Find Cheap Flights from Central America to Chicago Midway

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Central America to Chicago Midway

(Round-trip)
Depart: Wed Jun 7 2017 Return: Tue Jun 13 2017 Trip spans 7 days
Delta
Delta
SJO
MDW
10h 40m
1 stop
MDW
SJO
14h 18m
2 stops
Depart: Wed Nov 1 2017 Return: Sun Nov 5 2017 Trip spans 5 days
Volaris
Volaris
SJO
MDW
21h 53m
1 stop
MDW
SJO
17h 20m
1 stop
Depart: Sat Jul 15 2017 Return: Thu Jul 27 2017 Trip spans 13 days
Major Airline
Major Airline
BZE
MDW
2h 20m
nonstop
MDW
BZE
4h 20m
nonstop
Depart: Fri May 26 2017 Return: Tue May 30 2017 Trip spans 5 days
Delta
Delta
SJO
MDW
8h 20m
1 stop
MDW
SJO
6h 57m
1 stop
Depart: Fri Oct 27 2017 Return: Sun Nov 5 2017 Trip spans 10 days
Volaris
Volaris
SJO
MDW
21h 53m
1 stop
MDW
SJO
17h 20m
1 stop
Depart: Tue Sep 19 2017 Return: Fri Sep 29 2017 Trip spans 11 days
Delta
Delta
SJO
MDW
9h 27m
1 stop
MDW
SJO
6h 46m
1 stop
Depart: Sat Oct 28 2017 Return: Wed Nov 1 2017 Trip spans 5 days
Volaris
Volaris
GUA
MDW
21h 09m
1 stop
MDW
GUA
19h 05m
1 stop
Depart: Tue Sep 26 2017 Return: Sat Sep 30 2017 Trip spans 5 days
Delta
Delta
SJO
MDW
9h 27m
1 stop
MDW
SJO
6h 46m
1 stop
Depart: Sun Nov 5 2017 Return: Sun Nov 12 2017 Trip spans 8 days
Delta
Delta
SJO
MDW
14h 48m
1 stop
MDW
SJO
6h 46m
1 stop
Depart: Wed Oct 4 2017 Return: Sat Oct 14 2017 Trip spans 11 days
Volaris
Volaris
SJO
MDW
21h 53m
1 stop
MDW
SJO
18h 20m
1 stop
Depart: Mon Jun 5 2017 Return: Tue Jun 13 2017 Trip spans 9 days
Delta
Delta
SJO
MDW
8h 20m
1 stop
MDW
SJO
11h 57m
2 stops
Depart: Fri Aug 18 2017 Return: Thu Aug 24 2017 Trip spans 7 days
Volaris
Volaris
SJO
MDW
22h 11m
1 stop
MDW
SJO
18h 20m
1 stop
Depart: Sat May 27 2017 Return: Sat Jun 3 2017 Trip spans 8 days
Delta
Delta
GUA
MDW
7h 54m
1 stop
MDW
GUA
14h 05m
2 stops
Depart: Sun Jun 11 2017 Return: Fri Jun 16 2017 Trip spans 6 days
Delta
Delta
GUA
MDW
11h 35m
2 stops
MDW
GUA
13h 44m
1 stop
Depart: Tue Jul 25 2017 Return: Tue Aug 15 2017 Trip spans 22 days
Delta
Delta
GUA
MDW
9h 24m
1 stop
MDW
GUA
11h 13m
2 stops
Depart: Wed Aug 9 2017 Return: Tue Aug 15 2017 Trip spans 7 days
Delta
Delta
GUA
MDW
11h 06m
1 stop
MDW
GUA
13h 08m
1 stop
Depart: Wed Aug 23 2017 Return: Tue Aug 29 2017 Trip spans 7 days
Delta
Delta
GUA
MDW
8h 34m
1 stop
MDW
GUA
7h 16m
1 stop
Depart: Wed Aug 30 2017 Return: Sun Sep 3 2017 Trip spans 5 days
Delta
Delta
SJO
MDW
9h 07m
1 stop
MDW
SJO
6h 46m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
Delta
Delta
SAL
MDW
9h 28m
1 stop
MDW
SAL
6h 38m
1 stop
Depart: Sat Sep 9 2017 Return: Wed Sep 13 2017 Trip spans 5 days
Delta
Delta
SAP
MDW
7h 18m
1 stop
MDW
SAP
6h 10m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Guatemala City
$449
San Pedro Sula
$523
San Salvador
$513
Belize City
$538
San Jose
$423
Destination

Chicago
$423