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Cheap flights from Central America to Chicago from $147

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 12/30. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
3:20 pm - 10:22 pm
GUA
-
MDW
7h 02m1 stop
Delta Logo
6:00 am - 12:44 pm
MDW
-
GUA
6h 44m1 stop
$270Delta
Sat, Feb 7 - Wed, Feb 18
Multiple Airlines Logo
10:25 pm - 7:09 pm
SAL
-
MDW
20h 44m2 stops
Multiple Airlines Logo
8:19 pm - 9:04 am
MDW
-
SAL
12h 45m1 stop
$290Multiple Airlines
Wed, Jan 14 - Sun, Jan 18
Frontier Logo
4:41 pm - 3:18 pm
GUA
-
MDW
22h 37m1 stop
Frontier Logo
9:13 am - 1:26 pm
MDW
-
GUA
28h 13m1 stop
$293Frontier
Sat, Jan 10 - Thu, Jan 15
Multiple Airlines Logo
10:50 am - 11:47 pm
SAL
-
MDW
12h 57m1 stop
Multiple Airlines Logo
8:28 am - 7:40 pm
MDW
-
SAL
11h 12m2 stops
$313Multiple Airlines
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
10:56 am - 4:23 pm
SAL
-
MDW
29h 27m1 stop
Frontier Logo
6:10 am - 1:32 pm
MDW
-
SAL
7h 22m1 stop
$317Frontier
Thu, Jan 15 - Mon, Jan 19
Southwest Logo
9:40 am - 10:55 pm
SJO
-
MDW
13h 15m1 stop
Southwest Logo
10:05 am - 7:30 pm
MDW
-
SJO
9h 25m2 stops
$401Southwest
Thu, Jan 29 - Tue, Feb 3
Southwest Logo
9:40 am - 10:55 pm
SJO
-
MDW
13h 15m1 stop
Southwest Logo
6:15 am - 7:30 pm
MDW
-
SJO
13h 15m1 stop
$406Southwest
Wed, Jan 28 - Wed, Feb 4
KLM Logo
3:15 pm - 10:21 am
PTY
-
MDW
20h 06m1 stop
KLM Logo
4:13 pm - 1:50 pm
MDW
-
PTY
20h 37m1 stop
$615KLM
Fri, Feb 13 - Sat, Feb 21
Aeromexico Logo
12:30 pm - 3:21 pm
MGA
-
MDW
26h 51m2 stops
Aeromexico Logo
10:49 am - 11:30 am
MDW
-
MGA
48h 41m2 stops
$1,895Aeromexico
Fri, Feb 27 - Mon, Mar 2
Aeromexico Logo
12:30 pm - 3:21 pm
MGA
-
MDW
26h 51m2 stops
Aeromexico Logo
12:46 pm - 11:30 am
MDW
-
MGA
46h 44m2 stops
$1,957Aeromexico
Fri, Feb 27 - Mon, Mar 2

Delta flights from Central America to Chicago Midway Airport

Our best Delta deals on Central America to Chicago Midway Airport flight tickets
Delta
Feb 7
GUA3:20 pmGuatemala City La Aurora
7h 02m
1 stop
MDW10:22 pmChicago Midway
Feb 18
MDW6:00 amChicago Midway
6h 44m
1 stop
GUA12:44 pmGuatemala City La Aurora
$270
Find similar
Delta
Jan 14
SJO2:31 pmSan José Juan Santamaria Intl
22h 17m
2 stops
MDW12:48 pmChicago Midway
Jan 28
MDW9:33 amChicago Midway
12h 42m
2 stops
SJO10:15 pmSan José Juan Santamaria Intl
$346
Find similar
Delta
Feb 4
SAP1:45 pmSan Pedro Sula Ramon Villeda
8h 37m
1 stop
MDW10:22 pmChicago Midway
Feb 11
MDW6:00 amChicago Midway
6h 30m
1 stop
SAP12:30 pmSan Pedro Sula Ramon Villeda
$352
Find similar

Southwest flights from Central America to Chicago Midway Airport

Our best Southwest deals on Central America to Chicago Midway Airport flight tickets
Southwest
Jan 29
SJO9:40 amSan José Juan Santamaria Intl
13h 15m
1 stop
MDW10:55 pmChicago Midway
Feb 3
MDW10:05 amChicago Midway
9h 25m
2 stops
SJO7:30 pmSan José Juan Santamaria Intl
$401
Find similar
Southwest
Jan 28
SJO9:40 amSan José Juan Santamaria Intl
13h 15m
1 stop
MDW10:55 pmChicago Midway
Feb 4
MDW6:15 amChicago Midway
13h 15m
1 stop
SJO7:30 pmSan José Juan Santamaria Intl
$406
Find similar
Southwest
Jan 28
SJO9:40 amSan José Juan Santamaria Intl
12h 25m
2 stops
MDW10:05 pmChicago Midway
Feb 4
MDW6:15 amChicago Midway
13h 15m
1 stop
SJO7:30 pmSan José Juan Santamaria Intl
$442
Find similar

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 December 23, 2025.
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

Sat 2/7

3:20 pm-10:22 pm

1 stop7h 02m

Chicago Midway

Wed 2/18

6:00 am-12:44 pm

1 stop6h 44m

$270

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Wed 1/14

10:25 pm-7:09 pm

2 stops20h 44m

Chicago Midway

Sun 1/18

8:19 pm-9:04 am

1 stop12h 45m

$290

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Sat 1/10

4:41 pm-3:18 pm

1 stop22h 37m

Chicago Midway

Thu 1/15

9:13 am-1:26 pm

1 stop28h 13m

$293

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Fri 1/16

10:50 am-11:47 pm

1 stop12h 57m

Chicago Midway

Mon 1/19

8:28 am-7:40 pm

2 stops11h 12m

$313

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Thu 1/15

10:56 am-4:23 pm

1 stop29h 27m

Chicago Midway

Mon 1/19

6:10 am-1:32 pm

1 stop7h 22m

$317

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Thu 1/29

9:40 am-10:55 pm

1 stop13h 15m

Chicago Midway

Tue 2/3

10:05 am-7:30 pm

2 stops9h 25m

$401

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 1/28

9:40 am-10:55 pm

1 stop13h 15m

Chicago Midway

Wed 2/4

6:15 am-7:30 pm

1 stop13h 15m

$406

Panama CityChicago

PTY - MDW

PTYMDW

Panama City Tocumen Intl

Fri 2/13

3:15 pm-10:21 am

1 stop20h 06m

Chicago Midway

Sat 2/21

4:13 pm-1:50 pm

1 stop20h 37m

$615

ManaguaChicago

MGA - MDW

MGAMDW

Managua Augusto C Sandino

Fri 2/27

12:30 pm-3:21 pm

2 stops26h 51m

Chicago Midway

Mon 3/2

10:49 am-11:30 am

2 stops48h 41m

$1,895

ManaguaChicago

MGA - MDW

MGAMDW

Managua Augusto C Sandino

Fri 2/27

12:30 pm-3:21 pm

2 stops26h 51m

Chicago Midway

Mon 3/2

12:46 pm-11:30 am

2 stops46h 44m

$1,957

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

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Central America. The lowest ticket price found for a Thursday departure recently was $599. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Central America because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $976.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Central America in the morning is the least expensive time of day to depart. momondo users have found prices as low as $610 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $896. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You could potentially save up to 84% 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 02m

Direct flights

None
The fastest flight from Central America to Chicago Midway Airport takes 7h 02m
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
4,253 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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