HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Valparaiso

$74+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — VPS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach are usually found in August or January, 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 June 12, 2025.

Round-trip from

$168
(American Airlines)

One-way from

$74
(Southwest)

Popular in

March

Cheapest in

August

Average price

$400

Good round-trip deal

$249 or less

Good one-way deal

$208 or less
From Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach.
Search Deals

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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 7/87:43 amORD - VPS
Nonstop2h 24mAmerican Airlines
Wed 7/1610:53 amVPS - ORD
Nonstop2h 39mAmerican Airlines
Deal found 6/10$168
This Southwest deal was found by Cheapflights users on 6/10. 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 7/84:00 pmORD - VPS
1 stop5h 20mSouthwest
Wed 7/167:00 amVPS - ORD
1 stop5h 45mSouthwest
Deal found 6/10$187
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 7/85:35 amORD - VPS
1 stop4h 40mDelta
Wed 7/164:59 pmVPS - ORD
1 stop4h 31mDelta
Deal found 6/10$207
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Sun 8/311:11 amORD - VPS
2 stops36h 09mMultiple Airlines
Fri 8/89:08 pmVPS - ORD
1 stop17h 05mMultiple Airlines
Deal found 6/11$243
This Sun Country Air deal was found by Cheapflights users on 6/10. 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.
Thu 7/176:00 amORD - VPS
1 stop11h 08mSun Country Air
Sun 7/206:14 pmVPS - ORD
1 stop23h 13mSun Country Air
Deal found 6/10$284

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 June 12, 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

Tue 7/8

7:43 am-10:07 am

Nonstop2h 24m

Valparaiso Destin-Ft Walton Beach

Wed 7/16

10:53 am-1:32 pm

Nonstop2h 39m

$168

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 7/8

4:00 pm-9:20 pm

1 stop5h 20m

Valparaiso Destin-Ft Walton Beach

Wed 7/16

7:00 am-12:45 pm

1 stop5h 45m

$187

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 7/8

5:35 am-10:15 am

1 stop4h 40m

Valparaiso Destin-Ft Walton Beach

Wed 7/16

4:59 pm-9:30 pm

1 stop4h 31m

$207

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 8/3

11:11 am-11:20 pm

2 stops36h 09m

Valparaiso Destin-Ft Walton Beach

Fri 8/8

9:08 pm-2:13 pm

1 stop17h 05m

$243

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 7/17

6:00 am-5:08 pm

1 stop11h 08m

Valparaiso Destin-Ft Walton Beach

Sun 7/20

6:14 pm-5:27 pm

1 stop23h 13m

$284

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Mon 7/14

1:30 pm-7:10 pm

1 stop5h 40m

$74

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 9/7

9:47 am-7:56 pm

1 stop10h 09m

$98

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 7/12

6:09 pm-5:02 pm

1 stop22h 53m

$138

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 8/31

5:45 am-10:35 am

1 stop4h 50m

$158

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 7/12

1:40 pm-4:01 pm

Nonstop2h 21m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 11 results
1
2

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 June 9, 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 June 12, 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 in the afternoon, which can drop the price by up to 20% versus a flight in the morning.

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 June 12, 2025.
Read reviews from past customers who have flown Southwest, Delta and Qatar Airways 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
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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.
Qatar Airways
7.4
Good
3,584 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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
345 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

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 0 inbound flights 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 $168. Other airlines that can offer you cheap pricing are Southwest, from $187, and Delta, from $207. American Airlines is priced at 56% 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 $74. Sun Country Air flights start at $138 while deals on American Airlines start at $148 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 (84%), American Airlines (72%), Republic Airways( 0%).

  • 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 $406, our data shows the cheapest flight currently is $157. When looking at the most popular route, (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach), you can expect to pay $187 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Crestview
Andalusia
Niceville

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for O'Hare Intl to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Orlando flights
O'Hare Intl to Miami flights
O'Hare Intl to Tampa flights
O'Hare Intl to Fort Myers flights
Midway to Orlando flights
Midway to Miami flights
O'Hare Intl to Sarasota flights
O'Hare Intl to Jacksonville flights
Midway to Tampa flights
Midway to Fort Lauderdale flights
O'Hare Intl to Key West flights
O'Hare Intl to Pensacola flights
O'Hare Intl to Panama City flights
O'Hare Intl to West Palm Beach flights
Midway to Fort Myers flights
Midway to Sarasota flights
Midway to West Palm Beach flights
Midway to Jacksonville flights
Midway to Key West flights
Midway to Panama City flights
O'Hare Intl to Daytona Beach flights
Rockford to Orlando Sanford Intl flights
O'Hare Intl to St Petersburg flights
Midway to Pensacola flights
Midway to Orlando Sanford Intl flights
Rockford to St Petersburg flights
Midway to Daytona Beach flights
O'Hare Intl to Gainesville flights
Midway to Melbourne flights
O'Hare Intl to Melbourne flights
O'Hare Intl to Orlando Sanford Intl flights
Midway to Gainesville flights
O'Hare Intl to Punta Gorda flights
O'Hare Intl to Tallahassee flights
Midway to Valparaiso flights
Midway to Punta Gorda flights
Rockford to Punta Gorda flights
Midway to Tallahassee flights
Midway to Valdosta flights
O'Hare Intl to Valdosta flights
O'Hare Intl to Destin flights

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$199Average$339FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$222Average$398FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$366Average$380FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.