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Valparaiso

$51+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — VPS
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
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 January 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$160
(Booking.com)

One-way from

$51
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$333

Good round-trip deal

$138 or less

Good one-way deal

$150 or less
Provider with most accurate pricing for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flights.
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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. 18% potential increase in price ($77 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Mon 7/63:07 pmEVV - VPS
Nonstop1h 38mAllegiant Air
Mon 7/136:15 amVPS - EVV
Nonstop1h 36mAllegiant Air
Deal found 1/5$141
This Kiwi.com deal was found by Cheapflights users on 1/4. 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.
Thu 7/99:21 pmBLV - VPS
Nonstop1h 47mAllegiant Air
Tue 7/149:00 amVPS - BLV
Nonstop1h 44mAllegiant Air
Deal found 1/4$157
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Mon 7/69:25 pmBLV - VPS
Nonstop1h 47mAllegiant Air
Tue 7/149:00 amVPS - BLV
Nonstop1h 44mAllegiant Air
Deal found 1/6$158
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Fri 7/39:25 pmBLV - VPS
Nonstop1h 47mAllegiant Air
Mon 7/611:09 amVPS - BLV
Nonstop1h 44mAllegiant Air
Deal found 1/5$164
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 7/59:21 pmBLV - VPS
Nonstop1h 47mAllegiant Air
Mon 7/136:51 pmVPS - BLV
Nonstop1h 44mAllegiant Air
Deal found 1/6$170
This Booking.com deal was found by Cheapflights users on 1/4. 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.
Sat 1/241:38 pmBLV - VPS
Nonstop1h 42mAllegiant Air
Sun 1/253:24 pmVPS - BLV
Nonstop1h 48mAllegiant Air
Deal found 1/4$172
This Booking.com deal was found by Cheapflights users on 1/6. 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.
Sat 1/171:38 pmBLV - VPS
Nonstop1h 42mAllegiant Air
Sun 1/183:24 pmVPS - BLV
Nonstop1h 48mAllegiant Air
Deal found 1/6$174
This Gotogate deal was found by Cheapflights users on 1/5. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/194:10 pmMDW - VPS
Nonstop2h 06mAllegiant Air
Sun 2/2212:31 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Deal found 1/5$175
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Mon 7/69:25 pmBLV - VPS
Nonstop1h 47mAllegiant Air
Wed 7/152:02 pmVPS - BLV
Nonstop1h 44mAllegiant Air
Deal found 1/6$186
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 7/59:21 pmBLV - VPS
Nonstop1h 47mAllegiant Air
Wed 7/152:02 pmVPS - BLV
Nonstop1h 44mAllegiant Air
Deal found 1/6$192
This Booking.com deal was found by Cheapflights users on 1/6. 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 5/119:36 amBLV - VPS
Nonstop1h 43mAllegiant Air
Fri 5/157:00 amVPS - BLV
Nonstop1h 46mAllegiant Air
Deal found 1/6$204
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 5/105:47 pmMDW - VPS
Nonstop2h 09mAllegiant Air
Sun 5/172:40 pmVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 1/6$215

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 January 6, 2026.
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

Fri 7/3

9:25 pm-11:12 pm

Nonstop1h 47m

Valparaiso Destin-Ft Walton Beach

Mon 7/6

11:09 am-12:53 pm

Nonstop1h 44m

$164

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Sun 7/5

9:21 pm-11:08 pm

Nonstop1h 47m

Valparaiso Destin-Ft Walton Beach

Mon 7/13

6:51 pm-8:35 pm

Nonstop1h 44m

$170

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Sat 1/24

1:38 pm-3:20 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Sun 1/25

3:24 pm-5:12 pm

Nonstop1h 48m

$172

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Sat 1/17

1:38 pm-3:20 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Sun 1/18

3:24 pm-5:12 pm

Nonstop1h 48m

$174

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Sun 7/5

9:21 pm-11:08 pm

Nonstop1h 47m

Valparaiso Destin-Ft Walton Beach

Wed 7/15

2:02 pm-3:46 pm

Nonstop1h 44m

$192

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Mon 5/11

9:36 am-11:19 am

Nonstop1h 43m

Valparaiso Destin-Ft Walton Beach

Fri 5/15

7:00 am-8:46 am

Nonstop1h 46m

$204

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Fri 2/20

4:32 pm-6:18 pm

Nonstop1h 46m

Valparaiso Destin-Ft Walton Beach

Sat 2/28

2:15 pm-4:02 pm

Nonstop1h 47m

$226

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Fri 2/27

4:28 pm-6:10 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Mon 3/2

1:51 pm-3:38 pm

Nonstop1h 47m

$228

PeoriaValparaiso

PIA - VPS

PIAVPS

Greater Peoria

Sun 6/14

8:20 pm-10:16 pm

Nonstop1h 56m

Valparaiso Destin-Ft Walton Beach

Thu 6/18

2:23 pm-4:25 pm

Nonstop2h 02m

$245

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 2/19

7:30 am-2:37 pm

2 stops31h 07m

Valparaiso Destin-Ft Walton Beach

Sun 2/22

12:31 pm-2:50 pm

Nonstop2h 19m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

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, July is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $81). Flying from Illinois to Valparaiso, Florida in March is currently the most expensive (average of $121). 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 January 6, 2026.

When flying from Illinois to Valparaiso, Florida, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 30% versus a flight in the morning.

What is the cheapest day to fly from Illinois to Valparaiso, Florida?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Valparaiso. Price data was last updated on January 3, 2026.

Travelers seeking maximum savings on their Illinois to Valparaiso, Florida flight should consider departing on Monday evenings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 47m. Allegiant Air provides one of the quickest options available for as low as $164. The distance from Illinois to Valparaiso, Florida is about 589 mi. This flight may include one or multiple stops.

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

    Most travelers choose Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach, Chicago Midway - Valparaiso Destin-Ft Walton Beach or Lambert-St Louis - 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 $295. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $275 on average, our data indicates $518 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 $81). Flying from Illinois to Valparaiso, Florida in March is currently the most expensive (average of $121). 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$155FlexibilityNo cancel feeOn-time88%
DeltaCheapest$207Average$437FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$212Average$381FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$240Average$475FlexibilityNo cancel feeOn-time71%

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