Cheap flights Chicago to San Juan (Luis Munoz Marin)

From

To

Depart

Return

Passengers

1 passenger, economy

Nonstop flights from Chicago to San Juan: United Airlines, Frontier Airlines. Nonstop flights per week: 8. Flight time: 4 hours 46 minutes. Distance: 3337 km. Tickets from C$137 (departure 13 January).

Prices updated on 24 October at 10:53

See also: San Juan (Luis Munoz Marin) — Chicago Flights from Chicago Flights to San Juan (Luis Munoz Marin)

Cheap flights Chicago to San Juan

Compare prices, duration and stops

Filters

Stops

Direct only 1 stop 2+ stops

Price

C$137 C$562 C$562

Airlines

Allegiant Air American Airlines Frontier Airlines Jetblue Airways Southwest Airlines United Airlines

F9 2292

06:15

Chicago Midway International Airport (MDW)

Mon, 26 Oct

8h 51min

1 stop

16:06

Luis Munoz Marin (SJU)

Mon, 26 Oct

C$178

F9 2792

09:51

O'Hare International Airport (ORD)

Tue, 27 Oct

14h 59min

1 stop

01:50

Luis Munoz Marin (SJU)

Wed, 28 Oct +1

C$189

F9 2792

09:51

O'Hare International Airport (ORD)

Fri, 30 Oct

6h 30min

1 stop

17:21

Luis Munoz Marin (SJU)

Fri, 30 Oct

C$183

F9 1596

10:26

O'Hare International Airport (ORD)

Fri, 30 Oct

13h 33min

1 stop

00:59

Luis Munoz Marin (SJU)

Sat, 31 Oct +1

C$194

F9 2205

07:50

O'Hare International Airport (ORD)

Mon, 2 Nov

14h 48min

1 stop

00:38

Luis Munoz Marin (SJU)

Tue, 3 Nov +1

C$192

AA 1682

17:15

O'Hare International Airport (ORD)

Wed, 4 Nov

11h 23min

1 stop

06:38

Luis Munoz Marin (SJU)

Thu, 5 Nov +1

C$220

G4 499

18:30

Chicago Rockford International Airport (RFD)

Thu, 5 Nov

25h 55min

1 stop

22:25

Luis Munoz Marin (SJU)

Fri, 6 Nov +1

C$196

UA 1996

17:52

O'Hare International Airport (ORD)

Tue, 10 Nov

4h 48min

Direct

00:40

Luis Munoz Marin (SJU)

Wed, 11 Nov +1

C$169

F9 2792

18:51

O'Hare International Airport (ORD)

Tue, 10 Nov

22h 24min

1 stop

19:15

Luis Munoz Marin (SJU)

Wed, 11 Nov +1

C$164

B6 864

23:35

O'Hare International Airport (ORD)

Tue, 10 Nov

8h 3min

1 stop

09:38

Luis Munoz Marin (SJU)

Wed, 11 Nov +1

C$189

UA 1695

12:59

O'Hare International Airport (ORD)

Wed, 11 Nov

9h 37min

1 stop

00:36

Luis Munoz Marin (SJU)

Thu, 12 Nov +1

C$147

F9 4064

06:00

O'Hare International Airport (ORD)

Thu, 12 Nov

15h 28min

1 stop

23:28

Luis Munoz Marin (SJU)

Thu, 12 Nov

C$160

B6 864

14:35

O'Hare International Airport (ORD)

Wed, 18 Nov

6h 29min

1 stop

23:04

Luis Munoz Marin (SJU)

Wed, 18 Nov

C$242

F9 1596

19:26

O'Hare International Airport (ORD)

Thu, 19 Nov

12h 33min

1 stop

09:59

Luis Munoz Marin (SJU)

Fri, 20 Nov +1

C$308

WN 241

18:15

Chicago Midway International Airport (MDW)

Wed, 25 Nov

7h 40min

1 stop

03:55

Luis Munoz Marin (SJU)

