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Did you mean flights from San Juan to Chicago?

Cheap Flights from Chicago to San Juan, PR, United States - CHI to SJU Last modified: Jul 29, 2016 1:22 AM

Popular flights from Chicago to San Juan Last modified: Jul 29, 2016 1:22 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American
CHISJU
Mon 9/5
nonstop
SJUCHI
Thu 9/8
nonstop
$274
Select
American
CHISJU
Mon 9/5
nonstop
SJUCHI
Fri 9/9
nonstop
$274
Select
American
CHISJU
Wed 9/7
nonstop
SJUCHI
Wed 9/14
nonstop
$274
Select
American
CHISJU
Fri 9/9
nonstop
SJUCHI
Fri 9/16
nonstop
$274
Select
American
CHISJU
Fri 9/9
nonstop
SJUCHI
Fri 9/23
nonstop
$274
Select
JetBlue
CHISJU
Thu 8/11
nonstop
SJUCHI
Thu 8/25
nonstop
$274
Select
JetBlue
CHISJU
Mon 8/15
nonstop
SJUCHI
Thu 8/25
nonstop
$274
Select
JetBlue
CHISJU
Wed 8/17
nonstop
SJUCHI
Wed 8/24
nonstop
$274
Select
JetBlue
CHISJU
Wed 8/17
nonstop
SJUCHI
Thu 8/25
nonstop
$274
Select
JetBlue
CHISJU
Mon 8/22
nonstop
SJUCHI
Thu 8/25
nonstop
$274
Select
United
CHISJU
Mon 8/15
nonstop
SJUCHI
Fri 8/26
nonstop
$274
Select
United
CHISJU
Tue 8/16
nonstop
SJUCHI
Thu 8/25
nonstop
$274
Select
United
CHISJU
Sat 8/20
nonstop
SJUCHI
Wed 8/24
nonstop
$274
Select
United
CHISJU
Sun 8/21
nonstop
SJUCHI
Wed 8/24
nonstop
$274
Select
United
CHISJU
Sun 8/21
nonstop
SJUCHI
Thu 8/25
nonstop
$274
Select
Spirit
CHISJU
Mon 8/8
1 stop
SJUCHI
Thu 8/11
1 stop
$333
Select
Spirit
CHISJU
Mon 8/8
1 stop
SJUCHI
Tue 8/23
1 stop
$333
Select
Spirit
CHISJU
Mon 8/8
1 stop
SJUCHI
Wed 8/24
1 stop
$333
Select
Spirit
CHISJU
Mon 8/8
1 stop
SJUCHI
Thu 8/25
1 stop
$333
Select
Spirit
CHISJU
Sat 8/13
1 stop
SJUCHI
Sat 8/27
1 stop
$333
Select
Silver
CHISJU
Sun 7/31
2 stops
SJUCHI
Sun 8/14
2 stops
$1,972
Select

How Much Does it Cost to Fly from Chicago to San Juan (CHI to SJU)?

We have collected flight cost data from across the web for travel from Chicago to San Juan, and have found the average flight price for this trip to be $274.

When Can I Buy the Cheapest Flight from Chicago to San Juan (CHI to SJU)?

Airlines can adjust prices for plane tickets from Chicago to San Juan based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to San Juan

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to San Juan should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $422 $357
7-14 days $274 $279
14-21 days $274 $277
21-30 days $274 $277
30-60 days $274 $277
60-90 days $274 $277
90+ days $274 $283

Cheapest Day To Fly from Chicago to San Juan

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to San Juan.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$274 $274 $274 $274 $274 $274 $274

Lowest Fares Chart By Month from Chicago to San Juan

The chart below shows the lowest fare by month when flying from Chicago to San Juan.

Month Origin Destination Carrier Depart Date Return Date Stops Price
July Chicago San Juan American 7/31/16 8/15/16 1 $395
August Chicago San Juan JetBlue 8/11/16 8/25/16 0 $274
September Chicago San Juan American 9/5/16 9/8/16 0 $274
October Chicago San Juan American 10/5/16 10/12/16 0 $274
November Chicago San Juan Spirit 11/1/16 11/7/16 1 $333
December Chicago San Juan Spirit 12/1/16 12/5/16 1 $333
January Chicago San Juan Spirit 1/10/17 1/13/17 1 $333
February Chicago San Juan Spirit 2/1/17 2/7/17 1 $333

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to San Juan

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to San Juan.

