Cheap flights from Chicago to San Juan from £77

Cheap flights from Chicago to San Juan from £77

Trusted by millions

Kiwi.com Guarantee for stress-free travel

One search, all the best deals

Explore flight deals to San Juan

Direct
Tue, Mar 17
Chicago ORDSan Juan SJU

£77
Search
Direct
Tue, Mar 24
Chicago ORDSan Juan SJU

£77
Search
Direct
Tue, Mar 31
Chicago ORDSan Juan SJU

£77
Search
Direct
Mon, Mar 23
Chicago ORDSan Juan SJU

£77
Search
1 stop
Mon, Mar 30
Chicago ORDSan Juan SJU

£95
Search
1 stop
Wed, Apr 1
Chicago ORDSan Juan SJU

£97
Search
1 stop
Wed, Apr 1 – Thu, Apr 9
Chicago ORDSan Juan SJU

£172
Search
Direct
Tue, Mar 31 – Wed, Apr 8
Chicago ORDSan Juan SJU

£173
Search
Direct
Tue, Mar 17 – Thu, Mar 26
Chicago ORDSan Juan SJU

£175
Search
Direct
Tue, Mar 17 – Tue, Mar 24
Chicago ORDSan Juan SJU

£189
Search
1 stop
Thu, Apr 2 – Fri, Apr 10
Chicago ORDSan Juan SJU

£189
Search
1 stop
Thu, Apr 2 – Thu, Apr 9
Chicago ORDSan Juan SJU

£189
Search

Getting from San Juan airport to the city center

San Juan, the capital of Puerto Rico, is served by Luis Muñoz Marín International Airport (SJU), located approximately 14 km east of the city center in the Carolina district. This is the main gateway for travelers visiting Puerto Rico and offers various airport transfers to city center destinations including Old San Juan, Condado, and Isla Verde. Transport options include taxis, ride-hailing services, public buses, hotel shuttles, and rental cars. Journey times and costs vary depending on your final destination, time of day, and traffic conditions.

Notes:

  • Prices in USD; table created in 2025 and subject to change.
  • Taxis from SJU operate on fixed zone rates to tourist areas like Condado, Isla Verde, and Old San Juan.
  • Public bus service is limited and may require transfers to reach central tourist areas.
  • Ride-hailing pickup is located at designated areas outside the terminal.
  • We recommend checking official transport websites for your travel planning.

Updated: December 2025

Key info about flying to San Juan

Depart from
O Hare International
Arrive to
Luis Muñoz Marín International
Average flights per week
269
Flight distance
3341 km

Weekly direct flights

Discover the top airlines offering direct flights from Chicago to San Juan in the next month. You’ll find the number of daily direct flights per airline in the chart.

AirlineMon 16.02Tue 17.02Wed 18.02Thu 19.02Fri 20.02Sat 21.02Sun 22.02
---------2222
------------111
Weekly flights: 11 totalDaily flights: 1.57 averageMost flights: Thursday 2 flights
AirlineMon 23.02Tue 24.02Wed 25.02Thu 26.02Fri 27.02Sat 28.02Sun 01.03
2222222
1111111
Weekly flights: 21 totalDaily flights: 3 averageMost flights: Monday 2 flights
AirlineMon 02.03Tue 03.03Wed 04.03Thu 05.03Fri 06.03Sat 07.03Sun 08.03
2222232
1111111
Weekly flights: 22 totalDaily flights: 3.14 averageMost flights: Saturday 3 flights
AirlineMon 09.03Tue 10.03Wed 11.03Thu 12.03Fri 13.03Sat 14.03Sun 15.03
2222232
1112222
Weekly flights: 26 totalDaily flights: 3.71 averageMost flights: Saturday 3 flights

Check-in for a flight from Chicago to San Juan

NameCarrier codeIATA CodePassport needed during booking
Spirit AirlinesNKSNKNo
Frontier AirlinesFFTF9No
JetBlue AirwaysJBUB6No
United AirlinesUALUANo
VolarisVOIY4No

Weather in San Juan

Average Weather

MonthAverage monthly max temperatureAverage monthly min temperature
January27°C22°C
February27°C22°C
March27°C22°C
April28°C23°C
May29°C24°C
June30°C25°C
July30°C25°C
August30°C25°C
September30°C25°C
October29°C25°C
November28°C24°C
December27°C23°C
Hottest Month
30°C
August
Coldest month
22°C
February
Sunny days
252
days per year

14 day forecast

Saturday
14 Feb
25°C23°C
21 Feb
73%
28°C23°C
Sunday
15 Feb
26°C23°C
22 Feb
83%
28°C23°C
Monday
16 Feb
30°C24°C
23 Feb
77%
27°C23°C
Tuesday
17 Feb
83%
28°C22°C
24 Feb
88%
28°C23°C
Wednesday
18 Feb
88%
27°C22°C
25 Feb
87%
28°C23°C
Thursday
19 Feb
27°C23°C
26 Feb
84%
27°C23°C
Friday
20 Feb
71%
27°C22°C
27 Feb
80%
28°C23°C
Travelers usually depart from O Hare International, Chicago Midway International, or Chicago Rockford International when they travel from Chicago to San Juan. The distance between Chicago and San Juan is 3341 km. The most popular airlines for this route are Spirit Airlines, Frontier Airlines, JetBlue Airways, United Airlines, and Volaris. Chicago and San Juan have 269 direct flights per week.

Frequently asked questions

How long does it take to travel from Chicago to San Juan?
What is the flight distance between Chicago and San Juan?
What airlines offer nonstop (direct) flights between Chicago and San Juan?
What are the most popular routes to and from Chicago?
What are the most popular routes to and from San Juan?
Which airports are there in Chicago?
What airports are near Chicago?
What airports are near San Juan?
Which airlines fly between Chicago and San Juan?
When’s the best time to travel between Chicago and San Juan?
What flights operate between Chicago and San Juan?
How many airports are there near Chicago?
How many airports are there near San Juan?
What time do nonstop (direct) flights between Chicago and San Juan depart?
What time do nonstop (direct) flights between Chicago and San Juan arrive?
What time do flights between Chicago and San Juan depart?
What time do flights between Chicago and San Juan arrive?

Explore alternative trips

Flights from Chicago

Flights to San Juan

Popular routes

The nearest countries with flights to San Juan

Here is a list of countries people are flying from

Other destination countries from Chicago

Here is a list of countries people are flying to

Download our app

Start your next adventure now. Download our app and explore cheap flights effortlessly!

Find the best connection from Chicago to San Juan
Search flights