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Valparaiso

$47+ Cheap flights from Illinois 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — VPS
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Illinois to Valparaiso

Keep the following information in mind while searching for Illinois to Valparaiso flight deals. Data was last updated July 31, 2025.

Round-trip from

$77
(Mytrip)

One-way from

$47
(Gotogate)

Popular in

March

Cheapest in

January

Average price

$276

Good round-trip deal

$86 or less

Good one-way deal

$61 or less
From Illinois to Valparaiso Destin-Ft Walton Beach
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One-way flight from Illinois to Valparaiso Destin-Ft Walton Beach
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Highest demand for flights based on searches. 21% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Illinois to Valparaiso Destin-Ft Walton Beach.
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Price to beat on a one-way flight from Illinois to Valparaiso Destin-Ft Walton Beach.
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Find flight deals from Illinois to Valparaiso

Cheapest flights from Illinois to Valparaiso
Explore the most affordable flight options available from Illinois to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/31. 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.
Fri 8/154:39 pmEVV - VPS
Nonstop1h 35mAllegiant Air
Mon 8/182:09 pmVPS - EVV
Nonstop1h 40mAllegiant Air
Deal found 7/31$77
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Fri 9/267:50 pmMDW - VPS
1 stop14h 17mAllegiant Air
Thu 10/28:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 7/31$167
This Mytrip deal was found by Cheapflights users on 7/31. 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 8/102:16 pmPIA - VPS
Nonstop2h 01mAllegiant Air
Tue 8/124:14 pmVPS - PIA
Nonstop2h 07mAllegiant Air
Deal found 7/31$171
This Delta deal was found by Cheapflights users on 7/29. 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 9/106:00 amSTL - VPS
1 stop4h 35mDelta
Sat 9/136:05 pmVPS - STL
1 stop3h 55mDelta
Deal found 7/29$175
This American Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 8/258:43 amSTL - VPS
1 stop6h 30mAmerican Airlines
Fri 8/296:25 pmVPS - STL
1 stop5h 22mAmerican Airlines
Deal found 7/31$185
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sat 8/232:55 pmORD - VPS
1 stop3h 50mSouthwest
Wed 8/277:00 amVPS - ORD
1 stop5h 45mSouthwest
Deal found 7/30$235
This Southwest deal was found by Cheapflights users on 7/31. 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.
Thu 8/215:10 amMDW - VPS
1 stop6h 05mSouthwest
Tue 8/262:00 pmVPS - MDW
1 stop5h 45mSouthwest
Deal found 7/31$235
This Southwest deal was found by Cheapflights users on 7/31. 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.
Sun 9/215:35 amSTL - VPS
1 stop9h 55mSouthwest
Sun 9/286:00 pmVPS - STL
1 stop6h 25mSouthwest
Deal found 7/31$242
This Sun Country Air deal was found by Cheapflights users on 7/30. 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.
Wed 11/2610:54 amORD - VPS
1 stop6h 32mSun Country Air
Fri 11/2810:11 amVPS - ORD
1 stop22h 51mSun Country Air
Deal found 7/30$248
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/227:08 amORD - VPS
Nonstop2h 12mAmerican Airlines
Mon 8/2510:00 amVPS - ORD
Nonstop2h 35mAmerican Airlines
Deal found 7/31$296
This Mytrip deal was found by Cheapflights users on 7/29. 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 8/215:16 pmORD - VPS
2 stops18h 24mMultiple Airlines
Sun 8/246:00 pmVPS - ORD
1 stop15h 14mMultiple Airlines
Deal found 7/29$311
This Delta deal was found by Cheapflights users on 7/30. 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.
Sat 9/277:10 amORD - VPS
2 stops14h 39mDelta
Sat 10/412:55 pmVPS - ORD
1 stop8h 35mDelta
Deal found 7/30$316

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 July 31, 2025.
Use the filters below to find and compare flights from Illinois to Valparaiso that are best for you.

