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Cheap flights from Central America to Chicago from $165

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 10/1. 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 Central America to Chicago

Cheap round-trip flights

Delta Logo
12:09 pm - 10:14 pmSAP-MDW
9h 05m1 stop
Delta Logo
6:00 am - 10:54 amMDW-SAP
5h 54m1 stop
$278Delta
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Wed, Oct 22 - Wed, Oct 29
Logo
11:25 am - 10:21 amGUA-MDW
21h 56m1 stop
Logo
9:00 am - 11:31 amMDW-GUA
27h 31m1 stop
$325
Find Deal
Fri, Oct 24 - Mon, Oct 27
Delta Logo
1:23 pm - 10:14 pmSJO-MDW
7h 51m1 stop
Delta Logo
6:00 am - 11:58 amMDW-SJO
6h 58m1 stop
$326Delta
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Tue, Oct 21 - Sun, Oct 26
Logo
11:25 am - 10:26 amGUA-MDW
22h 01m1 stop
Logo
1:37 pm - 12:22 pmMDW-GUA
22h 45m2 stops
$326
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Fri, Oct 31 - Mon, Nov 3
Southwest Logo
1:40 pm - 11:20 pmSJO-MDW
8h 40m1 stop
Southwest Logo
9:10 am - 6:55 pmMDW-SJO
10h 45m1 stop
$335Southwest
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Wed, Sep 24 - Tue, Sep 30
Southwest Logo
2:15 pm - 10:10 pmSJO-MDW
7h 55m1 stop
Southwest Logo
5:05 am - 1:15 pmMDW-SJO
8h 10m1 stop
$339Southwest
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Tue, Nov 4 - Tue, Nov 11
Frontier Logo
1:45 pm - 10:47 pmSAL-MDW
8h 02m1 stop
Frontier Logo
6:15 am - 12:24 pmMDW-SAL
7h 09m1 stop
$346Frontier
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Sat, Oct 18 - Sat, Oct 25
Frontier Logo
2:24 pm - 10:08 pmSAL-MDW
7h 44m1 stop
Frontier Logo
6:15 am - 1:09 pmMDW-SAL
6h 54m1 stop
$374Frontier
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Fri, Nov 7 - Mon, Nov 10
Aeromexico Logo
3:58 pm - 9:36 pmSAL-MDW
28h 38m2 stops
Aeromexico Logo
6:00 am - 2:46 pmMDW-SAL
33h 46m2 stops
$1,524Aeromexico
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Wed, Oct 1 - Thu, Oct 16
Aeromexico Logo
2:41 pm - 11:32 pmSAL-MDW
32h 51m2 stops
Aeromexico Logo
6:00 am - 1:38 pmMDW-SAL
31h 38m2 stops
$1,936Aeromexico
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Tue, Nov 18 - Fri, Nov 28

Delta flights from Central America to Chicago Midway Airport

Our best Delta deals on Central America to Chicago Midway Airport flight tickets
Delta
Oct 22
SAP12:09 pmSan Pedro Sula Ramon Villeda
9h 05m
1 stop
MDW10:14 pmChicago Midway
Oct 29
MDW6:00 amChicago Midway
5h 54m
1 stop
SAP10:54 amSan Pedro Sula Ramon Villeda
$278
Find similar
Delta
Oct 21
SJO1:23 pmSan José Juan Santamaria Intl
7h 51m
1 stop
MDW10:14 pmChicago Midway
Oct 26
MDW6:00 amChicago Midway
6h 58m
1 stop
SJO11:58 amSan José Juan Santamaria Intl
$326
Find similar
Delta
Oct 21
SJO1:23 pmSan José Juan Santamaria Intl
7h 51m
1 stop
MDW10:14 pmChicago Midway
Oct 26
MDW6:00 amChicago Midway
6h 58m
1 stop
SJO11:58 amSan José Juan Santamaria Intl
$337
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
Sep 24
SJO1:40 pmSan José Juan Santamaria Intl
8h 40m
1 stop
MDW11:20 pmChicago Midway
Sep 30
MDW9:10 amChicago Midway
10h 45m
1 stop
SJO6:55 pmSan José Juan Santamaria Intl
$335
Find similar
Southwest
Nov 4
SJO2:15 pmSan José Juan Santamaria Intl
7h 55m
1 stop
MDW10:10 pmChicago Midway
Nov 11
MDW5:05 amChicago Midway
8h 10m
1 stop
SJO1:15 pmSan José Juan Santamaria Intl
$339
Find similar
Southwest
Oct 30
SJO12:55 pmSan José Juan Santamaria Intl
9h 30m
1 stop
MDW11:25 pmChicago Midway
Nov 5
MDW5:05 amChicago Midway
8h 10m
1 stop
SJO1:15 pmSan José Juan Santamaria Intl
$407
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 September 8, 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

San Pedro SulaChicago

SAP - MDW

SAPMDW

San Pedro Sula Ramon Villeda

Wed 10/22

12:09 pm-10:14 pm

1 stop9h 05m

Chicago Midway

Wed 10/29

6:00 am-10:54 am

1 stop5h 54m

$278

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Fri 10/24

11:25 am-10:21 am

1 stop21h 56m

Chicago Midway

Mon 10/27

9:00 am-11:31 am

1 stop27h 31m

$325

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 10/21

1:23 pm-10:14 pm

1 stop7h 51m

Chicago Midway

Sun 10/26

6:00 am-11:58 am

1 stop6h 58m

$326

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Fri 10/31

11:25 am-10:26 am

1 stop22h 01m

Chicago Midway

Mon 11/3

1:37 pm-12:22 pm

2 stops22h 45m

$326

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 9/24

1:40 pm-11:20 pm

1 stop8h 40m

Chicago Midway

Tue 9/30

9:10 am-6:55 pm

1 stop10h 45m

$335

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 11/4

2:15 pm-10:10 pm

1 stop7h 55m

Chicago Midway

Tue 11/11

5:05 am-1:15 pm

1 stop8h 10m

$339

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Sat 10/18

1:45 pm-10:47 pm

1 stop8h 02m

Chicago Midway

Sat 10/25

6:15 am-12:24 pm

1 stop7h 09m

$346

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Fri 11/7

2:24 pm-10:08 pm

1 stop7h 44m

Chicago Midway

Mon 11/10

6:15 am-1:09 pm

1 stop6h 54m

$374

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Wed 10/1

3:58 pm-9:36 pm

2 stops28h 38m

Chicago Midway

Thu 10/16

6:00 am-2:46 pm

2 stops33h 46m

$1,524

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Tue 11/18

2:41 pm-11:32 pm

2 stops32h 51m

Chicago Midway

Fri 11/28

6:00 am-1:38 pm

2 stops31h 38m

$1,936

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 79% 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

Direct flights

None
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.
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  • 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 $567Free CancellationRating
8.0
4,244 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
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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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