There are 6 ways to get from Puerto Rico to Chicago by plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Eugenio María De Hostos Airport to Chicago O'Hare International Airport
best- Fly from Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD)plane MAZ - ORD
8h 48m$113–496Fly Ponce to Chicago O'Hare International Airport
- Fly from Ponce (PSE) to Chicago O'Hare International Airport (ORD)plane PSE - ORD
8h 37m$163–656Fly Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Fly from Luis Munoz Marin International Airport (SJU) to Chicago O'Hare International Airport (ORD)plane SJU - ORD
8h 14m$197–500Fly Luis Munoz Marin International Airport to Chicago Midway International Airport
- Fly from Luis Munoz Marin International Airport (SJU) to Chicago Midway International Airport (MDW)plane SJU - MDW
7h 51m$197–730Fly Ponce to Chicago Midway International Airport
- Fly from Ponce (PSE) to Chicago Midway International Airport (MDW)plane PSE - MDW
7h 40m$193–856Fly Aguadilla to Chicago Midway International Airport
- Fly from Aguadilla (BQN) to Chicago Midway International Airport (MDW)plane BQN - MDW
7h 51m$196–811
Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Puerto Rico to Chicago is to fly which costs $110 - $500 and takes 8h 48m.
The fastest way to get from Puerto Rico to Chicago is to fly which takes 7h 40m and costs $190 - $900.
The distance between Puerto Rico and Chicago is 2079 miles.
It takes approximately 8h 48m to get from Puerto Rico to Chicago, including transfers.
Chicago is 1h behind Puerto Rico. It is currently 10:13 PM in Puerto Rico and 9:13 PM in Chicago.
There are 1101+ hotels available in Chicago.
What companies run services between Puerto Rico and Chicago, IL, USA?
Cape Air, United Airlines, and Frontier Airlines fly from Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD) twice daily.
- Website
- southwest.com
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 50m
- When
- Saturday and Sunday
- Estimated price
- $140–650
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 7h 20m
- When
- Monday to Friday
- Estimated price
- $150–650
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 9h 5m
- When
- Saturday and Sunday
- Estimated price
- $150–650
Flights from Ponce to Chicago Midway International Airport via Orlando
- Ave. Duration
- 7h 4m
- When
- Monday to Wednesday
- Estimated price
- $190–850
Flights from Aguadilla to Chicago Midway International Airport via Fort Lauderdale
- Ave. Duration
- 6h 37m
- When
- Monday to Friday
- Estimated price
- $190–800
Flights from Aguadilla to Chicago Midway International Airport via Orlando
- Ave. Duration
- 6h 52m
- When
- Monday to Wednesday
- Estimated price
- $190–800
Flights from Aguadilla to Chicago Midway International Airport via Newark, Columbus
- Ave. Duration
- 12h 55m
- When
- Monday to Friday
- Estimated price
- $210–850
Flights from Aguadilla to Chicago Midway International Airport via Newark, Cleveland
- Ave. Duration
- 13h 5m
- When
- Monday to Friday
- Estimated price
- $200–850
- Website
- united.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 9h 32m
- When
- Every day
- Estimated price
- $110–490
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $160–650
Flights from Ponce to Chicago O'Hare International Airport via Orlando, Indianapolis
- Ave. Duration
- 11h 33m
- When
- Monday, Tuesday, Wednesday, and Friday
- Estimated price
- $160–700
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $120–500
- Website
- delta.com
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 43m
- When
- Every day
- Estimated price
- $120–550
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 7h 10m
- When
- Every day
- Estimated price
- $120–550
- Website
- flyfrontier.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 7h 53m
- When
- Thursday to Saturday
- Estimated price
- $110–490
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 14h 11m
- When
- Every day
- Estimated price
- $160–650
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 15m
- When
- Thursday to Saturday
- Estimated price
- $120–500
- Website
- aa.com
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $120–500
- Website
- allegiantair.com
Flights from Ponce to Chicago Midway International Airport via Orlando, Asheville
- Ave. Duration
- 10h 43m
- When
- Monday and Friday
- Estimated price
- $190–850
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