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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: Aug 26, 2016 12:46 AM

Popular flights from Chicago to San Juan Last modified: Aug 26, 2016 12:46 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.

United
CHISJU
Fri 10/7
nonstop
SJUCHI
Sat 10/15
nonstop
$271
Select
American
CHISJU
Fri 9/9
nonstop
SJUCHI
Fri 9/16
nonstop
$273
Select
JetBlue
CHISJU
Fri 9/2
nonstop
SJUCHI
Mon 9/12
nonstop
$274
Select
JetBlue
CHISJU
Sun 9/4
nonstop
SJUCHI
Thu 9/8
nonstop
$274
Select
JetBlue
CHISJU
Sun 9/4
nonstop
SJUCHI
Mon 9/12
nonstop
$274
Select
JetBlue
CHISJU
Mon 9/5
nonstop
SJUCHI
Thu 9/8
nonstop
$274
Select
JetBlue
CHISJU
Mon 9/5
nonstop
SJUCHI
Fri 9/9
nonstop
$274
Select
Spirit
CHISJU
Mon 9/5
1 stop
SJUCHI
Mon 9/19
1 stop
$329
Select
Spirit
CHISJU
Tue 10/18
1 stop
SJUCHI
Mon 10/31
1 stop
$329
Select
Spirit
CHISJU
Tue 10/18
1 stop
SJUCHI
Tue 11/1
1 stop
$329
Select
Spirit
CHISJU
Mon 10/31
1 stop
SJUCHI
Tue 11/8
1 stop
$329
Select
Spirit
CHISJU
Tue 11/1
1 stop
SJUCHI
Wed 11/9
1 stop
$329
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 $349 $286
7-14 days $273 $277
14-21 days $273 $277
21-30 days $274 $274
30-60 days $271 $274
60-90 days $274 $279
90+ days $298 $328

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 $273 $274 $271 $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
August Chicago San Juan American 8/29/16 9/9/16 0 $349
September Chicago San Juan American 9/9/16 9/16/16 0 $273
October Chicago San Juan United 10/7/16 10/15/16 0 $271
November Chicago San Juan JetBlue 11/2/16 11/9/16 0 $298
December Chicago San Juan JetBlue 12/1/16 12/8/16 0 $298
January Chicago San Juan Spirit 1/5/17 1/12/17 1 $329
February Chicago San Juan Spirit 2/3/17 2/10/17 1 $329
March Chicago San Juan Spirit 3/7/17 3/14/17 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
28 29 30 31 1 2 3
$424
4 5 6 7 8 9 10
$424 $273
11 12 13 14 15 16 17
$273 $274
18 19 20 21 22 23 24
$274 $274
25 26 27 28 29 30 1
$274 $274
2 3 4 5 6 7 8
$274

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 $298.

The average price for non-stop flights from Chicago to San Juan is $273.

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 0 1 1 1 1 1 08:30 08:30
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 American, Delta, United $328
Milwaukee to San Juan American, Delta, United $328
Grand Rapids to San Juan American, Delta, United $328
Madison to San Juan American, Delta, United $452
Peoria to San Juan American, Delta, United $406
Moline to San Juan American, Delta, United $436
Green Bay to San Juan American, Delta, United $387
Toledo to San Juan American $601
Bloomington - Normal to San Juan American, Delta $553
Ft Wayne to San Juan American, Delta, United $420
Appleton to San Juan Delta, United $585
Kalamazoo to San Juan American, Delta, United $531
South Bend to San Juan Delta, United $481
Champaign to San Juan American $568
Springfield to San Juan American, United $453
Lansing to San Juan American, Delta, United $439
Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $73
Chicago to St Thomas Island American, JetBlue, Delta, Spirit, United $304
Chicago to Punta Cana LAN Argentina, American, Air Berlin, Air Canada, Air France, Avianca, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet $294
Chicago to Orlando American, Alaska, JetBlue, Delta, Frontier, Spirit, United $87
Chicago to Miami American, Delta, Frontier, United $107
Chicago to St Croix Island American, JetBlue, Delta, United $331
Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $81
Chicago to Las Vegas American, Alaska, Delta, Frontier, Spirit, United, Virgin America $94
Chicago to Aguadilla JetBlue, Spirit, United $335
Chicago to St Maarten American, Air Canada, Air France, AeroMexico, JetBlue, Copa, Delta, Spirit, United, WestJet $413
Chicago to Atlanta American, Alaska, Delta, Frontier, Spirit, United $71
Chicago to Washington American, Alaska, JetBlue, Delta, Frontier, United $77
Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit, United $75
Chicago to ViequesCheck Dates

Airlines Flying from Chicago to San Juan (CHI to SJU) Number of flights searched: 254Last modified: Aug 26, 2016 12:46 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 BOS X X X X X X X
Delta ATL X X X X X X X
Spirit 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 FLL 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 42 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.