Cheap flights to San Juan from Chicago-O'Hare Intl (ORD)

Flights to San Juan from Chicago-O'Hare Intl (ORD)

Price	To/From	Dates	Supplier
1
$248 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 23 Jul 2008 Return: 30 Jul 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$280 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Travel valid from: 06 Jul 2008 Travel valid until: 05 Jun 2009 Deal Details Take the Easy Way Out. Book with CheapAir.com.		CheapAir.com Book online
$248 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Travel valid from: 01 Oct 2008 Travel valid until: 15 Oct 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$508 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 11 Jul 2008 Return: 18 Jul 2008 Deal Details Many other great fares available. Click now!		Vayama Book online
$248 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 23 Jul 2008 Return: 30 Jul 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$305 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU)	Depart: 23 Jul 2008 Return: 23 Jul 2008 Deal Details	Expedia US Book online
Sort by:
$258 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Travel valid from: 16 Oct 2008 Travel valid until: 30 Oct 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$262 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Travel valid from: 31 Oct 2008 Travel valid until: 13 Nov 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$265 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 16 Aug 2008 Return: 30 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$265 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Travel valid from: 14 Nov 2008 Travel valid until: 28 Nov 2008 Deal Details Save $10 instantly. CheapOair. The Only Way to Go		CheapOAir.com Book online
$281 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Travel valid from: 27 Aug 2008 Travel valid until: 02 Sep 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$281 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Travel valid from: 01 Sep 2008 Travel valid until: 08 Sep 2008 Deal Details Save up to 50% off last minute fares!		Hotwire Book online
$294 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 30 Jul 2008 Return: 06 Aug 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$297 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 10 Oct 2008 Return: 13 Oct 2008 Deal Details Other dates & prices offered		Kayak Book online
$297 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 01 Mar 2009 Return: 10 Mar 2009 Deal Details Other dates & prices offered		Kayak Book online
$302 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 11 Aug 2008 Return: 20 Aug 2008 Deal Details Other dates & prices offered		Kayak Book online
$302 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 30 Jan 2009 Return: 07 Feb 2009 Deal Details Other dates & prices offered		Kayak Book online
$420 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 09 Jul 2008 Return: 16 Jul 2008 Deal Details Get our lowest price or an automatic cash refund!		Orbitz Book online
$424 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 09 Jul 2008 Return: 16 Jul 2008 Deal Details Cheap air tickets, hotels, travel deals, and more.		CheapTickets Book online
$510 RTIncludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU)	Travel valid from: 19 Jul 2008 Travel valid until: 09 Aug 2008 Deal Details	BookAirlineTickets.com Book online
$538 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 11 Jul 2008 Return: 18 Jul 2008 Deal Details Many other great fares available. Click now!		Vayama Book online
$548 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 11 Jul 2008 Return: 18 Jul 2008 Deal Details Many other great fares available. Click now!		Vayama Book online
$668 RTExcludes tax	From: Chicago, IL (ORD) To: San Juan, Puerto Rico (SJU) Depart: 11 Jul 2008 Return: 18 Jul 2008 Deal Details Many other great fares available. Click now!		Vayama Book online
From $13.95 per day	Find Rental Cars from $13.95 a Day at Hotwire Rental car brands you trust with low Hotwire Hot Rates!		Hotwire Book online
Save up to 60%	4 Star Hotels at 2 Star Prices! Hotels for less with low Hotwire Hot-Rates!		Hotwire Book online

Business Class Deals

$1,129 RTIncludes tax

From:: Chicago, IL (ORD)
To:: San Juan, Puerto Rico (SJU)

Travel valid from:: 06 Jul 2008
Travel valid until:: 05 Jun 2009

Deal Details

Major Airline!

CheapAir.com

Book online

See all Business Class Deals

Modify Search

Fare Filter

Departure airports

Chicago-O'Hare Intl

Destination airports

San Juan

Fact Finder

Avg. Flight Duration4 hr 47 mins

Flight guide to San Juan

Overview of San Juan

Visitors booking flights to Puerto Rico are in for a cultural awakening. San Juan is one of the oldest cities in the Americas, and is one of the most diverse cities in Puerto Rico. Old San Juan hasn’t let go of its Spanish ancestry. Cobblestone streets...

Useful Links

Useful links for San Juan

Frommer's guide: The lowdown on San Juan
Map: How to get around in San Juan
Weather: Is it sunny?
Events calendar: What's on when in San Juan
Eating out: Where and what to eat in San Juan

Travel Tips

Read expert tips on getting the most out of travel

Getting Bumped: When airlines overbook, you might lose your seat
Booking Flights by Phone: Best practice for using your phone when purchasing airline tickets
Fat-Finger Fares: The ultimate cheap airline tickets

More travel tips