Castillo San Felipe del Morro and its lighthouse in Old San Juan. Flights from Chicago to San Juan

Cheap Flights from Chicago to San Juan

ORD to SJU · 2,074 mi · 4h 59m est.

Travellers

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Photo: Godot13, CC BY-SA 4.0, via Wikimedia Commons

Chicago to San Juan flight insights

Average flight time

~4h 59m (estimated)

ORD → SJU

Cheapest cached price

$240

Checking live fares…

Prices shown may not be current. Last checked: Oct 27, 2026.

Planning a trip from Chicago to San Juan? The average flight time on this route is ~4h 59m (estimated). The lowest fare we recorded on this route recently was $240 (last checked Oct 27, 2026); today's live fare for your dates can differ.

Chicago to San Juan covers a straight-line distance of about 2,074 miles. Based on that distance, a nonstop flight would take approximately ~4h 59m (estimated). Actual flight time varies by airline, aircraft and routing.

Chicago to San Juan at a glance

Route Quick Facts

Quick facts for flights from Chicago to San Juan on Eazair
OriginChicago (ORD)
DestinationSan Juan (SJU)
Average Flight Time~4h 59m (estimated)
Current Lowest Fare$240
Fares Last CheckedOct 27, 2026
Distance2,074 miles (ORD to SJU)
Time in San Juan2 hours ahead of Chicago until Mar 14, 2027
Airlines in our fare results4

Local time in San Juan is 2 hours ahead of Chicago until Mar 14, 2027, then 1 hour ahead of Chicago. Chicago is on Central Time, San Juan on Atlantic Standard Time.

Flight deals from Chicago to San Juan

This page pairs Chicago O'Hare (ORD) with San Juan's Luis Munoz Marin International (SJU). It does not search Chicago Midway (MDW). American, United, Delta and Frontier have appeared in EazAir's fare checks for this route. O'Hare's nonstop list, as of 1 Sep 2026, shows American, Frontier and United for SJU, and because schedules change, check the stops on each result. SJU's airline list places all four in Terminal B, while JetBlue checks in at Terminal A.

For ID, TSA says anyone 18 or older needs a REAL ID-compliant license or another accepted ID to fly within the United States, and USA.gov says U.S. citizens need no passport between the U.S. and Puerto Rico. At O'Hare, Delta says its flights use Terminal 5, where the checkpoint is listed as open 24 hours. In Terminal 3, O'Hare lists CP7A from 3:30 a.m. to 10:30 p.m., with TSA PreCheck from 3:30 a.m. to 8:30 p.m., and suggests checking with your airline on the day.

Leaving SJU's Terminal B, look for taxis on that terminal's arrivals level, which also serves Terminal C, and SJU says the rates are regulated and approved by the Puerto Rico Tourism Company. For Uber, the only rideshare company SJU says is offered in Puerto Rico, go to columns 16 to 19. Public buses use stops on the departures level at Terminals A, D and E. SJU lists AMA's T5 to Isla Verde and Old San Juan, and D53 adds Condado (Ashford Ave.) and the Convention Center.

EazAir has only 2 fare checks for ORD to SJU so far, from 28 Sep to 30 Sep 2026, each for the lowest one-way economy fare for one adult, departing 30 days later. The higher of the two was at least one and a half times the lower, and two checks cannot show a pattern. Search your own dates, and check the final price, bags and fare rules on the partner site before you pay.

Airports for Chicago to San Juan flights

Departure · Chicago

O'Hare International (ORD)

Central Time

Other airports near Chicago: Chicago Midway International (MDW)

Arrival · San Juan

Luis Muñoz Marín International (SJU)

Atlantic Standard Time

About San Juan

Areas to know in San Juan

  • Old San Juan
  • Condado
  • Ocean Park

Weather in San Juan

A tropical climate, warm year-round, with a wetter season roughly May through November that includes hurricane season.

Chicago to San Juan: airport and fare guide

Checked on 17 Oct 2026 against the airport, airline and transit pages listed under Sources. Airports and airlines change these details, so confirm them with your airline before you fly.

