What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Valparaiso, Florida round-trip?

Cheapflights users have booked flights from Chicago O'Hare Intl Airport to Valparaiso, Florida round-trip from $207. Another airline that can offer you cheap pricing is American Airlines. Delta is priced at 51% lower than the current average price of a flight leaving 3 months from now.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Valparaiso, Florida?

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Valparaiso, Florida flight should consider departing on Saturday afternoons when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Valparaiso, Florida ranges from 3.1 - 7.5 inches per month. July is typically the wettest month, when rainfall can reach 7.5 in. October is typically the driest time to visit Valparaiso, Florida when rainfall is around 3.1 in.

If weather is an important factor for your trip to Valparaiso, Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What are the cheapest flights from Chicago O'Hare Intl Airport to Valparaiso, Florida?

While on average a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida is generally $480, our data shows the cheapest flight currently is $124. When looking at the most popular route, (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach), you can expect to pay $298 for that flight.

What airport do you fly into for flights to Valparaiso from Chicago O'Hare Intl?

Most people fly into Valparaiso Destin-Ft Walton Beach (VPS) if they book a flight to Valparaiso from Chicago O'Hare Intl. On average, Destin-Ft Walton Beach has 0 inbound flights from Chicago O'Hare Intl per day from 2 airlines. Valparaiso Destin-Ft Walton Beach is conveniently located just 3.1 mi from Valparaiso’s city center.

Can I find deals for flights from O'Hare Intl to Valparaiso that include hotel bookings?

Yes. In addition to deals on O'Hare Intl to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from O'Hare Intl to Valparaiso?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Valparaiso.

Can I find deals for business class flights from O'Hare Intl to Valparaiso?

Yes. Cheapflights offers flight deals from O'Hare Intl to Valparaiso by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$129+ Cheap Flights from Chicago O'Hare Intl Airport to Valparaiso, FL

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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach are usually found in February or January, booked 36 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from O'Hare Intl to Valparaiso

Round-trip from	$299 (Kiwi.com)
One-way from	$129 (Cheapflightsfares)
Popular in	March
Cheapest in	February
Average price	$415
Good round-trip deal	$485 or less
Good one-way deal	$235 or less

From Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach

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One-way flight from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach

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Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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Price to beat on a round-trip flight from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach.

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Price to beat on a one-way flight from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach.

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Find flight deals from O'Hare Intl to Valparaiso

Cheapest flights from O'Hare Intl to Valparaiso
Explore the most affordable flight options available from O'Hare Intl to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Thu 12/188:08 pmORD - VPS

1 stop14h 21mSun Country Air

Mon 12/2211:26 amVPS - ORD

1 stop23h 00mSun Country Air

Deal found 9/15

$298

Wed 11/127:05 pmORD - VPS

1 stop17h 45mMultiple Airlines

Mon 11/174:16 pmVPS - ORD

2 stops31h 56mMultiple Airlines

Deal found 9/14

$299

Tue 10/73:10 pmORD - VPS

1 stop6h 00mSouthwest

Tue 10/142:00 pmVPS - ORD

1 stop7h 30mSouthwest

Deal found 9/14

$315

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Wed 10/226:00 amVPS - ORD

2 stops10h 11mDelta

Deal found 9/13

$316

Thu 12/111:45 pmORD - VPS

1 stop7h 25mSouthwest

Wed 12/177:15 amVPS - ORD

1 stop5h 00mSouthwest

Deal found 9/14

$338

Tue 10/146:58 pmORD - VPS

2 stops20h 20mMultiple Airlines

Tue 10/216:30 amVPS - ORD

1 stop30h 15mMultiple Airlines

Deal found 9/15

$346

Sat 11/151:45 pmORD - VPS

1 stop4h 10mSouthwest

Mon 11/177:15 amVPS - ORD

1 stop5h 00mSouthwest

Deal found 9/14

$349

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Fri 10/247:00 amVPS - ORD

2 stops11h 14mDelta

Deal found 9/13

$353

Wed 11/127:05 pmORD - VPS

1 stop17h 45mMultiple Airlines

Sun 11/163:02 pmVPS - ORD

2 stops23h 02mMultiple Airlines

Deal found 9/14

$355

Best flights from O'Hare Intl to Valparaiso
Discover carefully curated flight deals from O'Hare Intl to Valparaiso that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2025.

