Flights from San Juan, Puerto Rico to Chicago, United States

Did you mean flights from Chicago to San Juan, Puerto Rico?

San Juan, Puerto Rico to Chicago Last modified: Mar 26, 2024 18:38 -04:00

We've scanned 117,220,093 round trip itineraries and found the cheapest flights to Chicago. Spirit & American frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Spirit
SJUCHI
Wed 4/24
1 stop
CHISJU
Sun 4/28
1 stop
$157
American
SJUCHI
Fri 4/12
1 stop
CHISJU
Mon 4/15
1 stop
$223
Frontier
SJUCHI
Sat 4/6
1 stop
CHISJU
Sat 4/20
1 stop
$248
United
SJUCHI
Tue 6/18
nonstop
CHISJU
Fri 7/5
nonstop
$267
JetBlue
SJUCHI
Wed 4/24
1 stop
CHISJU
Wed 5/1
1 stop
$310
Major Airlines
SJUCHI
Tue 4/9
1 stop
CHISJU
Tue 4/23
1 stop
$344

How Much is a Flight from San Juan, Puerto Rico to Chicago?

We have collected flight cost data from across the web for travel from San Juan, Puerto Rico to Chicago, and have found the average flight price for this trip to be $142.

Where To Buy Cheap Flights from San Juan, Puerto Rico to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from San Juan, Puerto Rico to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from San Juan, Puerto Rico to Chicago?

The chart below shows up-to-date information regarding how far in advance to book your flight from San Juan, Puerto Rico to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $148 $186
7-14 days $173 $173
14-21 days $127 $161
21-30 days $127 $153
30-60 days $157 $153
60-90 days $209 $252
90+ days $189 $241

Cheapest Day To Fly from San Juan, Puerto Rico to Chicago

We've examined 234,440,186 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from San Juan, Puerto Rico to Chicago is Wednesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$143$148$127$127$148 $159

Cheap Last Minute Flights from San Juan, Puerto Rico to Chicago

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from San Juan, Puerto Rico to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
7 8 9 10 11 12 13
$158
14 15 16 17 18 19 20
$158 $173
21 22 23 24 25 26 27
$173 $162
28 29 30 31 1 2 3
$162 $127
4 5 6 7 8 9 10
$127 $153
11 12 13 14 15 16 17
$153

Connecting Flights vs Direct Flights from San Juan, Puerto Rico to Chicago

Flights between some cities may be significantly cheaper if you choose 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 San Juan, Puerto Rico to Chicago is not available.

The average price for direct flights from San Juan, Puerto Rico to Chicago is not available.

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

Weekly Direct Flights from San Juan, Puerto Rico to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 1 2 02:17 09:17
United 1 1 1 1 1 2 3 00:05 19:45

One Way Flights vs Round Trip Flights from San Juan, Puerto Rico to Chicago

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from San Juan, Puerto Rico to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison. Find Flights

San Juan, Puerto Rico to Chicago Flight Questions

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

Question: How long is the flight from San Juan, Puerto Rico to Chicago?
Answer: The average San Juan, Puerto Rico to Chicago flight time is 5 hours and 19 minutes.
Question: How far is Chicago from San Juan, Puerto Rico?
Answer: The distance from San Juan, Puerto Rico to Chicago is 3,334 kilometers (2,072 miles).
Question: How common are direct flights from San Juan, Puerto Rico to Chicago?
Answer: There are 18 direct flights from San Juan, Puerto Rico to Chicago.
Question: What are the most popular San Juan, Puerto Rico airlines for direct flights from San Juan, Puerto Rico to Chicago?
Answer: United Airlines provides 55% of the non-stop flights between San Juan, Puerto Rico and Chicago.

San Juan, Puerto Rico to Chicago Airports

These are the major commercial airports we're currently monitoring in San Juan, Puerto Rico and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights to Chicago - CHI Last modified: Mar 26, 2024 18:38 -04:00

Cheap Flights from San Juan, Puerto Rico to Chicago