Thu, 26 Nov +1

C$365

F9 2144

15:50

Chicago Midway International Airport (MDW)

Sun, 6 Dec

7h 17min

1 stop

01:07

Luis Munoz Marin (SJU)

Mon, 7 Dec +1

C$153

F9 2205

14:00

O'Hare International Airport (ORD)

Sun, 13 Dec

7h 2min

1 stop

23:02

Luis Munoz Marin (SJU)

Sun, 13 Dec

C$275

UA 2677

14:30

O'Hare International Airport (ORD)

Tue, 15 Dec

8h 6min

1 stop

00:36

Luis Munoz Marin (SJU)

Wed, 16 Dec +1

C$236

F9 3398

16:00

O'Hare International Airport (ORD)

Tue, 15 Dec

7h 7min

1 stop

01:07

Luis Munoz Marin (SJU)

Wed, 16 Dec +1

C$159

F9 1901

15:15

O'Hare International Airport (ORD)

Fri, 18 Dec

18h 27min

1 stop

11:42

Luis Munoz Marin (SJU)

Sat, 19 Dec +1

C$378

WN 2967

05:35

Chicago Midway International Airport (MDW)

Thu, 24 Dec

11h 20min

1 stop

18:55

Luis Munoz Marin (SJU)

Thu, 24 Dec

C$562

F9 3346

08:50

O'Hare International Airport (ORD)

Thu, 31 Dec

4h 46min

Direct

15:36

Luis Munoz Marin (SJU)

Thu, 31 Dec

C$409

AA 2984

14:00

O'Hare International Airport (ORD)

Fri, 1 Jan

16h 33min

1 stop

08:33

Luis Munoz Marin (SJU)

Sat, 2 Jan +1

C$204

AA 716

18:45

O'Hare International Airport (ORD)

Fri, 1 Jan

9h 31min

2 stops

06:16

Luis Munoz Marin (SJU)

Sat, 2 Jan +1

C$232

UA 695

23:16

O'Hare International Airport (ORD)

Fri, 1 Jan

4h 44min

Direct

06:00

Luis Munoz Marin (SJU)

Sat, 2 Jan +1

C$294

AA 3300

05:00

O'Hare International Airport (ORD)

Sat, 2 Jan

11h 36min

1 stop

18:36

Luis Munoz Marin (SJU)

Sat, 2 Jan

C$204

F9 3346

23:50

O'Hare International Airport (ORD)

Fri, 1 Jan

4h 46min

Direct

06:36

Luis Munoz Marin (SJU)

Sat, 2 Jan +1

C$306

AA 2814

17:00

O'Hare International Airport (ORD)

Sat, 2 Jan

7h 35min

1 stop

02:35

Luis Munoz Marin (SJU)

Sun, 3 Jan +1

C$204

AA 3229

22:11

O'Hare International Airport (ORD)

Sat, 2 Jan

7h 56min

1 stop

08:07

Luis Munoz Marin (SJU)

Sun, 3 Jan +1

C$205

UA 695

23:16

O'Hare International Airport (ORD)

Sat, 2 Jan

4h 44min

Direct

06:00

Luis Munoz Marin (SJU)

Sun, 3 Jan +1

C$243

F9 3346

08:50

O'Hare International Airport (ORD)

Sun, 3 Jan

4h 46min

Direct

15:36

Luis Munoz Marin (SJU)

Sun, 3 Jan

C$305

UA 1695

13:10

O'Hare International Airport (ORD)

Sat, 9 Jan

9h 26min

1 stop

00:36

Luis Munoz Marin (SJU)

Sun, 10 Jan +1

C$300

F9 3346

22:31

O'Hare International Airport (ORD)

Mon, 11 Jan

4h 42min

Direct

05:13

Luis Munoz Marin (SJU)

Tue, 12 Jan +1

C$144

F9 3346 Best price

00:17

O'Hare International Airport (ORD)

