2:45 pm

MDW

SAL

24h 38m

1 stop

3:50 pm - 2:12 pm

SAL

MDW

21h 22m

1 stop

$435Frontier

Thu, May 28 - Fri, Jun 5

6:00 am - 11:28 am

MDW

GUA

6h 28m

1 stop

12:53 pm - 9:46 pm

GUA

MDW

7h 53m

1 stop

$437Delta

Tue, Aug 25 - Tue, Sep 8

6:00 am - 11:54 am

MDW

SJO

6h 54m

1 stop

1:25 pm - 9:46 pm

SJO

MDW

7h 21m

1 stop

$438Delta

Tue, Sep 22 - Wed, Sep 23

11:59 am - 2:42 pm

MDW

GUA

27h 43m

2 stops

3:47 pm - 2:07 pm

GUA

MDW

21h 20m

2 stops

$443Frontier

Sat, Jul 11 - Sat, Jul 18

4:52 pm - 3:18 pm

MDW

SJO

23h 26m

1 stop

1:00 pm - 11:09 am

SJO

MDW

21h 09m

2 stops

$455Multiple Airlines

Fri, May 8 - Mon, May 11

6:15 am - 12:45 pm

MDW

SJO

7h 30m

1 stop

9:00 am - 7:15 pm

SJO

MDW

9h 15m

1 stop

$476Southwest

Tue, Sep 1 - Tue, Sep 15

9:05 am - 6:40 pm

MDW

SJO

10h 35m

2 stops

1:40 pm - 11:10 pm

SJO

MDW

8h 30m

1 stop

$480Southwest

Tue, Sep 8 - Tue, Sep 15

4:52 pm - 3:18 pm

MDW

SJO

23h 26m

1 stop

1:00 pm - 10:02 pm

SJO

MDW

32h 02m

2 stops

$491Multiple Airlines

Fri, May 8 - Mon, May 11

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Southwest flights from Chicago Midway Airport to Central America

Our best Southwest deals on Chicago Midway Airport to Central America flight tickets

Southwest

Sep 1

MDW6:15 amChicago Midway

7h 30m

1 stop

SJO12:45 pmSan José Juan Santamaria Intl

Sep 15

SJO9:00 amSan José Juan Santamaria Intl

9h 15m

1 stop

MDW7:15 pmChicago Midway

$476

Southwest

Sep 8

MDW9:05 amChicago Midway

10h 35m

2 stops

SJO6:40 pmSan José Juan Santamaria Intl

Sep 15

SJO1:40 pmSan José Juan Santamaria Intl

8h 30m

1 stop

MDW11:10 pmChicago Midway

$480

Southwest

May 14

MDW12:10 pmChicago Midway

7h 50m

1 stop

SJO7:00 pmSan José Juan Santamaria Intl

May 19

SJO9:00 amSan José Juan Santamaria Intl

7h 30m

1 stop

MDW5:30 pmChicago Midway

$484

Delta flights from Chicago Midway Airport to Central America

Our best Delta deals on Chicago Midway Airport to Central America flight tickets

Delta

Sep 1

MDW6:00 amChicago Midway

6h 28m

1 stop

GUA11:28 amGuatemala City La Aurora

Sep 30

GUA1:05 pmGuatemala City La Aurora

7h 41m

1 stop

MDW9:46 pmChicago Midway

$403

Delta

Aug 14

MDW6:00 amChicago Midway

6h 10m

1 stop

SAP11:10 amSan Pedro Sula Ramon Villeda

Aug 31

SAP12:35 pmSan Pedro Sula Ramon Villeda

8h 11m

1 stop

MDW9:46 pmChicago Midway

$423

Delta

Apr 27

MDW1:24 pmChicago Midway

24h 15m

2 stops

SAL12:39 pmSan Salvador El Salvador Intl

May 21

SAL1:51 pmSan Salvador El Salvador Intl

17h 52m

2 stops

MDW8:43 amChicago Midway

$425

momondo Fare Finder

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

Cheapest round-trip

Quickest round-trip

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Tue 9/1

6:00 am-11:28 am

1 stop6h 28m

Guatemala City La Aurora

Wed 9/30

1:05 pm-9:46 pm

1 stop7h 41m

$403

ChicagoSan Pedro Sula

MDW - SAP

MDWSAP

Chicago Midway

Fri 8/14

6:00 am-11:10 am

1 stop6h 10m

San Pedro Sula Ramon Villeda

Mon 8/31

12:35 pm-9:46 pm

1 stop8h 11m

$423

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Thu 5/28

3:07 pm-2:45 pm

1 stop24h 38m

San Salvador El Salvador Intl

Fri 6/5

3:50 pm-2:12 pm

1 stop21h 22m

$435

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Tue 8/25

6:00 am-11:28 am

1 stop6h 28m

Guatemala City La Aurora

Tue 9/8

12:53 pm-9:46 pm

1 stop7h 53m

$437

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Tue 9/22

6:00 am-11:54 am

1 stop6h 54m

San José Juan Santamaria Intl

Wed 9/23

1:25 pm-9:46 pm

1 stop7h 21m

$438

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Sat 7/11

11:59 am-2:42 pm

2 stops27h 43m

Guatemala City La Aurora

Sat 7/18

3:47 pm-2:07 pm

2 stops21h 20m

$443

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Fri 5/8

4:52 pm-3:18 pm

1 stop23h 26m

San José Juan Santamaria Intl

Mon 5/11

1:00 pm-11:09 am

2 stops21h 09m

$455

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Tue 9/1

6:15 am-12:45 pm

1 stop7h 30m

San José Juan Santamaria Intl

Tue 9/15

9:00 am-7:15 pm

1 stop9h 15m

$476

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Tue 9/8

9:05 am-6:40 pm

2 stops10h 35m

San José Juan Santamaria Intl

Tue 9/15

1:40 pm-11:10 pm

1 stop8h 30m

$480

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Fri 5/8

4:52 pm-3:18 pm

1 stop23h 26m

San José Juan Santamaria Intl

Mon 5/11

1:00 pm-10:02 pm

2 stops32h 02m

$491

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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

You could potentially save up to 18% 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 01m
Direct flights	None

The fastest flight from Chicago Midway Airport to Central America takes 6h 01m

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.

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Central America

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?
As of April 2026, there is 1 operator available to choose from 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
Southwest	PriceFrom $394	Free Cancellation	Rating 8.0 4,327 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.