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Thu 10/236:00 amVPS - ORD

2 stops10h 11mDelta

Deal found 9/13

$316

Tue 10/146:58 pmORD - VPS

2 stops20h 20mMultiple Airlines

Tue 10/216:30 amVPS - ORD

1 stop30h 15mMultiple Airlines

Deal found 9/15

$346

Wed 10/153:10 pmORD - VPS

1 stop6h 00mSouthwest

Wed 10/222:00 pmVPS - ORD

1 stop7h 30mSouthwest

Deal found 9/15

$414

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Fri 10/247:00 amVPS - ORD

2 stops11h 14mDelta

Deal found 9/13

$353

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Mon 10/204:56 pmVPS - ORD

1 stop7h 02mDelta

Deal found 9/13

$380

Wed 11/196:05 amORD - VPS

2 stops15h 05mSouthwest

Sun 11/237:10 amVPS - ORD

1 stop5h 05mSouthwest

Deal found 9/15

$425

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Wed 10/227:00 amVPS - ORD

1 stop5h 16mDelta

Deal found 9/13

$380

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Tue 10/216:00 amVPS - ORD

1 stop4h 20mDelta

Deal found 9/13

$380

Sun 10/125:20 amORD - VPS

1 stop4h 39mDelta

Thu 10/236:00 amVPS - ORD

2 stops10h 11mDelta

Deal found 9/13

$391

Sun 10/124:05 pmORD - VPS

1 stop4h 54mDelta

Wed 10/226:00 amVPS - ORD

2 stops10h 11mDelta

Deal found 9/13

$391

Last-minute flights from O'Hare Intl to Valparaiso
Discover last-minute flight deals from O'Hare Intl to Valparaiso. Data last updated September 16, 2025 and is based on user searches.

Tue 10/73:10 pmORD - VPS

1 stop6h 00mSouthwest

Tue 10/142:00 pmVPS - ORD

1 stop7h 30mSouthwest

Deal found 9/14

$315

Sun 10/126:45 amORD - VPS

1 stop6h 05mDelta

Thu 10/236:00 amVPS - ORD

2 stops12h 14mDelta

Deal found 9/14

$391

Tue 10/146:58 pmORD - VPS

2 stops20h 20mMultiple Airlines

Tue 10/216:30 amVPS - ORD

1 stop30h 15mMultiple Airlines

Deal found 9/15

$346

Wed 10/153:10 pmORD - VPS

1 stop6h 00mSouthwest

Wed 10/222:00 pmVPS - ORD

1 stop7h 30mSouthwest

Deal found 9/15

$414

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Thu 10/236:00 amVPS - ORD

2 stops10h 11mDelta

Deal found 9/13

$316

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Fri 10/247:00 amVPS - ORD

2 stops11h 14mDelta

Deal found 9/13

$353

Sat 10/1810:30 amORD - VPS

2 stops11h 28mDelta

Tue 10/216:00 amVPS - ORD

1 stop4h 20mDelta

Deal found 9/13

$380

Fri 10/3112:52 pmORD - VPS

1 stop7h 15mAmerican Airlines

Fri 11/711:18 amVPS - ORD

Nonstop2h 40mAmerican Airlines

Deal found 9/16

$402

Fri 10/3111:23 amORD - VPS

1 stop5h 16mDelta

Fri 11/71:35 pmVPS - ORD

1 stop5h 14mDelta

Deal found 9/16

$410

One-way flights from O'Hare Intl to Valparaiso
Search for one-way flight options from O'Hare Intl to Valparaiso. Find affordable one-way fares based on user searches. Data last updated September 16, 2025.

