Flights from San Juan to Chicago

Selected fares from San Juan to Chicago

Departure
Arrival
Travel dates
Round-trip

Departure:

SJU

Arrival:

CHI

Travel dates

Sat, Dec 26 - Fri, Jan 1

Round-trip

Departure:

SJU

Arrival:

CHI

Travel dates

Mon, Oct 5 - Fri, Oct 16

Round-trip

Departure:

SJU

Arrival:

CHI

Travel dates

Mon, Oct 5 - Fri, Oct 16

Round-trip

Departure:

SJU

Arrival:

CHI

Travel dates

Mon, Oct 5 - Fri, Oct 16

Round-trip

Departure:

SJU

Arrival:

CHI

Travel dates

Wed, Apr 6 - Tue, Apr 12

Round-trip

Departure:

SJU

Arrival:

CHI

Travel dates

Fri, Jan 8 - Sun, Jan 10

Round-trip

September 2015
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1
Tue, Sep 1
2
Wed, Sep 2
3
Thu, Sep 3
4
Fri, Sep 4
5
Sat, Sep 5

Leaving Sat, Sep 5

6
Sun, Sep 6
7
Mon, Sep 7
8
Tue, Sep 8
9
Wed, Sep 9
10
Thu, Sep 10
11
Fri, Sep 11
12
Sat, Sep 12
13
Sun, Sep 13
14
Mon, Sep 14
15
Tue, Sep 15
16
Wed, Sep 16
17
Thu, Sep 17
18
Fri, Sep 18
19
Sat, Sep 19
20
Sun, Sep 20
21
Mon, Sep 21
22
Tue, Sep 22
23
Wed, Sep 23
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Thu, Sep 24
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Fri, Sep 25
26
Sat, Sep 26
27
Sun, Sep 27
28
Mon, Sep 28
29
Tue, Sep 29
30
Wed, Sep 30

= Cheapest round-trip flights

* Prices are round trip per person (conditions apply)

Save more with Chicago Flight + Hotel packages

San Juan and Chicago airports and terminals

Airports in San Juan , PR

San Juan

Airports in Chicago IL, US

Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

    Carriers

  • 2

    O'Hare International Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from SJU to ORD

    Terminal

    Carriers

    Terminal 1
    United Airlines
    Terminal 3
    American Airlines, US Airways, jetBlue

  

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  • Rate Includes Breakfast
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From
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  • Complimentary wired and Wi-Fi Internet Access
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From
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September

Cheapest weekend flights in September from San Juan to Chicago

Leave
Fri, Sep 4
San Juan
(SJU)
Chicago
(ORD)
United Airlines
United Airlines
Return
Mon, Sep 7
Chicago
(ORD)
San Juan
(SJU)
United Airlines
United Airlines
Earn $3.16

Lowest roundtrip airfare in September from San Juan to Chicago

Leave
Sat, Sep 5
San Juan
(SJU)
Chicago
(ORD)
jetBlue
jetBlue
Return
Sun, Sep 13
Chicago
(ORD)
San Juan
(SJU)
jetBlue
jetBlue
Earn $3.02

Best one-week trip in September from San Juan to Chicago

Leave
Sat, Sep 5
San Juan
(SJU)
Chicago
(ORD)
jetBlue
jetBlue
Return
Sat, Sep 12
Chicago
(ORD)
San Juan
(SJU)
jetBlue
jetBlue
Earn $3.02

October

Cheapest weekend flights in October from San Juan to Chicago

Leave
Thu, Oct 8
San Juan
(SJU)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Mon, Oct 12
Chicago
(ORD)
San Juan
(SJU)
Spirit Airlines
Spirit Airlines
Earn $3.73

Lowest roundtrip airfare in October from San Juan to Chicago

Leave
Mon, Oct 5
San Juan
(SJU)
Chicago
(ORD)
jetBlue
jetBlue
Return
Fri, Oct 16
Chicago
(ORD)
San Juan
(SJU)
jetBlue
jetBlue
Earn $3.02

Best one-week trip in October from San Juan to Chicago

Leave
Wed, Oct 21
San Juan
(SJU)
Chicago
(ORD)
Spirit Airlines
Spirit Airlines
Return
Wed, Oct 28
Chicago
(ORD)
San Juan
(SJU)
Spirit Airlines
Spirit Airlines
Earn $3.73

November

Cheapest weekend flights in November from San Juan to Chicago

Leave
Thu, Nov 26
San Juan
(SJU)
Chicago
(ORD)
United Airlines
United Airlines
Return
Sat, Nov 28
Chicago
(ORD)
San Juan
(SJU)
United Airlines
United Airlines
Earn $2.98

Lowest roundtrip airfare in November from San Juan to Chicago

Leave
Thu, Nov 26
San Juan
(SJU)
Chicago
(ORD)
United Airlines
United Airlines
Return
Sat, Nov 28
Chicago
(ORD)
San Juan
(SJU)
United Airlines
United Airlines
Earn $2.98

Best one-week trip in November from San Juan to Chicago

Leave
Mon, Nov 16
San Juan
(SJU)
Chicago
(ORD)
jetBlue
jetBlue
Return
Mon, Nov 23
Chicago
(ORD)
San Juan
(SJU)
jetBlue
jetBlue
Earn $3.43

Cheap Flights from San Juan to Chicago

Luis Muñoz Marín International Airport

If you're looking for cheap flights from San Juan, the first stop you should make is Orbitz.com, where you can choose the fares that will keep you on budget. Flights out of town leave from the Luis Muñoz Marín International Airport, which is located 3 miles southeast of downtown San Juan and is one of the busiest in the region. Airlines servicing the airport include British Airways, jetBlue Airways and Air Canada.