Wed, 13 Jan

4h 46min

Direct

07:03

Luis Munoz Marin (SJU)

Wed, 13 Jan

C$137

F9 1901

05:01

O'Hare International Airport (ORD)

Sat, 16 Jan

11h 35min

1 stop

18:36

Luis Munoz Marin (SJU)

Sat, 16 Jan

C$201

AA 1556

17:43

O'Hare International Airport (ORD)

Thu, 25 Feb

10h 52min

1 stop

06:35

Luis Munoz Marin (SJU)

Fri, 26 Feb +1

C$240

Direct flight schedule Chicago — San Juan

Direct flights: 2 · Airlines: 2 · First departure: 08:50 · Last departure: 23:16

Departure → arrivalFlightAirport DaysDurationPrice

08:50→15:36 Frontier Airlines F9 3346 O'HareORD MonTueWedThuFriSatSun 4h 46min

23:16→06:00⁺¹ United Airlines UA 695 O'HareORD MonTueWedThuFriSatSun 4h 44min

Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Low price calendar

From

To

Lowest price of the month Mon, 26 Oct · One way from C$178

Prices as of 24 October, 11:05 Moscow time

Cheap flights Chicago to San Juan

Frontier Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

C$137

United Airlines

Tue, Wed, Fri, Sat

Price from

C$236

Jetblue Airways

Tue, Wed

Price from

C$242

Which airlines offer the cheapest flights from Chicago to San Juan?

Based on collected data, the cheapest flights are offered by Allegiant Air with an average ticket price of C$196.

Allegiant Air Average price: C$196 · Flights: 1 · Direct: 0
American Airlines Average price: C$216 · Flights: 7 · Direct: 0
Jetblue Airways Average price: C$216 · Flights: 1 · Direct: 0
Frontier Airlines Average price: C$224 · Flights: 9 · Direct: 1
United Airlines Average price: C$232 · Flights: 4 · Direct: 2
Southwest Airlines Average price: C$464 · Flights: 2 · Direct: 0

Which airlines fly most often from Chicago to San Juan?

The most flight options on this route are offered by Frontier Airlines — options found: 9.

Frontier Airlines Flights: 9 · Direct: 1
American Airlines Flights: 7 · Direct: 0
United Airlines Flights: 4 · Direct: 2
Southwest Airlines Flights: 2 · Direct: 0
Allegiant Air Flights: 1 · Direct: 0
Jetblue Airways Flights: 1 · Direct: 0

Round trip Chicago — San Juan

Trip	Outbound	Return	Outbound + return	Total
Weekend trip	Sat, 2 Jan	Sun, 3 Jan	C$205 + C$802
One week	Wed, 13 Jan	Wed, 20 Jan	C$137 + C$177
Two weeks	Mon, 26 Oct	Tue, 10 Nov	C$178 + C$163

Two one-way tickets combined, price per adult. Tap a price to search these dates.

Prices as of 24 October, 11:05 Moscow time

How many flights per day operate from Chicago to San Juan?

Most flights operate on Fri (7), the fewest on Mon (3).

Mon Flights: 3 · Direct: 1
Tue Flights: 5 · Direct: 1
Wed Flights: 5 · Direct: 1
Thu Flights: 6 · Direct: 1
Fri Flights: 7 · Direct: 2
Sat Flights: 6 · Direct: 1
Sun Flights: 3 · Direct: 1

