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Cheap flights from Central America to Chicago from $196

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 5/15. 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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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.
Delta Logo
1:37 pm - 9:46 pm
SAL
-
MDW
7h 09m
1 stop
Delta Logo
6:00 am - 12:22 pm
MDW
-
SAL
7h 22m
1 stop
$373Delta
Fri, Sep 11 - Tue, Sep 15
Delta Logo
1:25 pm - 9:46 pm
SJO
-
MDW
7h 21m
1 stop
Delta Logo
6:00 am - 11:54 am
MDW
-
SJO
6h 54m
1 stop
$430Delta
Thu, Sep 10 - Wed, Sep 16
Delta Logo
1:29 pm - 9:46 pm
SAL
-
MDW
7h 17m
1 stop
Delta Logo
6:00 am - 12:04 pm
MDW
-
SAL
7h 04m
1 stop
$447Delta
Sat, Aug 29 - Tue, Sep 8
Delta Logo
1:19 pm - 12:30 pm
SAL
-
MDW
22h 11m
2 stops
Delta Logo
6:00 am - 12:04 pm
MDW
-
SAL
7h 04m
1 stop
$452Delta
Fri, Aug 28 - Tue, Sep 8
Southwest Logo
9:00 am - 6:00 pm
SJO
-
MDW
8h 00m
1 stop
Southwest Logo
5:00 am - 12:45 pm
MDW
-
SJO
8h 45m
1 stop
$464Southwest
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
1:40 pm - 11:10 pm
SJO
-
MDW
8h 30m
1 stop
Southwest Logo
10:10 am - 6:40 pm
MDW
-
SJO
9h 30m
2 stops
$468Southwest
Wed, Sep 2 - Wed, Sep 9
Frontier Logo
9:35 am - 10:02 pm
SJO
-
MDW
11h 27m
2 stops
Frontier Logo
4:10 pm - 8:20 am
MDW
-
SJO
17h 10m
2 stops
$474Frontier
Fri, Jun 5 - Fri, Jun 12
Frontier Logo
3:47 pm - 10:11 pm
GUA
-
MDW
29h 24m
2 stops
Frontier Logo
11:59 am - 2:42 pm
MDW
-
GUA
27h 43m
2 stops
$474Frontier
Tue, Jun 23 - Sat, Jul 11
Multiple Airlines Logo
11:18 am - 10:02 pm
GUA
-
MDW
33h 44m
2 stops
Multiple Airlines Logo
4:10 pm - 10:01 am
MDW
-
GUA
18h 51m
1 stop
$532Multiple Airlines
Fri, May 29 - Sat, Jun 27
Multiple Airlines Logo
11:18 am - 11:09 am
GUA
-
MDW
22h 51m
2 stops
Multiple Airlines Logo
3:07 pm - 2:50 pm
MDW
-
GUA
24h 43m
1 stop
$536Multiple Airlines
Mon, May 18 - Wed, May 20

Frontier flights from Central America to Chicago Midway Airport

Our best Frontier deals on Central America to Chicago Midway Airport flight tickets
Frontier
Jun 5
SJO9:35 amSan José Juan Santamaria Intl
11h 27m
2 stops
MDW10:02 pmChicago Midway
Jun 12
MDW4:10 pmChicago Midway
17h 10m
2 stops
SJO8:20 amSan José Juan Santamaria Intl
$474
Frontier
Jun 5
SJO9:35 amSan José Juan Santamaria Intl
11h 27m
2 stops
MDW10:02 pmChicago Midway
Jun 12
MDW4:10 pmChicago Midway
17h 10m
2 stops
SJO8:20 amSan José Juan Santamaria Intl
$488
Frontier
Jun 28
GUA3:47 pmGuatemala City La Aurora
29h 24m
2 stops
MDW10:11 pmChicago Midway
Jul 1
MDW6:00 amChicago Midway
33h 42m
2 stops
GUA2:42 pmGuatemala City La Aurora
$502

JetBlue flights from Central America to Chicago Midway Airport

Our best JetBlue deals on Central America to Chicago Midway Airport flight tickets
JetBlue
Jul 1
SAL1:51 pmSan Salvador El Salvador Intl
7h 26m
1 stop
MDW10:17 pmChicago Midway
Jul 18
MDW6:05 amChicago Midway
7h 18m
1 stop
SAL12:23 pmSan Salvador El Salvador Intl
$623
JetBlue
May 7
GUA1:01 pmGuatemala City La Aurora
7h 08m
1 stop
MDW9:09 pmChicago Midway
Jun 7
MDW6:05 amChicago Midway
6h 25m
1 stop
GUA11:30 amGuatemala City La Aurora
$655

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 April 23, 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

Cheapest round-trip

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Fri 9/11

1:37 pm-9:46 pm

1 stop7h 09m

Chicago Midway

Tue 9/15

6:00 am-12:22 pm

1 stop7h 22m

$373
Quickest round-trip

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Thu 9/10

1:25 pm-9:46 pm

1 stop7h 21m

Chicago Midway

Wed 9/16

6:00 am-11:54 am

1 stop6h 54m

$430

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Sat 8/29

1:29 pm-9:46 pm

1 stop7h 17m

Chicago Midway

Tue 9/8

6:00 am-12:04 pm

1 stop7h 04m

$447

San SalvadorChicago

SAL - MDW

SALMDW

San Salvador El Salvador Intl

Fri 8/28

1:19 pm-12:30 pm

2 stops22h 11m

Chicago Midway

Tue 9/8

6:00 am-12:04 pm

1 stop7h 04m

$452

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Thu 8/13

9:00 am-6:00 pm

1 stop8h 00m

Chicago Midway

Mon 8/17

5:00 am-12:45 pm

1 stop8h 45m

$464

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Wed 9/2

1:40 pm-11:10 pm

1 stop8h 30m

Chicago Midway

Wed 9/9

10:10 am-6:40 pm

2 stops9h 30m

$468

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Fri 6/5

9:35 am-10:02 pm

2 stops11h 27m

Chicago Midway

Fri 6/12

4:10 pm-8:20 am

2 stops17h 10m

$474

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Tue 6/23

3:47 pm-10:11 pm

2 stops29h 24m

Chicago Midway

Sat 7/11

11:59 am-2:42 pm

2 stops27h 43m

$474

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Fri 5/29

11:18 am-10:02 pm

2 stops33h 44m

Chicago Midway

Sat 6/27

4:10 pm-10:01 am

1 stop18h 51m

$532

Guatemala CityChicago

GUA - MDW

GUAMDW

Guatemala City La Aurora

Mon 5/18

11:18 am-11:09 am

2 stops22h 51m

Chicago Midway

Wed 5/20

3:07 pm-2:50 pm

1 stop24h 43m

$536

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 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 06m

Direct flights

None
The fastest flight from Central America to Chicago Midway Airport takes 7h 06m
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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Frequently asked questions about flying from Central America to Chicago Midway Airport

  • 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
4,331 reviews
Search Southwest flights
LATAM AirlinesPriceFrom $572Free CancellationRating
7.4
1,911 reviews
Search LATAM Airlines flights

Traveling to a place near Chicago?

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