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Valparaiso

$90+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — VPS
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach are usually found in August or September, booked 31 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from O'Hare Intl to Valparaiso

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Valparaiso (VPS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$202
(Delta)

One-way from

$90
(Southwest)

Popular in

March

Cheapest in

August

Average price

$438

Good round-trip deal

$329 or less

Good one-way deal

$149 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Valparaiso Destin-Ft Walton Beach flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Valparaiso Destin-Ft Walton Beach flights.
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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. 13% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 25, 2025.

This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/215:30 amORD - VPS
1 stop7h 00mDelta
Tue 5/271:25 pmVPS - ORD
1 stop5h 23mDelta
Deal found 4/25$202
This American Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/47:43 amORD - VPS
Nonstop2h 16mAmerican Airlines
Fri 7/1110:53 amVPS - ORD
Nonstop2h 39mAmerican Airlines
Deal found 4/24$222
This Mytrip deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/226:18 pmORD - VPS
1 stop22h 42mMultiple Airlines
Sat 5/245:42 pmVPS - ORD
1 stop15h 42mMultiple Airlines
Deal found 4/25$255
This Sun Country Air deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/17:00 amORD - VPS
1 stop10h 06mSun Country Air
Thu 6/56:02 pmVPS - ORD
1 stop23h 13mSun Country Air
Deal found 4/25$284
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/104:00 pmORD - VPS
1 stop5h 20mSouthwest
Thu 6/127:00 amVPS - ORD
2 stops10h 55mSouthwest
Deal found 4/24$345

Cheapflights Fare Finder

Customize your flight search to find flights from O'Hare Intl to Valparaiso that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Valparaiso that are best for you.

Fly from

O'Hare Intl

Fly to

Valparaiso

Route

Depart

Return

Price

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 5/21

5:30 am-12:30 pm

1 stop7h 00m

Valparaiso Destin-Ft Walton Beach

Tue 5/27

1:25 pm-6:48 pm

1 stop5h 23m

$202

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Fri 7/4

7:43 am-9:59 am

Nonstop2h 16m

Valparaiso Destin-Ft Walton Beach

Fri 7/11

10:53 am-1:32 pm

Nonstop2h 39m

$222

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 5/22

6:18 pm-5:00 pm

1 stop22h 42m

Valparaiso Destin-Ft Walton Beach

Sat 5/24

5:42 pm-9:24 am

1 stop15h 42m

$255

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 6/1

7:00 am-5:06 pm

1 stop10h 06m

Valparaiso Destin-Ft Walton Beach

Thu 6/5

6:02 pm-5:15 pm

1 stop23h 13m

$284

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 6/10

4:00 pm-9:20 pm

1 stop5h 20m

Valparaiso Destin-Ft Walton Beach

Thu 6/12

7:00 am-5:55 pm

2 stops10h 55m

$345

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 7/1

4:00 pm-9:20 pm

1 stop5h 20m

$90

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Mon 6/16

9:28 pm-1:44 pm

1 stop16h 16m

$138

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Mon 5/26

10:45 am-5:06 pm

1 stop6h 21m

$143

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 7/1

7:43 am-9:59 am

Nonstop2h 16m

$144

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 5/25

9:39 am-2:14 pm

1 stop4h 35m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Compare providers for flights from O'Hare Intl to Valparaiso

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Valparaiso in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Valparaiso, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Valparaiso, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Valparaiso, Florida flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Valparaiso, Florida flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Valparaiso, Florida flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Valparaiso. Price data was last updated on April 18, 2025.

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 31 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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida (average of $299). 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?

Find hourly flight availability from O'Hare Intl to Valparaiso. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.

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 at noon, which can drop the price by up to 27% versus a flight in the morning.

Weekly flight availability from Chicago O'Hare Intl Airport to Valparaiso, Florida

Explore weekly flight availability from O'Hare Intl to Valparaiso. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 25, 2025.

The most flights from ORD to VPS are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average rainfall totals by month.

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.

Temperature in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Valparaiso

Get insights into the airlines that provide service to Valparaiso. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Valparaiso. Reviews last updated April 25, 2025.
Read reviews from past customers who have flown Southwest, Delta and American Airlines from Chicago to Valparaiso. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,289 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,289 reviews
Southwest
8.0
Very good
4,289 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very good
7,920 reviews
Southwest
8.0
Very good
4,289 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,289 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Sun Country Air
6.9
Okay
347 reviews
Southwest
8.0
Very good
4,289 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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?

    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 1 inbound flight from Chicago O'Hare Intl per day from 3 airlines. Valparaiso Destin-Ft Walton Beach is conveniently located just 3.1 mi from Valparaiso’s city center.

  • 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 $202. Other airlines that can offer you cheap pricing are American Airlines, from $222, and Sun Country Air, from $284. Delta is priced at 46% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Valparaiso, Florida one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $90. Sun Country Air flights start at $143 while deals on American Airlines start at $144 one-way.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Valparaiso, Florida?

    Before booking your flight to Valparaiso, Florida from Chicago O'Hare Intl Airport, check out the most reliable airlines to get you to your destination on time: Envoy Air (92%), American Airlines (84%), Republic Airways( 82%).

  • 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 $428, our data shows the cheapest flight currently is $108. When looking at the most popular route, (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach), you can expect to pay $177 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, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida (average of $299). 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 3 airlines flying from O'Hare Intl to Valparaiso

Discover the top 3 airlines that operate flights from O'Hare Intl to Valparaiso. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$199Average$320FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$233Average$401FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$366Average$388FlexibilityNo cancel feeOn-time63%

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