To save up to 142% on this flight, we recommend booking at least 59 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Central America from $388 1-2 weeks out and tickets from $537 for flights departing within the next 72 hours.
Due to multiple factors, expect to potentially pay more when booking in December. For low rates, February can be a great choice for travel to Central America. Flights to Central America from Chicago Midway Airport in February are about $515 on average during February, but can be found for as low as $213.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Central America as you normally would.
Fly from
Fly to
Budget
$320 - $731
Route
Depart
Return
Price
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
Tue 5/28
1 stop26h 11m
San José Juan Santamaria Intl
Tue 6/4
2 stops12h 17m
Chicago MidwayGuatemala City La Aurora
MDW - GUA
MDWGUA
Chicago Midway
Sat 6/15
1 stop21h 21m
Guatemala City La Aurora
Sat 6/22
1 stop7h 49m
Chicago MidwayGuatemala City La Aurora
MDW - GUA
MDWGUA
Chicago Midway
Sat 6/1
2 stops15h 33m
Guatemala City La Aurora
Sat 6/8
1 stop7h 49m
Chicago MidwayManagua Augusto C Sandino
MDW - MGA
MDWMGA
Chicago Midway
Tue 6/11
1 stop23h 29m
Managua Augusto C Sandino
Thu 6/20
1 stop21h 06m
Chicago MidwaySan José Juan Santamaria Intl
MDW - SJO
MDWSJO
Chicago Midway
Wed 8/14
1 stop25h 58m
San José Juan Santamaria Intl
Sun 8/18
1 stop24h 15m
Chicago MidwayGuatemala City La Aurora
MDW - GUA
MDWGUA
Chicago Midway
Fri 6/14
1 stop7h 11m
Guatemala City La Aurora
Mon 6/17
1 stop25h 51m
Chicago MidwayGuatemala City La Aurora
MDW - GUA
MDWGUA
Chicago Midway
Fri 6/14
1 stop7h 11m
Guatemala City La Aurora
Fri 6/21
1 stop15h 44m
Chicago MidwayPanama City Tocumen Intl
MDW - PTY
MDWPTY
Chicago Midway
Sat 9/21
1 stop6h 55m
Panama City Tocumen Intl
Sat 9/28
1 stop7h 24m
Chicago MidwayGuatemala City La Aurora
MDW - GUA
MDWGUA
Chicago Midway
Wed 6/19
2 stops18h 59m
Guatemala City La Aurora
Sun 6/23
2 stops16h 58m
No data available for this route at this time. Please check back soon.
Crew
Boarding
Comfort
Overall
Food
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Boarding
Comfort
Overall
Food
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Boarding
Comfort
Overall
Food
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Boarding
Comfort
Overall
Food
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Boarding
Comfort
Overall
Food
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Boarding
Comfort
Overall
Food
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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