Owensboro — flights from San Juan to Owensboro

Flight Deals from San Juan to Owensboro from $308

Name: Wingate by Wyndham Owensboro
Rating: 6.5

Round-tripOne-way

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Good to Know

Essential information to help you plan your flight from San Juan to Owensboro.

Cheapest Flight Round-trip

$638

Cheapest price found on Priceline for this route in the last 16 days. Found 9 days ago.

$199 below the typical $837 round-trip on this route.

Outbound · Nov 10

4:55 pmSJULuis Munoz Marin International Airport

11:05 pmOWBOwensboro Daviess County Airport

8h 10m · 1 stop via Chicago (ORD)

Return · Nov 17

2:25 pmOWBOwensboro Daviess County Airport

3:40 pmSJULuis Munoz Marin International Airport

23h 15m · 1 stop via Chicago (ORD)

Cheapest Flight One-way

$308

Lowest one-way price found on Priceline for this route in the last 16 days. Found 11 days ago.

The typical one-way fare on this route is $493.

Outbound · Nov 1

8:25 amSJULuis Munoz Marin International Airport

11:05 pmOWBOwensboro Daviess County Airport

16h 40m · 1 stop via Chicago (ORD)

Fastest Flights

$687

Fastest flight found on Priceline for this route in the last 16 days. Found 9 days ago.

You could save 12h 13m of travel time for just $49 more.

Outbound · Nov 10

8:05 amSJULuis Munoz Marin International Airport

1:40 pmOWBOwensboro Daviess County Airport

7h 35m · 1 stop via Washington (IAD)

Return · Nov 17

8:45 amOWBOwensboro Daviess County Airport

10:22 pmSJULuis Munoz Marin International Airport

11h 37m · 1 stop via Washington (IAD)

Good deal price

$716

A round-trip at or under $716 is a good deal on this route right now.

75% of the fares we found on this route cost more; only a quarter cost less.

Best time to fly

Midday

Midday departures average $739 on this route, the lowest of any time of day.

$166 less than the average departure, which is $905.

Priceline Phone Deals

Book with an agent for great rates!

