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Cheap flights from Central America to Chicago from $166

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Central America to Chicago departing on 5/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Central America to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:38 pm - 2:01 pm
GUA
-
MDW
18h 23m
1 stop
Frontier Logo
4:46 pm - 8:30 am
MDW
-
GUA
16h 44m
1 stop
$341Frontier
Thu, Apr 9 - Sun, Apr 12
Multiple Airlines Logo
11:16 am - 7:21 am
GUA
-
MDW
19h 05m
1 stop
Multiple Airlines Logo
7:30 am - 8:45 am
MDW
-
GUA
26h 15m
2 stops
$349Multiple Airlines
Wed, Apr 29 - Sun, May 3
Multiple Airlines Logo
11:16 am - 7:21 am
GUA
-
MDW
19h 05m
1 stop
Multiple Airlines Logo
8:39 am - 10:13 am
MDW
-
GUA
26h 34m
1 stop
$372Multiple Airlines
Wed, Apr 29 - Sun, May 3
Frontier Logo
6:38 pm - 2:01 pm
GUA
-
MDW
18h 23m
1 stop
Frontier Logo
4:46 pm - 8:30 am
MDW
-
GUA
16h 44m
1 stop
$374Frontier
Thu, Apr 9 - Sun, Apr 12
Frontier Logo
6:45 pm - 10:14 pm
SAL
-
MDW
26h 29m
2 stops
Frontier Logo
6:00 am - 12:31 pm
MDW
-
SAL
7h 31m
1 stop
$378Frontier
Mon, Apr 13 - Mon, Apr 20
Southwest Logo
1:10 pm - 11:05 pm
SJO
-
MDW
8h 55m
1 stop
Southwest Logo
12:15 pm - 7:00 pm
MDW
-
SJO
7h 45m
1 stop
$392Southwest
Wed, Apr 22 - Wed, Apr 29
Delta Logo
2:04 pm - 10:28 pm
SAL
-
MDW
7h 24m
1 stop
Delta Logo
6:00 am - 12:39 pm
MDW
-
SAL
7h 39m
1 stop
$393Delta
Wed, Apr 29 - Mon, May 4
Delta Logo
1:14 pm - 10:28 pm
GUA
-
MDW
8h 14m
1 stop
Delta Logo
6:00 am - 11:46 am
MDW
-
GUA
6h 46m
1 stop
$405Delta
Fri, Apr 24 - Tue, Apr 28
Southwest Logo
1:10 pm - 11:05 pm
SJO
-
MDW
8h 55m
1 stop
Southwest Logo
12:15 pm - 7:00 pm
MDW
-
SJO
7h 45m
1 stop
$411Southwest
Tue, Apr 14 - Tue, Apr 21
LATAM Airlines Logo
2:28 pm - 9:50 am
PTY
-
MDW
19h 22m
1 stop
LATAM Airlines Logo
10:35 am - 1:13 pm
MDW
-
PTY
26h 38m
1 stop
$690LATAM Airlines
Fri, Aug 21 - Wed, Aug 26

Frontier flights from Central America to Chicago Midway Airport

Our best Frontier deals on Central America to Chicago Midway Airport flight tickets
Frontier
Apr 9
GUA6:38 pmGuatemala City La Aurora
18h 23m
1 stop
MDW2:01 pmChicago Midway
Apr 12
MDW4:46 pmChicago Midway
16h 44m
1 stop
GUA8:30 amGuatemala City La Aurora
$341
Frontier
Apr 9
GUA6:38 pmGuatemala City La Aurora
18h 23m
1 stop
MDW2:01 pmChicago Midway
Apr 12
MDW4:46 pmChicago Midway
16h 44m
1 stop
GUA8:30 amGuatemala City La Aurora
$374
Frontier
Apr 13
SAL6:45 pmSan Salvador El Salvador Intl
26h 29m
2 stops
MDW10:14 pmChicago Midway
Apr 20
MDW6:00 amChicago Midway
7h 31m
1 stop
SAL12:31 pmSan Salvador El Salvador Intl
$378