Thu 12/188:08 pmORD - VPS

1 stop14h 21mSun Country Air

Deal found 9/15

$129

Thu 11/279:20 amORD - VPS

1 stop23h 48mSun Country Air

Deal found 9/15

$135

Sat 10/187:43 pmORD - VPS

2 stops17h 07mMultiple Airlines

Deal found 9/14

$136

Thu 10/168:21 pmORD - VPS

1 stop12h 56mSun Country Air

Deal found 9/13

$143

Sun 11/166:00 amORD - VPS

2 stops38h 34mMultiple Airlines

Deal found 9/15

$144

Fri 10/316:00 amORD - VPS

2 stops15h 43mMultiple Airlines

Deal found 9/14

$146

Sat 10/1111:55 amORD - VPS

2 stops24h 55mMultiple Airlines

Deal found 9/14

$147

Sat 11/1510:18 amORD - VPS

2 stops26h 32mMultiple Airlines

Deal found 9/14

$148

Sat 10/45:40 pmORD - VPS

2 stops19h 10mMultiple Airlines

Deal found 9/16

$155

Wed 11/1210:49 amORD - VPS

2 stops26h 01mMultiple Airlines

Deal found 9/14

$157

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Valparaiso that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 10/18

10:30 am-9:58 pm

2 stops11h 28m

Valparaiso Destin-Ft Walton Beach

Thu 10/23

6:00 am-4:11 pm

2 stops10h 11m

$316

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 10/14

6:58 pm-3:18 pm

2 stops20h 20m

Valparaiso Destin-Ft Walton Beach

Tue 10/21

6:30 am-12:45 pm

1 stop30h 15m

$346

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 10/18

10:30 am-9:58 pm

2 stops11h 28m

Valparaiso Destin-Ft Walton Beach

Fri 10/24

7:00 am-6:14 pm

2 stops11h 14m

$353

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 10/18

10:30 am-9:58 pm

2 stops11h 28m

Valparaiso Destin-Ft Walton Beach

Mon 10/20

4:56 pm-11:58 pm

1 stop7h 02m

$380

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 10/18

10:30 am-9:58 pm

2 stops11h 28m

Valparaiso Destin-Ft Walton Beach

Wed 10/22

7:00 am-12:16 pm

1 stop5h 16m

$380

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 10/18

10:30 am-9:58 pm

2 stops11h 28m

Valparaiso Destin-Ft Walton Beach

Tue 10/21

6:00 am-10:20 am

1 stop4h 20m

$380

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 10/12

5:20 am-9:59 am

1 stop4h 39m

Valparaiso Destin-Ft Walton Beach

Thu 10/23

6:00 am-4:11 pm

2 stops10h 11m

$391

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 10/12

4:05 pm-8:59 pm

1 stop4h 54m

Valparaiso Destin-Ft Walton Beach

Wed 10/22

6:00 am-4:11 pm

2 stops10h 11m

$391

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 10/15

3:10 pm-9:10 pm

1 stop6h 00m

Valparaiso Destin-Ft Walton Beach

Wed 10/22

2:00 pm-9:30 pm

1 stop7h 30m

$414

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 11/19

6:05 am-9:10 pm

2 stops15h 05m

Valparaiso Destin-Ft Walton Beach

Sun 11/23

7:10 am-12:15 pm

1 stop5h 05m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 15 results

Best time to book a flight from O'Hare Intl to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from O'Hare Intl with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Valparaiso

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?

The price you pay for your flight from Chicago O'Hare Intl Airport to Valparaiso, Florida may vary depending on when you book. For the best chance of a lower fare, look to book 36 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida (average of $269). Flying from Chicago O'Hare Intl Airport to Valparaiso, Florida in March is currently the most expensive (average of $386). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to VPS?