Call now!1 (888) 775-6158

United Airlinesfound Oct 12

11/10/26

4:55 pm

SJU

8h 10mORD

11/10/26

11:05 pm

OWB

11/17/26

2:25 pm

OWB

23h 15mORD

11/18/26

3:40 pm

SJU

^$638

United Airlinesfound Oct 12

11/10/26

4:55 pm

SJU

8h 10mORD

11/10/26

11:05 pm

OWB

11/17/26

2:25 pm

OWB

28h 35mORD

11/18/26

9:00 pm

SJU

^$638

United Airlinesfound Oct 12

11/10/26

1:00 pm

SJU

12h 5mEWRORD

11/10/26

11:05 pm

OWB

11/17/26

2:25 pm

OWB

23h 15mORD

11/18/26

3:40 pm

SJU

^$643

United Airlinesfound Oct 12

11/10/26

8:05 am

SJU

7h 35mIAD

11/10/26

1:40 pm

OWB

11/17/26

2:25 pm

OWB

23h 15mORD

11/18/26

3:40 pm

SJU

^$654

BUNDLE + SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler

United Airlinesfound Oct 12

11/10/26

8:05 am

SJU

7h 35mIAD

11/10/26

1:40 pm

OWB

11/17/26

2:25 pm

OWB

28h 35mORD

11/18/26

9:00 pm

SJU

^$654

United Airlinesfound Oct 12

11/10/26

4:55 pm

SJU

8h 10mORD

11/10/26

11:05 pm

OWB

11/17/26

8:45 am

OWB

11h 37mIAD

11/17/26

10:22 pm

SJU

^$671

United Airlinesfound Oct 17

11/05/26

4:55 pm

SJU

8h 10mORD

11/05/26

11:05 pm

OWB

11/12/26

2:25 pm

OWB

28h 35mORD

11/13/26

9:00 pm

SJU

^$675

United Airlinesfound Oct 17

11/05/26

8:25 am

SJU

16h 40mORD

11/05/26

11:05 pm

OWB

11/12/26

2:25 pm

OWB

28h 35mORD

11/13/26

9:00 pm

SJU

^$675

United Airlinesfound Oct 12

11/10/26

1:00 pm

SJU

12h 5mEWRORD

11/10/26

11:05 pm

OWB

11/17/26

8:45 am

OWB

11h 37mIAD

11/17/26

10:22 pm

SJU

^$676

United Airlinesfound Oct 12

11/10/26

4:55 pm

SJU

8h 10mORD

11/10/26

11:05 pm

OWB

11/17/26

8:45 am

OWB

13h 51mDCAEWR

11/18/26

12:36 am

SJU

^$676

Top Deals on flights from San Juan to Owensboro

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

8:25 am

SJU

16h 40m1 stop · ORD

Nov 1

11:05 pm

OWB

Search More

as low as

^$308

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

8:05 am

SJU

7h 35m1 stop · IAD

Nov 1

1:40 pm

OWB

Search More

as low as

^$393

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

2:05 am

SJU

13h 35m2 stops · EWR, IAD

Nov 1

1:40 pm

OWB

Search More

as low as

^$403

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

8:05 am

SJU

17h 0m2 stops · IAD, ORD

Nov 1

11:05 pm

OWB

Search More

as low as

^$418

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

7:40 am

SJU

17h 25m2 stops · IAH, ORD

Nov 1

11:05 pm

OWB

Search More

as low as

^$422

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

8:05 am

SJU

17h 0m2 stops · IAD, ORD

Nov 1

11:05 pm

OWB

Search More

as low as

^$428

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

4:55 pm

SJU

8h 10m1 stop · ORD

Nov 1

11:05 pm

OWB

Search More

as low as

^$458

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

5:50 pm

SJU

21h 50m1 stop · IAD

Nov 2

1:40 pm

OWB

Search More

as low as

^$468

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

7:40 am

SJU

17h 25m2 stops · IAH, ORD

Nov 1

11:05 pm

OWB

Search More

as low as

^$481

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

8:05 am

SJU

17h 0m2 stops · IAD, ORD

Nov 1

11:05 pm

OWB

Search More

as low as

^$504

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

2:05 am

SJU

13h 35m2 stops · LGA, IAD

Nov 1

1:40 pm

OWB

Search More

as low as

^$541

San Juan, PR (SJU) - Owensboro, US (OWB)