Next 30 Days

SunMonTueWedThuFriSat
31 1 2 3 4 5 6
$424
7 8 9 10 11 12 13
$424 $379
14 15 16 17 18 19 20
$379 $306
21 22 23 24 25 26 27
$306 $330
28 29 30 31 1 2 3
$330 $310
4 5 6 7 8 9 10
$310

Non-Stop vs Connecting Flights from Chicago to San Juan (CHI to SJU)

Your Chicago to San Juan flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to San Juan is $300.

The average price for non-stop flights from Chicago to San Juan is $274.

The chart below shows up to date information regarding non-stop flights from Chicago to San Juan.

Nonstop Flight Details from Chicago to San Juan
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 1 1 08:25 08:25
JetBlue 1 1 1 1 1 1 1 11:55 11:55
United 1 1 1 1 1 1 1 07:30 07:30

More Cheap Flights

FlightsAirlineLowest Price
Indianapolis to San Juan Silver, American, JetBlue, Allegiant, Spirit, United $376
Milwaukee to San Juan American, JetBlue, Frontier, Spirit, United $367
Grand Rapids to San Juan Silver, American, United $394
Madison to San Juan American, Spirit, United $507
Peoria to San Juan American, Spirit, United $460
Moline to San Juan American, United $460
Green Bay to San Juan American, United $467
Toledo to San Juan American, United $478
Bloomington - Normal to San Juan American, United $521
Ft Wayne to San Juan American, United $447
Appleton to San Juan United $631
Kalamazoo to San Juan American, United Check Dates
South Bend to San Juan Spirit, United $574
Champaign to San Juan American, United $711
Springfield to San Juan American, United $533
Lansing to San Juan American, United $402
Chicago to New York American, Alaska, JetBlue, Spirit, United $77
Chicago to St Thomas Island American, JetBlue, Spirit, United $307
Chicago to Punta Cana American, Alaska, JetBlue, Frontier, Spirit, Sun Country, United $318
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $97
Chicago to Miami American, Alaska, Frontier, United $107
Chicago to St Croix Island American, Alaska, JetBlue, Spirit, United $333
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $101
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $123
Chicago to Aguadilla JetBlue, Spirit, United $339
Chicago to St Maarten American, JetBlue, Spirit, United $496
Chicago to Atlanta American, Frontier, Spirit, United $77
Chicago to Washington American, Alaska, JetBlue, Frontier, United $82
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $77
Chicago to ViequesCheck Dates

Airlines Flying from Chicago to San Juan (CHI to SJU) Number of flights searched: 291Last modified: Jul 29, 2016 1:22 AM

Below are the different airlines that fly from Chicago to San Juan with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to San Juan.

Chicago to San Juan
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X
American PHL X X X X X X X
JetBlue - X X X X X X X
JetBlue JFK X X X X X X X
Delta ATL X X X X X X X
Spirit MCO X X X X X X X
Spirit MYR / FLL X X X X X X X
United - X X X X X X X
United EWR X X X X X X X
Southwest MCO X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and San Juan, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Chicago to San Juan Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to San Juan?
Answer: The average Chicago to San Juan flight time is 4 hours and 43 minutes.
Question: How many miles are there between Chicago and San Juan?
Answer: The distance from Chicago to San Juan is 2072 miles.
Question: How common are direct flights from Chicago to San Juan?
Answer: There are 20 direct flights from Chicago to San Juan.
Question: What is the most popular airline for non-stop flights from Chicago to San Juan?
Answer: JetBlue Airways provides 35% of the non-stop flights between Chicago and San Juan.
Question: What are the most popular connecting cities when flying from Chicago to San Juan?
Answer: New York, NY
Chicago (CHI) To San Juan, PR (SJU) Flights: Cheap Flights From Chicago To San Juan | FareCompare.