There are 5 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 Ponce to Chicago O'Hare International Airport
best- Fly from Ponce (PSE) to Chicago O'Hare International Airport (ORD)plane PSE - ORD
8h 47m$143–556Fly Eugenio María De Hostos Airport to Chicago O'Hare International Airport
cheapest- Fly from Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD)plane MAZ - ORD
8h 46m$103–426Fly 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 12m$267–560Fly 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$197–680Fly Ponce to Chicago Midway International Airport
- Fly from Ponce (PSE) to Chicago Midway International Airport (MDW)plane PSE - MDW
7h 44m$193–806
Ponce (PSE) 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 $100 - $430 and takes 8h 46m.
The fastest way to get from Puerto Rico to Chicago is to fly which takes 7h 44m and costs $190 - $850.
The distance between Puerto Rico and Chicago is 2113 miles.
It takes approximately 8h 47m to get from Puerto Rico to Chicago, including transfers.
Chicago is 1h behind Puerto Rico. It is currently 12:11 AM in Puerto Rico and 11:11 PM in Chicago.
There are 1399+ hotels available in Chicago.
What companies run services between Puerto Rico and Chicago, IL, USA?
JetBlue Airways, Frontier Airlines, and two other airlines fly from Ponce (PSE) to Chicago O'Hare International Airport (ORD) 5 times a day.
- 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
- $140–600
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 7h 20m
- When
- Monday to Friday
- Estimated price
- $150–600
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 9h 5m
- When
- Saturday and Sunday
- Estimated price
- $150–600
Flights from Ponce to Chicago Midway International Airport via Orlando
- Ave. Duration
- 7h 21m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $190–800
Flights from Ponce to Chicago Midway International Airport via Fort Lauderdale
- Ave. Duration
- 8h 14m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $190–800
- Website
- united.com
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 8h 57m
- When
- Every day
- Estimated price
- $140–550
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
- $100–420
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $100–410
- Website
- delta.com
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $100–420
- Website
- flyfrontier.com
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 13h 52m
- When
- Every day
- Estimated price
- $140–550
Flights from Ponce to Chicago O'Hare International Airport via Fort Lauderdale
- Ave. Duration
- 8h 23m
- When
- Every day
- Estimated price
- $140–600
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
- $100–420
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 15m
- When
- Thursday to Saturday
- Estimated price
- $100–410
- Website
- aa.com
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 7h 53m
- When
- Every day
- Estimated price
- $140–550
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $100–410
- Website
- jetblue.com
Flights from Ponce to Chicago O'Hare International Airport via Fort Lauderdale
- Ave. Duration
- 9h 38m
- When
- Every day
- Estimated price
- $140–600
- Website
- allegiantair.com
Flights from Ponce to Chicago Midway International Airport via Fort Lauderdale, Knoxville
- Ave. Duration
- 9h 55m
- When
- Thursday and Sunday
- Estimated price
- $190–800
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