Fly from

Illinois

Fly to

Valparaiso

Route

Depart

Return

Price

EvansvilleValparaiso

EVV - VPS

EVVVPS

Evansville Dress Regional

Fri 8/15

4:39 pm-6:14 pm

Nonstop1h 35m

Valparaiso Destin-Ft Walton Beach

Mon 8/18

2:09 pm-3:49 pm

Nonstop1h 40m

$77

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Fri 9/26

7:50 pm-10:07 am

1 stop14h 17m

Valparaiso Destin-Ft Walton Beach

Thu 10/2

8:00 am-10:17 am

Nonstop2h 17m

$167

PeoriaValparaiso

PIA - VPS

PIAVPS

Greater Peoria

Sun 8/10

2:16 pm-4:17 pm

Nonstop2h 01m

Valparaiso Destin-Ft Walton Beach

Tue 8/12

4:14 pm-6:21 pm

Nonstop2h 07m

$171

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Wed 9/10

6:00 am-10:35 am

1 stop4h 35m

Valparaiso Destin-Ft Walton Beach

Sat 9/13

6:05 pm-10:00 pm

1 stop3h 55m

$175

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Mon 8/25

8:43 am-3:13 pm

1 stop6h 30m

Valparaiso Destin-Ft Walton Beach

Fri 8/29

6:25 pm-11:47 pm

1 stop5h 22m

$185

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 8/23

2:55 pm-6:45 pm

1 stop3h 50m

Valparaiso Destin-Ft Walton Beach

Wed 8/27

7:00 am-12:45 pm

1 stop5h 45m

$235

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 8/21

5:10 am-11:15 am

1 stop6h 05m

Valparaiso Destin-Ft Walton Beach

Tue 8/26

2:00 pm-7:45 pm

1 stop5h 45m

$235

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Sun 9/21

5:35 am-3:30 pm

1 stop9h 55m

Valparaiso Destin-Ft Walton Beach

Sun 9/28

6:00 pm-12:25 am

1 stop6h 25m

$242

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 8/24

8:00 am-5:02 pm

1 stop9h 02m

Valparaiso Destin-Ft Walton Beach

Thu 8/28

6:08 pm-12:20 pm

1 stop18h 12m

$261

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Fri 8/22

7:08 am-9:20 am

Nonstop2h 12m

Valparaiso Destin-Ft Walton Beach

Mon 8/25

10:00 am-12:35 pm

Nonstop2h 35m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 42 results
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Best time to book a flight from Illinois to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Illinois 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 Illinois to Valparaiso

What is the cheapest month to book a flight from Illinois to Valparaiso, Florida?

Currently, July is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $294). Flying from Illinois to Valparaiso, Florida in April 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 IL to VPS?

Find hourly flight availability from Illinois 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 July 31, 2025.

When flying from Illinois to Valparaiso, Florida, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 31, 2025.
Read through reviews of airlines operating flights from Illinois to Valparaiso, such as Southwest, Delta, and American Airlines. 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
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Sun Country Air
6.9
Okay
334 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    Valparaiso Destin-Ft Walton Beach (VPS) is the airport you will fly into if you book a flight from Illinois to Valparaiso. It is only a 3.1 mi journey from Destin-Ft Walton Beach (VPS) to Valparaiso’s city center.

  • What are the cheapest airlines to fly from Illinois to Valparaiso, Florida one-way?

    To fly one-way, consider booking your trip with Allegiant Air, which is currently one of the cheapest options available, starting at $47. Southwest flights start at $69 while deals on Delta start at $89 one-way.

  • What are the most popular routes from Illinois to Valparaiso, Florida?

    Most travelers choose Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach, Lambert-St Louis - Valparaiso Destin-Ft Walton Beach or Chicago Midway - Valparaiso Destin-Ft Walton Beach when deciding on the best route from Illinois to Valparaiso, Florida.

  • What are the cheapest flights from Illinois to Valparaiso, Florida?

    Looking at all options, your cheapest flight can be booked for $198. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $235 on average our data indicates $476 when flying from Illinois to Valparaiso, Florida.

  • Can I find deals for flights from Illinois to Valparaiso that include hotel bookings?

    Yes. In addition to deals on Illinois to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Valparaiso?

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

  • Can I find deals for business class flights from Illinois to Valparaiso?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Valparaiso, Florida?

    Currently, July is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $294). Flying from Illinois to Valparaiso, Florida in April 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 Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Crestview
Andalusia
Niceville

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Alternative routes for Illinois to Valparaiso

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Top 4 airlines flying from Illinois to Valparaiso

Discover the top 4 airlines that operate flights from Illinois 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$85Average$160FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$212Average$384FlexibilityNo cancel feeOn-time63%
DeltaCheapest$223Average$424FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$500FlexibilityNo cancel feeOn-time71%

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