Chicago O'Hare International's nonstop list (as of 1 Sep 2026) shows San Juan (SJU) served by American Airlines, Frontier Airlines and United Airlines. Schedules change, so check the stops shown with each result.

Chicago Midway (MDW) is a separate airport, served by the CTA Orange Line. Check which Chicago airport each fare uses.

Leaving from Chicago O'Hare International (ORD)

  • The CTA Blue Line runs 24 hours to O'Hare station, which links to Terminals 1, 2 and 3 by Basement Level tunnels. For Terminal 5, ride the free Airport Transit System from Terminal 2.
  • Pace Routes 250 and 330 and Metra North Central Service weekday trains stop at the Multi-Modal Facility, which the Airport Transit System links to every terminal.
  • O'Hare lists the Terminal 5 checkpoint (CP10) as open 24 hours, with TSA PreCheck from 3:45 a.m. to 8:30 p.m. Terminal 2's checkpoint (CP5) is listed from 3:15 a.m. to 11 p.m., with PreCheck from 3:30 a.m. to 8 p.m.
  • In Terminal 1, CP1 is listed from 3:30 a.m. to 11 p.m. and CP2, with TSA PreCheck, from 4 a.m. to 8:30 p.m. In Terminal 3, CP7A is listed from 3:30 a.m. to 10:30 p.m., with PreCheck from 3:30 a.m. to 8:30 p.m.
  • O'Hare says checkpoint hours may be affected by day-to-day airport activities, and recommends checking with your airline about operations on the date of your flight.

Arriving at Luis Munoz Marin International (SJU)

AirlineSJU terminal
AmericanTerminal B
DeltaTerminal B
FrontierTerminal B
UnitedTerminal B
Other airlinesCheck your boarding pass or airline app.

SJU's airline page shows no date and lists none of these airlines in Terminal C. Terminal C shares its taxi and Uber areas with Terminal B.

  • SJU's pages name Terminals A, B, C, D and E. The airline page places JetBlue in Terminal A and American, Delta, Frontier, Southwest and United in Terminal B.
  • Three bus stops are on the departures level, at Terminals A, D and E.
  • Terminal D has the airport hotel on its second level, and Terminal C has a Puerto Rico Tourism Company office on its first and second levels.
Getting from SJUWhere to boardWhere it goes
AMA bus D53Departures level stops at Terminals A, D and E, SJU says.SJU lists Isla Verde, Condado (Ashford Ave.), Old San Juan and the Convention Center. AMA lists D53 between San Juan and the airport.
AMA bus T5Departures level stops at Terminals A, D and E, SJU says.SJU lists Isla Verde and Old San Juan. AMA lists T5 between Iturregui and San Juan, with the airport on its route.
Bus E40Departures level stops at Terminals A, D and E, SJU says.Avenida Pinero, according to SJU.
TaxisMain station on the Terminal A arrivals level for Terminal A. Terminal B arrivals level for Terminals B and C.Rates are regulated and approved by the Puerto Rico Tourism Company, and SJU posts the rate sheet.
UberTerminal A, and Terminals B and C at columns 16 to 19.SJU says Uber is the only rideshare company currently offered in Puerto Rico.

What the lowest fares include

FareCarry-onChecked bagSeatChanges
Delta Main BasicDelta says every passenger can bring one carry-on and one personal item free.Delta charges for checked bags on domestic flights unless you qualify for a waiver, such as Medallion status or an eligible Delta SkyMiles American Express card.Assigned after check-in. You may be able to buy a seat ahead of time for a fee.Refunds are not allowed after the 24-hour risk-free cancellation window. Delta says a change or cancellation may be possible for a fee, with any value left as an eCredit.
American Basic EconomyIncluded, plus a personal item.Not included, except for some AAdvantage status members and eligible cardmembers.A free seat is assigned at check-in, or you can pay to choose one.Generally not allowed. American describes a 24-hour window and some credit options on its Basic Economy page.
United Basic EconomyNot included on domestic flights. One personal item only, unless you are a MileagePlus Premier member, travel with one, or hold a qualifying MileagePlus card.Not included; check United's bag fee calculator.Assigned by United before boarding.Changes may not be allowed. Refund if cancelled within 24 hours of booking, under United's 24-hour policy; after that, partial travel credit.
Frontier, without a bundleNot included. One personal item only.Not included. Prices vary by travel date and when you buy.Costs extra, or a seat is assigned after check-in.Not covered here. Check Frontier's rules before you book.

