Find Deals on Flights from Chicago Midway to Central America

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Central America

(Round-trip)
Depart: Thu Feb 9 2017 Return: Wed Feb 15 2017 Trip spans 7 days
Delta
Delta
MDW
SJO
6h 53m
1 stop
SJO
MDW
8h 21m
1 stop
Depart: Wed Apr 12 2017 Return: Thu Apr 20 2017 Trip spans 9 days
Major Airline
Major Airline
MDW
BZE
4h 20m
nonstop
BZE
MDW
2h 20m
nonstop
Depart: Sun Feb 19 2017 Return: Sun Feb 26 2017 Trip spans 8 days
Volaris
Volaris
MDW
GUA
18h 40m
1 stop
GUA
MDW
21h 37m
1 stop
Depart: Tue Feb 28 2017 Return: Wed Mar 15 2017 Trip spans 15 days
Delta
Delta
MDW
SJO
14h 40m
1 stop
SJO
MDW
8h 07m
1 stop
Depart: Mon Mar 6 2017 Return: Thu Mar 9 2017 Trip spans 4 days
Delta
Delta
MDW
SJO
13h 35m
1 stop
SJO
MDW
8h 07m
1 stop
Depart: Tue Mar 21 2017 Return: Thu Mar 30 2017 Trip spans 10 days
Delta
Delta
MDW
SJO
6h 55m
1 stop
SJO
MDW
8h 07m
1 stop
Depart: Mon Apr 3 2017 Return: Thu Apr 20 2017 Trip spans 18 days
Delta
Delta
MDW
SJO
8h 04m
1 stop
SJO
MDW
11h 42m
1 stop
Depart: Mon Feb 13 2017 Return: Tue Feb 28 2017 Trip spans 16 days
Major Airline
Major Airline
MDW
TGU
3h 49m
nonstop
TGU
MDW
3h 49m
nonstop
Depart: Tue Apr 4 2017 Return: Wed Apr 19 2017 Trip spans 16 days
Delta
Delta
MDW
SJO
8h 04m
1 stop
SJO
MDW
8h 09m
1 stop
Depart: Sun Jan 29 2017 Return: Thu Feb 2 2017 Trip spans 5 days
Delta
Delta
MDW
SJO
21h 27m
1 stop
SJO
MDW
8h 21m
1 stop
Depart: Mon May 1 2017 Return: Sun May 7 2017 Trip spans 7 days
Delta
Delta
MDW
SJO
14h 40m
1 stop
SJO
MDW
27h 58m
2 stops
Depart: Sun May 28 2017 Return: Sat Jun 3 2017 Trip spans 7 days
Delta
Delta
MDW
SJO
10h 30m
1 stop
SJO
MDW
8h 57m
1 stop
Depart: Sat Jun 3 2017 Return: Sat Jun 10 2017 Trip spans 8 days
Delta
Delta
MDW
SJO
6h 59m
1 stop
SJO
MDW
9h 01m
1 stop
Depart: Mon Jan 30 2017 Return: Wed Feb 1 2017 Trip spans 3 days
Delta
Delta
MDW
SJO
10h 31m
1 stop
SJO
MDW
9h 55m
2 stops
Depart: Sat Apr 22 2017 Return: Sat Apr 29 2017 Trip spans 8 days
Delta
Delta
MDW
SJO
6h 46m
1 stop
SJO
MDW
8h 05m
1 stop
Depart: Wed Mar 22 2017 Return: Wed Mar 29 2017 Trip spans 8 days
Delta
Delta
MDW
SJO
6h 59m
1 stop
SJO
MDW
18h 26m
1 stop
Depart: Wed Dec 28 2016 Return: Sun Jan 1 2017 Trip spans 5 days
$1113
Select
Volaris
Volaris
MDW
SJO
18h 17m
1 stop
SJO
MDW
22h 02m
1 stop
Depart: Fri Jan 27 2017 Return: Tue Feb 7 2017 Trip spans 12 days
Delta
Delta
MDW
GUA
14h 50m
1 stop
GUA
MDW
8h 14m
1 stop
Depart: Wed Feb 1 2017 Return: Fri Feb 3 2017 Trip spans 3 days
Delta
Delta
MDW
GUA
7h 22m
1 stop
GUA
MDW
8h 17m
1 stop
Depart: Thu Feb 2 2017 Return: Fri Feb 10 2017 Trip spans 9 days
Delta
Delta
MDW
GUA
7h 22m
1 stop
GUA
MDW
8h 14m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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.

We compile tonnes of data for you
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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$298
Destination

Guatemala City
$370
Tegucigalpa
$421
Belize City
$375
San Jose
$298