When flying from Chicago O'Hare Intl Airport to Valparaiso, Florida, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 23% versus a flight in the morning.

Reviews of airlines servicing Valparaiso

Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Valparaiso, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,954 reviews

Reviews

1 / 20

2.0

Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Delta

8.0

Very good

7,954 reviews

Delta

8.0

Very good

7,954 reviews

Reviews

1 / 20

2.0

Mediocre

Joseph,Aug 2023

MSP - MCO

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,954 reviews

Reviews

1 / 20

2.0

Mediocre

Joseph,Aug 2023

MSP - MCO

Related info for your journey

What airport do you fly into for flights to Valparaiso from Chicago O'Hare Intl?
Most people fly into Valparaiso Destin-Ft Walton Beach (VPS) if they book a flight to Valparaiso from Chicago O'Hare Intl. On average, Destin-Ft Walton Beach has 0 inbound flights from Chicago O'Hare Intl per day from 2 airlines. Valparaiso Destin-Ft Walton Beach is conveniently located just 3.1 mi from Valparaiso’s city center.
How long is the flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?
Airlines like Delta fly from Chicago O'Hare Intl Airport to Valparaiso, Florida in about 11h 28m. The time it takes to get you to your destination can typically vary by up to . There are 797 mi between Chicago O'Hare Intl Airport and Valparaiso, Florida.
What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Valparaiso, Florida round-trip?
Cheapflights users have booked flights from Chicago O'Hare Intl Airport to Valparaiso, Florida round-trip from $207. Another airline that can offer you cheap pricing is American Airlines. Delta is priced at 51% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest flights from Chicago O'Hare Intl Airport to Valparaiso, Florida?
While on average a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida is generally $480, our data shows the cheapest flight currently is $124. When looking at the most popular route, (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach), you can expect to pay $298 for that flight.
Can I find deals for flights from O'Hare Intl to Valparaiso that include hotel bookings?
Yes. In addition to deals on O'Hare Intl to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from O'Hare Intl to Valparaiso?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Valparaiso.
Can I find deals for business class flights from O'Hare Intl to Valparaiso?
Yes. Cheapflights offers flight deals from O'Hare Intl to Valparaiso by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?
Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida (average of $269). Flying from Chicago O'Hare Intl Airport to Valparaiso, Florida in March is currently the most expensive (average of $386). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from O'Hare Intl to Valparaiso

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$207	Average$495	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$236	Average$416	FlexibilityNo cancel fee	On-time71%

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$129+ Cheap flights from O'Hare Intl (ORD) to Valparaiso, FL (VPS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/18. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from O'Hare Intl to Valparaiso with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach are usually found in February or January, booked 36 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from O'Hare Intl to Valparaiso

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from O'Hare Intl to Valparaiso

Cheapest flights from O'Hare Intl to ValparaisoExplore the most affordable flight options available from O'Hare Intl to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Explore the most affordable flight options available from O'Hare Intl to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Valparaiso that are best for you.

Best time to book a flight from O'Hare Intl to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from O'Hare Intl with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Valparaiso

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?

What is the cheapest time of day to fly from ORD to VPS?

Reviews of airlines servicing Valparaiso

Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Valparaiso, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Valparaiso. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Valparaiso from Chicago O'Hare Intl?

How long is the flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?

What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Valparaiso, Florida round-trip?

What are the cheapest flights from Chicago O'Hare Intl Airport to Valparaiso, Florida?

Can I find deals for flights from O'Hare Intl to Valparaiso that include hotel bookings?

How can I find direct flights from O'Hare Intl to Valparaiso?

Can I find deals for business class flights from O'Hare Intl to Valparaiso?

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?

Traveling to a place near Valparaiso?

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Alternative routes for O'Hare Intl to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from O'Hare Intl to Valparaiso

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Cheapest flights from O'Hare Intl to Valparaiso
Explore the most affordable flight options available from O'Hare Intl to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.