Popular destinations from Chicago

All →

CHI

Chicago — Philadelphia

United States → United States

PHL

from

C$39

CHI

Chicago — Fort Lauderdale

United States → United States

FLL

from

C$43

CHI

Chicago — Baltimore

United States → United States

BWI

from

C$48

CHI

Chicago — Denver

United States → United States

DEN

from

C$54

CHI

Chicago — Washington

United States → United States

WAS

from

C$64

CHI

Chicago — Miami

United States → United States

MIA

from

C$72

CHI

Chicago — Burlington

United States → United States

BRL

from

C$73

CHI

Chicago — Phoenix

United States → United States

PHX

from

C$78

Popular destinations to San Juan

All →

FLL

Fort Lauderdale — San Juan

United States → Puerto Rico

SJU

from

C$54

MIA

Miami — San Juan

United States → Puerto Rico

SJU

from

C$89

ATL

Atlanta — San Juan

United States → Puerto Rico

SJU

from

C$93

PHL

Philadelphia — San Juan

United States → Puerto Rico

SJU

from

C$95

BWI

Baltimore — San Juan

United States → Puerto Rico

SJU

from

C$114

HVN

New Haven — San Juan

United States → Puerto Rico

SJU

from

C$114

BDL

Hartford — San Juan

United States → Puerto Rico

SJU

from

C$123

HOU

Houston — San Juan

United States → Puerto Rico

SJU

from

C$128

ORL

Orlando — San Juan

United States → Puerto Rico

SJU

from

C$136

Cheap flights Chicago to San Juan

Price from: C$137
Average price: C$204
Flight time: 4 hours 46 minutes
Distance: 3 337 km
Рейсов в неделю: 8
Airlines: 6
Most frequent flight: F9 3346

Prices as of 24 October, 10:53 Moscow time

Airports on the Chicago — San Juan route

From → to	Flights	Direct	Airlines	Price from
O'Hare International AirportORD Luis Munoz MarinSJU Cheapest	19	3	4
Chicago Midway International AirportMDW Luis Munoz MarinSJU	4	0	2
Chicago Rockford International AirportRFD Luis Munoz MarinSJU	1	0	1

Departure airports · Chicago

O'Hare International AirportORD ≈ 25 km from the centre
Chicago Midway International AirportMDW ≈ 14 km from the centre
Chicago Rockford International AirportRFD ≈ 126 km from the centre
Merrill C MeigsCGX no flights
DuPage AirportDPA no flights
Chicago Executive AirportPWK no flights

Arrival airports · San Juan

Luis Munoz MarinSJU
Isla GrandeSIG no flights

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · Puerto Rico

boricuamobile

3 GB

data

30

days

C$15

boricuamobile

5 GB

data

30

days

C$24

boricuamobile

10 GB

data

30

days

C$35

boricuamobile

20 GB

data

30

days

C$55

boricuamobile

1 GB

data

7

days

C$6

Frequently Asked Questions

Yes. Nonstop flights from Chicago to San Juan are operated by: United Airlines, Frontier Airlines. A nonstop flight takes 4 hours 46 minutes on average. Nonstop tickets start at C$137.

The average ticket price Chicago San Juan is C$204. The cheapest ticket costs C$137, operated by Frontier Airlines, flight F9 3346, departing Chicago on 13 January at 00:17, arriving San Juan on 13 January at 07:03. Prices as of 24 October.

A nonstop flight takes 4 hours 46 minutes on average. The fastest is F9 3346 Frontier Airlines: 4 hours 42 minutes. With a connection: from 6 hours 29 minutes, usually about 10 hours.

Flights from Chicago to San Juan depart from these airports: O'Hare International Airport (ORD), Chicago Midway International Airport (MDW), Chicago Rockford International Airport (RFD). Most flights depart from O'Hare International Airport. Arrival: Luis Munoz Marin (SJU).

Based on prices for the coming months, the cheapest month to fly is January 2027: tickets from C$137.

Tickets from Chicago to San Juan are sold by: Frontier Airlines, American Airlines, United Airlines, Southwest Airlines, Jetblue Airways, Allegiant Air. Nonstop: United Airlines, Frontier Airlines.

The distance from Chicago to San Juan is 3337 km.

Tickets from San Juan to Chicago start at C$145. The average price is C$179. Nonstop flights are operated by: United Airlines, American Airlines, Frontier Airlines. All tickets San Juan — Chicago