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Valparaiso

$54+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — VPS
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$108
(Booking.com)

One-way from

$54
(Cheapflightsfares)

Popular in

March

Cheapest in

January

Average price

$263

Good round-trip deal

$128 or less

Good one-way deal

$64 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. 22% potential increase in price ($95 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($20 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 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 September 15, 2025.

This Booking.com deal was found by Cheapflights users on 9/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/297:50 pmBLV - VPS
Nonstop1h 41mAllegiant Air
Fri 10/37:23 pmVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 9/14$108
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/912:07 pmMDW - VPS
Nonstop2h 05mAllegiant Air
Thu 11/139:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 9/14$172
This Trip.com deal was found by Cheapflights users on 9/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/511:07 amMDW - VPS
Nonstop2h 05mAllegiant Air
Sun 10/128:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 9/15$194
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:07 pmMDW - VPS
Nonstop2h 05mAllegiant Air
Sun 11/169:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 9/15$200
This Delta deal was found by Cheapflights users on 9/13. 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 11/11:30 pmSTL - VPS
1 stop4h 45mDelta
Wed 11/56:00 amVPS - STL
1 stop4h 26mDelta
Deal found 9/13$205
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 11/15:20 amSTL - VPS
2 stops9h 59mAmerican Airlines
Wed 11/54:57 pmVPS - STL
1 stop6h 10mAmerican Airlines
Deal found 9/13$211
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/912:07 pmMDW - VPS
Nonstop2h 05mMultiple Airlines
Thu 11/136:35 amVPS - MDW
1 stop17h 20mMultiple Airlines
Deal found 9/14$215
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:07 amMDW - VPS
Nonstop2h 05mAllegiant Air
Sun 10/268:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 9/15$221
This Delta deal was found by Cheapflights users on 9/13. 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 10/43:55 pmSTL - VPS
1 stop5h 54mDelta
Mon 10/67:10 pmVPS - STL
1 stop4h 31mDelta
Deal found 9/13$225
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/912:07 pmMDW - VPS
Nonstop2h 05mAllegiant Air
Sun 11/169:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 9/14$230
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sat 10/46:10 amSTL - VPS
1 stop5h 03mAmerican Airlines
Wed 10/87:00 amVPS - STL
2 stops9h 10mAmerican Airlines
Deal found 9/13$232
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 10/125:11 amSTL - VPS
1 stop5h 25mAmerican Airlines
Fri 10/173:43 pmVPS - STL
1 stop8h 06mAmerican Airlines
Deal found 9/13$250

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 September 15, 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

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Mon 9/29

7:50 pm-9:31 pm

Nonstop1h 41m

Valparaiso Destin-Ft Walton Beach

Fri 10/3

7:23 pm-9:08 pm

Nonstop1h 45m

$108

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Fri 10/31

5:15 pm-8:59 pm

1 stop3h 44m

Valparaiso Destin-Ft Walton Beach

Wed 11/5

7:00 am-12:35 pm

1 stop5h 35m

$205

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Sat 11/1

1:30 pm-6:15 pm

1 stop4h 45m

Valparaiso Destin-Ft Walton Beach

Wed 11/5

6:00 am-10:26 am

1 stop4h 26m

$205

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Sat 10/25

6:00 am-12:04 pm

1 stop6h 04m

Valparaiso Destin-Ft Walton Beach

Mon 10/27

7:10 pm-11:41 pm

1 stop4h 31m

$205

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Sat 10/25

7:00 am-3:19 pm

2 stops8h 19m

Valparaiso Destin-Ft Walton Beach

Mon 10/27

4:04 pm-11:58 pm

1 stop7h 54m

$211

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Fri 10/31

10:54 am-8:07 pm

2 stops9h 13m

Valparaiso Destin-Ft Walton Beach

Wed 11/5

4:57 pm-11:07 pm

1 stop6h 10m

$211

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Sat 11/1

5:20 am-3:19 pm

2 stops9h 59m

Valparaiso Destin-Ft Walton Beach

Wed 11/5

4:57 pm-11:07 pm

1 stop6h 10m

$211

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 11/9

12:07 pm-2:12 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Thu 11/13

6:35 am-6:39 pm

2 stops12h 04m

$246

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 12/18

11:45 am-5:29 pm

1 stop5h 44m

Valparaiso Destin-Ft Walton Beach

Mon 12/22

11:26 am-10:26 am

1 stop23h 00m

$298

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Fri 12/26

11:38 am-1:20 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Thu 1/1

5:24 pm-7:12 pm

Nonstop1h 48m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 60 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, September is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $274). Flying from Illinois 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 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 September 15, 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.

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.

  • How long is the flight from Illinois to Valparaiso, Florida?

    A quick flight from Illinois to Valparaiso, Florida can take about 1h 41m. Allegiant Air provides one of the quickest options available for as low as $108. The distance from Illinois to Valparaiso, Florida is about 589 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois 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 $99. Delta flights start at $104 while deals on Sun Country Air start at $148 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 $124. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $281 on average, our data indicates $471 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, September is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $274). Flying from Illinois 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 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$150FlexibilityNo cancel feeOn-time88%
DeltaCheapest$207Average$460FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$212Average$388FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$236Average$472FlexibilityNo cancel feeOn-time71%

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