Luis Muñoz Marín International Transportation

You have several options to get to and from the airport. One of the easiest ways is to grab a taxi, which costs about $20 from downtown San Juan and can take anywhere from 10 to 20 minutes. Your least expensive option would be to hop on the AMA Bus #B-53 to San Juan. The entire trip will cost you $1.50 and will take about 40 minutes to an hour. You can also book a rental car through Orbitz.com and drop off the car at the airport when you leave.

Parking at the Airport

A combination long- and short-term parking facility is available at the airport, with spaces for over 2,000 cars. Parking is $1.25 for the first hour and 75 cents for each additional hour. The parking rate for the first 24 hours is $18.50 and $12 for each additional day.

Dining at the Airport

There are plenty of places to chow down at the airport. Grab drinks and tacos at Margaritaville in Terminal D, or go the healthy route with Island Smoothies at the Terminal C/D connector. Whichever one you choose, when you're ready to book those cheap flights from San Juan, use Orbitz.com as your go-to travel planner.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from San Juan to Chicago

    • 4 direct flights are operating from San Juan to Chicago today.
    • Today's average time for a direct flight is 5h 5m.
    • United Airlines flight 1508 (2:20 PM GMT, Boeing 737-800 Passenger) is today's earliest available flight from San Juan to Chicago.
    • jetBlue flight 866 (3:40 PM GMT, Airbus Industrie A320) is today's latest available flight from San Juan to Chicago.
    • Today's shortest direct flight from San Juan to Chicago (jetBlue flight 866, Airbus Industrie A320) takes 5h 3m.
    • Today's longest direct flight from San Juan to Chicago (United Airlines flight 1508, Boeing 737-800 Passenger) takes 5h 10m.
    • Flights from Luis Munoz Marin Intl (SJU) to Midway Airport (MDW), O'Hare International Airport (ORD) are available for this route.

Flight schedule for flights from San Juan to Chicago on Wed, Aug 5, 2015

Carrier Flight # Departing   Arriving Flight time Aircraft
United Airlines/American Airlines
UA1740/AA3217

Departing

SJU 2:00 AM

Arriving

ORD 11:20 AM
Flight time 10hr 20min Aircraft 738/CR7
United Airlines/US Airways
UA1740/US3217

Departing

SJU 2:00 AM

Arriving

ORD 11:20 AM
Flight time 10hr 20min Aircraft 738/CR7
American Airlines/American Airlines
AA1014/AA1017

Departing

SJU 6:00 AM

Arriving

ORD 2:31 PM
Flight time 9hr 31min Aircraft 738/738
American Airlines/US Airways
AA1014/US1017

Departing

SJU 6:00 AM

Arriving

ORD 2:31 PM
Flight time 9hr 31min Aircraft 738/738
US Airways/US Airways
US1014/US1017

Departing

SJU 6:00 AM

Arriving

ORD 2:31 PM
Flight time 9hr 31min Aircraft 738/738
US Airways/American Airlines
US1014/AA1017

Departing

SJU 6:00 AM

Arriving

ORD 2:31 PM
Flight time 9hr 31min Aircraft 738/738
jetBlue/jetBlue
B61504/B6605

Departing

SJU 6:00 AM

Arriving

ORD 2:36 PM
Flight time 9hr 36min Aircraft 320/E90
Delta Air Lines/Delta Air Lines
DL922/DL1612

Departing

SJU 7:25 AM

Arriving

ORD 2:53 PM
Flight time 8hr 28min Aircraft 757/M88
American Airlines/American Airlines
AA775/AA1994

Departing

SJU 8:35 AM

Arriving

ORD 3:02 PM
Flight time 7hr 27min Aircraft 757/757
American Airlines/US Airways
AA775/US1994

Departing

SJU 8:35 AM

Arriving

ORD 3:02 PM
Flight time 7hr 27min Aircraft 757/752
US Airways/American Airlines
US775/AA1994

Departing

SJU 8:35 AM

Arriving

ORD 3:02 PM
Flight time 7hr 27min Aircraft 752/757
US Airways/US Airways
US775/US1994

Departing

SJU 8:35 AM

Arriving

ORD 3:02 PM
Flight time 7hr 27min Aircraft 752/752
Delta Air Lines/Delta Air Lines
DL922/DL1116

Departing

SJU 7:25 AM

Arriving

MDW 3:07 PM
Flight time 8hr 42min Aircraft 757/717