Southwest flights from Central America to Chicago Midway Airport

Our best Southwest deals on Central America to Chicago Midway Airport flight tickets
Southwest
Apr 22
SJO1:10 pmSan José Juan Santamaria Intl
8h 55m
1 stop
MDW11:05 pmChicago Midway
Apr 29
MDW12:15 pmChicago Midway
7h 45m
1 stop
SJO7:00 pmSan José Juan Santamaria Intl
$392
Southwest
Apr 14
SJO1:10 pmSan José Juan Santamaria Intl
8h 55m
1 stop
MDW11:05 pmChicago Midway
Apr 21
MDW12:15 pmChicago Midway
7h 45m
1 stop
SJO7:00 pmSan José Juan Santamaria Intl
$411
Southwest
May 13
SJO9:00 amSan José Juan Santamaria Intl
11h 45m
2 stops
MDW9:45 pmChicago Midway
May 18
MDW5:35 amChicago Midway
7h 35m
1 stop
SJO12:10 pmSan José Juan Santamaria Intl
$416

momondo Fare Finder

 
Customize your flight search to find flights from Central America to Chicago Midway Airport 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 March 1, 2026.
Use the filters below to find and compare flights from Central America to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Thu 4/9

6:38 pm-2:01 pm

1 stop18h 23m

Chicago Midway

Sun 4/12

4:46 pm-8:30 am

1 stop16h 44m

$341

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Wed 4/29

11:16 am-7:21 am

1 stop19h 05m

Chicago Midway

Sun 5/3

7:30 am-8:45 am

2 stops26h 15m

$349

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Wed 4/29

11:16 am-7:21 am

1 stop19h 05m

Chicago Midway

Sun 5/3

8:39 am-10:13 am

1 stop26h 34m

$372

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Thu 4/9

6:38 pm-2:01 pm

1 stop18h 23m

Chicago Midway

Sun 4/12

4:46 pm-8:30 am

1 stop16h 44m

$374

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Mon 4/13

6:45 pm-10:14 pm

2 stops26h 29m

Chicago Midway

Mon 4/20

6:00 am-12:31 pm

1 stop7h 31m

$378

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 4/22

1:10 pm-11:05 pm

1 stop8h 55m

Chicago Midway

Wed 4/29

12:15 pm-7:00 pm

1 stop7h 45m

$392

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Wed 4/29

2:04 pm-10:28 pm

1 stop7h 24m

Chicago Midway

Mon 5/4

6:00 am-12:39 pm

1 stop7h 39m

$393

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Fri 4/24

1:14 pm-10:28 pm

1 stop8h 14m

Chicago Midway

Tue 4/28

6:00 am-11:46 am

1 stop6h 46m

$405

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 4/14

1:10 pm-11:05 pm

1 stop8h 55m

Chicago Midway

Tue 4/21

12:15 pm-7:00 pm

1 stop7h 45m

$411

Panama CityChicago

PTY - MDW

PTYMDW

Panama City Tocumen Intl

Fri 8/21

2:28 pm-9:50 am

1 stop19h 22m

Chicago Midway

Wed 8/26

10:35 am-1:13 pm

1 stop26h 38m

$690

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Central America to Chicago Midway Airport

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

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

You could potentially save up to 74% on your flight if you consider stops on a Central America to Chicago Midway Airport flight.

Cheap Central America to Chicago Midway Airport flight deals and tips

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

Fastest flight time

7h 01m

Direct flights

None
The fastest flight from Central America to Chicago Midway Airport takes 7h 01m
There are no direct flights from Central America to Chicago Midway Airport. There are no popular flight routes from Central America to Chicago Midway Airport.
Search flight deals

  • When did momondo last update prices for flights from Central America to Chicago Midway Airport?

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Central America to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Central America to Chicago Midway Airport

Compare and see reviews for airlines that fly from Central America to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $463Free CancellationRating
8.0
4,303 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Central America to Chicago for you.

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

Flights from Central America to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once all potential Central America to Chicago 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 Central America to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Central America. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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