Based on the airlines' own pages, checked on 17 Oct 2026. Fees are left out because they change often. Check the final price, bags and fare rules on the partner site before you pay.

How EazAir measured fares on this route

EazAir's first 2 fare checks from Chicago to San Juan ran from 28 Sep to 30 Sep 2026. Each check asked partner travel sites for the lowest one-way economy fare for one adult, departing 30 days after the check. Results can include connecting flights. The highest result was at least one and a half times the lowest. With only 2 checks, this cannot show a pattern. Search your own dates for current prices.

Sources

Frequently asked questions

Do I need a passport to fly from Chicago to San Juan?
USA.gov says U.S. citizens do not need a passport to travel between the U.S. and Puerto Rico. TSA says travelers 18 and older need a REAL ID-compliant license or another accepted ID.
Which San Juan terminal will I arrive at?
SJU's airline list places American, Delta, Frontier and United in Terminal B, and JetBlue in Terminal A. The airline page shows no date, so check your boarding pass.
How do I get a taxi or Uber at SJU?
Taxis for Terminals B and C wait on the Terminal B arrivals level, at rates regulated by the Puerto Rico Tourism Company. Uber, which SJU says is the only rideshare company offered in Puerto Rico, picks up at columns 16 to 19.
Is there a bus from SJU to Old San Juan?
SJU lists AMA route D53 to Isla Verde, Condado (Ashford Ave.), Old San Juan and the Convention Center, and route T5 to Isla Verde and Old San Juan. Stops are on the departures level at Terminals A, D and E.
Do the lowest fares from Chicago to San Juan include a carry-on?
American Basic Economy includes a carry-on plus a personal item, and Delta says every passenger can bring one carry-on free. Frontier without a bundle allows one personal item only, and United Basic Economy has no carry-on on domestic flights, with some MileagePlus exceptions.
How far is Chicago O'Hare from San Juan?
ORD and SJU are about 2074 miles apart in a straight line. Flight times vary by airline, direction and routing, so check the scheduled time shown with each result.

Airline bag fees

Baggage allowances differ significantly between fare classes (Basic/Light vs. Standard/Flex) and can change over time. Always verify the exact allowance for your specific fare with the airline before you fly.

Checked bag fees from each airline's own website
AirlineCarry-on, basic economy1st checked bag2nd checked bagSource
American AirlinesIncluded$45$55aa.com, Sep 24, 2026
United AirlinesNot included$40$50united.com, Sep 24, 2026
Delta Air LinesIncluded$45$55delta.com, Sep 24, 2026
Southwest AirlinesIncluded$45$55southwest.com, Oct 27, 2026
JetBlueIncluded$45$59jetblue.com, Sep 24, 2026
Alaska AirlinesIncluded$45$55alaskaair.com, Sep 24, 2026
Frontier AirlinesNot includedVariesVariesflyfrontier.com, Sep 24, 2026
Sun Country AirlinesNot includedVariesVariessuncountry.com, Sep 24, 2026

Domestic US fees per bag, each way, when paid online in advance. "Varies" means the airline prices bags by route and date.

Travel tips

Arrive early for domestic flights

TSA generally recommends arriving at least 2 hours before a domestic departure, more at larger hub airports during peak travel periods.

Pack a mixed carry-on

Keep a change of clothes, chargers, and any essentials in your carry-on rather than only your checked bag, in case of a delay or a bag that doesn't arrive with you.

Ease jet lag on longer routes

On longer cross-country flights, adjusting your sleep schedule a day or two before departure and staying hydrated in flight can reduce jet lag on arrival.

Screenshot your confirmation

Save a screenshot or PDF of your booking confirmation and boarding pass before you travel, in case you lose signal or battery at the airport.

Check in online when it opens

Most airlines open online check-in 24 hours before departure. Checking in early can help with seat selection and, on some airlines, boarding group assignment.