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

Southwest, Delta, and Frontier 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 June 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.

$135 Cheap Flights from Chicago Midway Airport to Central America in 2026

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.

6:05 am - 12:00 pm

MDW

LIR

6h 55m

1 stop

1:25 pm - 10:25 pm

LIR

MDW

8h 00m

1 stop

$410Delta

Sun, Sep 20 - Tue, Sep 29

6:51 pm - 12:00 pm

MDW

LIR

18h 09m

2 stops

1:25 pm - 10:25 pm

LIR

MDW

8h 00m

1 stop

$415Delta

Sun, Sep 20 - Thu, Oct 1

4:45 pm - 10:05 am

MDW

GUA

18h 20m

1 stop

2:47 pm - 10:03 pm

GUA

MDW

30h 16m

2 stops

$456Frontier

Wed, Aug 12 - Sun, Aug 16

6:15 am - 12:45 pm

MDW

SJO

7h 30m

1 stop

9:00 am - 8:15 pm

SJO

MDW

10h 15m

2 stops

$462Southwest

Wed, Sep 30 - Mon, Oct 5

9:05 am - 6:40 pm

MDW

SJO

10h 35m

2 stops

9:00 am - 9:50 pm

SJO

MDW

11h 50m

2 stops

$466Southwest

Tue, Sep 8 - Wed, Sep 23

4:45 pm - 10:05 am

MDW

GUA

18h 20m

1 stop

3:47 pm - 10:11 pm

GUA

MDW

29h 24m

2 stops

$488Frontier

Wed, Aug 12 - Sat, Aug 22

6:00 am - 9:15 am

MDW

PTY

27h 15m

3 stops

3:10 pm - 2:07 pm

PTY

MDW

22h 57m

3 stops

$603Multiple Airlines

Wed, Aug 19 - Sun, Aug 23

9:27 pm - 10:00 am

MDW

SAL

13h 33m

1 stop

7:35 am - 10:11 pm

SAL

MDW

13h 36m

2 stops

$684Multiple Airlines

Thu, Aug 6 - Tue, Aug 18

6:45 pm - 2:50 pm

MDW

RTB

20h 05m

2 stops

3:35 pm - 12:33 pm

RTB

MDW

20h 58m

2 stops

$2,907WestJet

Sat, Nov 21 - Sun, Nov 29

10:35 am - 2:50 pm

MDW

RTB

28h 15m

2 stops

3:35 pm - 4:25 pm

RTB

MDW

24h 50m

2 stops

$3,679WestJet

Sat, Nov 21 - Sun, Nov 29

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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 19

MDW10:25 amChicago Midway

8h 35m

1 stop

SJO6:00 pmSan José Juan Santamaria Intl

Sep 23

SJO1:40 pmSan José Juan Santamaria Intl

8h 30m

1 stop

MDW11:10 pmChicago Midway

$462

Southwest

Sep 8

MDW9:05 amChicago Midway

10h 35m

2 stops

SJO6:40 pmSan José Juan Santamaria Intl

Sep 23

SJO9:00 amSan José Juan Santamaria Intl

11h 50m

2 stops

MDW9:50 pmChicago Midway

$466

Southwest

Oct 5

MDW6:15 pmChicago Midway

12h 45m

2 stops

SJO6:00 amSan José Juan Santamaria Intl

Oct 16

SJO9:00 amSan José Juan Santamaria Intl

10h 15m

2 stops

MDW8:15 pmChicago Midway

$468

Delta flights from Chicago Midway Airport to Central America

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

Delta

Sep 20

MDW6:05 amChicago Midway

6h 55m

1 stop

LIR12:00 pmLiberia

Sep 29

LIR1:25 pmLiberia

8h 00m

1 stop

MDW10:25 pmChicago Midway

$410

Delta

Sep 20

MDW6:51 pmChicago Midway

18h 09m

2 stops

LIR12:00 pmLiberia

Oct 2

LIR1:25 pmLiberia

18h 42m

2 stops

MDW9:07 amChicago Midway

$415

Delta

Oct 8

MDW6:00 amChicago Midway

7h 24m

1 stop

SAL12:24 pmSan Salvador El Salvador Intl

Oct 15

SAL1:39 pmSan Salvador El Salvador Intl

7h 31m

1 stop

MDW10:10 pmChicago Midway

$447

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

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 9/20

6:05 am-12:00 pm

1 stop6h 55m

Liberia

Tue 9/29

1:25 pm-10:25 pm

1 stop8h 00m

$410

ChicagoLiberia

MDW - LIR

MDWLIR

Chicago Midway

Sun 9/20

6:51 pm-12:00 pm

2 stops18h 09m

Liberia

Thu 10/1

1:25 pm-10:25 pm

1 stop8h 00m

$415

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Wed 8/12

4:45 pm-10:05 am

1 stop18h 20m

Guatemala City La Aurora

Sun 8/16

2:47 pm-10:03 pm

2 stops30h 16m

$456

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Wed 9/30

6:15 am-12:45 pm

1 stop7h 30m

San José Juan Santamaria Intl

Mon 10/5

9:00 am-8:15 pm

2 stops10h 15m

$462

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Tue 9/8

9:05 am-6:40 pm

2 stops10h 35m

San José Juan Santamaria Intl

Wed 9/23

9:00 am-9:50 pm

2 stops11h 50m

$466

ChicagoGuatemala City

MDW - GUA

MDWGUA

Chicago Midway

Wed 8/12

4:45 pm-10:05 am

1 stop18h 20m

Guatemala City La Aurora

Sat 8/22

3:47 pm-10:11 pm

2 stops29h 24m

$488

ChicagoPanama City

MDW - PTY

MDWPTY

Chicago Midway

Wed 8/19

6:00 am-9:15 am

3 stops27h 15m

Panama City Tocumen Intl

Sun 8/23

3:10 pm-2:07 pm

3 stops22h 57m

$603

ChicagoSan Salvador

MDW - SAL

MDWSAL

Chicago Midway

Thu 8/6

9:27 pm-10:00 am

1 stop13h 33m

San Salvador El Salvador Intl

Tue 8/18

7:35 am-10:11 pm

2 stops13h 36m

$684

ChicagoCoxen Hole

MDW - RTB

MDWRTB

Chicago Midway

Sat 11/21

6:45 pm-2:50 pm

2 stops20h 05m

Coxen Hole Roatan

Sun 11/29

3:35 pm-12:33 pm

2 stops20h 58m

$2,907

ChicagoCoxen Hole

MDW - RTB

MDWRTB

Chicago Midway

Sat 11/21

10:35 am-2:50 pm

2 stops28h 15m

Coxen Hole Roatan

Sun 11/29

3:35 pm-4:25 pm

2 stops24h 50m

$3,679

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	5h 54m
Direct flights	None

The fastest flight from Chicago Midway Airport to Central America takes 5h 54m

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 June 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 7.9 4,235 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.