United Airlines

Nov 1

2:05 am

SJU

13h 35m2 stops · EWR, IAD

Nov 1

1:40 pm

OWB

Search More

as low as

^$542

See all 12 dealsShow fewer deals

Best Owensboro Hotel + Flight Packages

San Juan - Owensboro packages

Round-trip flight from San Juan

SJU to OWB

Holiday Inn Owensboro Riverfront By IHG

Owensboro, 701 West 1st Street

9393 Reviews3-Star Hotel

10% Package Savings

^$1,015/person

$2,259 $2,029 total

Incl. Flight + Hotel

Round-trip flight from San Juan

SJU to OWB

Rodeway Inn Owensboro South

Owensboro, 3720 New Hartford Road

5.7356 Reviews2-Star Hotel

3% Package Savings

^$755/person

$1,554 $1,510 total

Incl. Flight + Hotel

Round-trip flight from San Juan

SJU to OWB

Fairfield Inn Owensboro

Owensboro, 800 Salem Drive

8.4277 Reviews2.5-Star Hotel

^$1,107/person

$2,214 total

Incl. Flight + Hotel

Greenfield Inn & Suites Owensboro, KY Airport

Round-trip flight from San Juan

SJU to OWB

Greenfield Inn & Suites Owensboro, KY Airport

Owensboro, 3220 West Parrish Avenue

8.21,459 Reviews2.5-Star Hotel

^$1,097/person

$2,193 total

Incl. Flight + Hotel

Round-trip flight from San Juan

SJU to OWB

Motel 6-Owensboro, KY

Owensboro, 4585 Frederica Street

4.5308 Reviews2-Star Hotel

6% Package Savings

^$741/person

$1,576 $1,482 total

Incl. Flight + Hotel

Hampton Inn & Suites Downtown Owensboro/Waterfront

Round-trip flight from San Juan

SJU to OWB

Hampton Inn & Suites Downtown Owensboro/Waterfront

Owensboro, 401 West 2nd Street

9.1462 Reviews2.5-Star Hotel

8% Package Savings

^$1,290/person

$2,817 $2,579 total

Incl. Flight + Hotel

Round-trip flight from San Juan

SJU to OWB

Wingate by Wyndham Owensboro

Owensboro, 51 Bon Harbor Hls

6.5377 Reviews2.5-Star Hotel

7% Package Savings

^$965/person

$2,074 $1,930 total

Incl. Flight + Hotel

Round-trip flight from San Juan

SJU to OWB

Home2 Suites by Hilton Owensboro

Owensboro (Ky), 560 West 2nd Street

8.7106 Reviews3-Star Hotel

13% Package Savings

^$1,163/person

$2,666 $2,326 total

Incl. Flight + Hotel

Best Owensboro Hotel + Flight + Car Packages

San Juan - Owensboro packages

Round-trip flight from San Juan

SJU to OWB

Greenfield Inn & Suites Owensboro, KY Airport

Owensboro, 3220 West Parrish Avenue

8.21,459 Reviews2.5-Star Hotel

Rental car included

Pick-up in OWB

5% Package Savings

^$1,290/person

$2,715 $2,579 total

Incl. Flight + Hotel + Car

Round-trip flight from San Juan

SJU to OWB

Motel 6-Owensboro, KY

Owensboro, 4585 Frederica Street

4.5308 Reviews2-Star Hotel

Rental car included

Pick-up in OWB

11% Package Savings

^$935/person

$2,097 $1,869 total

Incl. Flight + Hotel + Car

Round-trip flight from San Juan

SJU to OWB

Hampton Inn & Suites Downtown Owensboro/Waterfront

Owensboro, 401 West 2nd Street

9.1462 Reviews2.5-Star Hotel

Rental car included

Pick-up in OWB

11% Package Savings

^$1,490/person

$3,341 $2,979 total

Incl. Flight + Hotel + Car

Round-trip flight from San Juan

SJU to OWB

Wingate by Wyndham Owensboro

Owensboro, 51 Bon Harbor Hls

6.5377 Reviews2.5-Star Hotel

Rental car included

Pick-up in OWB

11% Package Savings

^$1,160/person

$2,595 $2,319 total

Incl. Flight + Hotel + Car

Round-trip flight from San Juan

SJU to OWB

Comfort Suites Owensboro South

Owensboro, 230 Salem Drive

7.4263 Reviews2.5-Star Hotel

Rental car included

Pick-up in OWB

9% Package Savings

^$1,195/person

$2,617 $2,389 total

Incl. Flight + Hotel + Car

Round-trip flight from San Juan

SJU to OWB

Holiday Inn Owensboro Riverfront By IHG

Owensboro, 701 West 1st Street

9393 Reviews3-Star Hotel

Rental car included

Pick-up in OWB

13% Package Savings

^$1,211/person

$2,782 $2,422 total

Incl. Flight + Hotel + Car

Round-trip flight from San Juan

SJU to OWB

Rodeway Inn Owensboro South

Owensboro, 3720 New Hartford Road

5.7356 Reviews2-Star Hotel

Rental car included

Pick-up in OWB

8% Package Savings

^$950/person

$2,075 $1,899 total

Incl. Flight + Hotel + Car

Round-trip flight from San Juan

SJU to OWB

Fairfield Inn Owensboro

Owensboro, 800 Salem Drive

8.4277 Reviews2.5-Star Hotel

Rental car included

Pick-up in OWB

5% Package Savings

^$1,300/person

$2,738 $2,600 total

Incl. Flight + Hotel + Car

When is the best time of day to fly?

Midday (12pm - 2pm) is the cheapest time of day to fly from San Juan to Owensboro. At $739 it is 18% cheaper than the average time. Afternoon (2pm - 5pm) is the most expensive time, 23% above average.

Show the data

When is the best time of day to fly?
Time of day	Average fare
Early Morning	$854
Morning	$947
Midday	$739
Afternoon	$1,114
Evening	$871

What do round-trip flights from San Juan to Owensboro cost?

Share of fares in each price range.

Show the data

What do round-trip flights from San Juan to Owensboro cost?
Price range	Share of fares
$600 to $700	11%
$700 to $800	40%
$800 to $900	24%
$900 to $1,000	22%
$1,000 and up	2%

Flight Deals from San Juan to Owensboro from $308

Good to Know

Top Deals on flights from San Juan to Owensboro

Best Owensboro Hotel + Flight Packages

Best Owensboro Hotel + Flight + Car Packages

When is the best time of day to fly?

What do round-trip flights from San Juan to Owensboro cost?

Flights to Owensboro