HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Valparaiso

$55+ 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
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois 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.

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$82
(Cheapflightsfares)

One-way from

$55
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$199

Good round-trip deal

$92 or less
Provider with most accurate pricing for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flights.
Search Deals
From Illinois to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight from Illinois to Valparaiso Destin-Ft Walton Beach
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($108 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Valparaiso Destin-Ft Walton Beach.
Search Deals

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 October 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2710:38 amBLV - VPS
Nonstop1h 42mAllegiant Air
Thu 12/45:54 pmVPS - BLV
Nonstop1h 48mAllegiant Air
Deal found 10/30$82
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/139:18 pmBLV - VPS
Nonstop1h 42mAllegiant Air
Thu 11/206:46 pmVPS - BLV
Nonstop1h 48mAllegiant Air
Deal found 10/30$104
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 12/186:54 pmMDW - VPS
Nonstop2h 13mAllegiant Air
Tue 12/301:01 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Deal found 10/28$107
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/39:36 pmBLV - VPS
Nonstop1h 41mAllegiant Air
Fri 11/72:48 pmVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 10/29$143
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Sun 11/212:07 pmMDW - VPS
Nonstop2h 05mAllegiant Air
Thu 11/69:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Deal found 10/29$158
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 12/116:00 amSTL - VPS
1 stop5h 06mDelta
Sun 12/147:20 pmVPS - STL
1 stop4h 22mDelta
Deal found 10/28$205
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:41 pmBLV - VPS
Nonstop1h 41mAllegiant Air
Sat 11/18:00 amVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 10/29$214
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:41 pmBLV - VPS
Nonstop1h 41mAllegiant Air
Mon 11/37:01 pmVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 10/29$224
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/110:35 amBLV - VPS
Nonstop1h 42mAllegiant Air
Mon 11/37:01 pmVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 10/29$230
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:32 pmBLV - VPS
Nonstop1h 42mAllegiant Air
Sun 12/145:54 pmVPS - BLV
Nonstop1h 48mAllegiant Air
Deal found 10/29$232
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:41 pmBLV - VPS
Nonstop1h 41mAllegiant Air
Sun 11/26:43 pmVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 10/29$244
This Sun Country Air deal was found by Cheapflights users on 10/28. 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 12/1811:45 amORD - VPS
1 stop22h 44mSun Country Air
Mon 12/2211:26 amVPS - ORD
1 stop23h 00mSun Country Air
Deal found 10/28$244

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 October 30, 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

Thu 11/27

10:38 am-12:20 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Thu 12/4

5:54 pm-7:42 pm

Nonstop1h 48m

$82

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Thu 11/13

9:18 pm-11:00 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Thu 11/20

6:46 pm-8:34 pm

Nonstop1h 48m

$104

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 12/18

6:54 pm-9:07 pm

Nonstop2h 13m

Valparaiso Destin-Ft Walton Beach

Tue 12/30

1:01 pm-3:20 pm

Nonstop2h 19m

$107

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Mon 11/3

9:36 pm-11:17 pm

Nonstop1h 41m

Valparaiso Destin-Ft Walton Beach

Fri 11/7

2:48 pm-4:33 pm

Nonstop1h 45m

$143

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Thu 12/11

6:00 am-11:06 am

1 stop5h 06m

Valparaiso Destin-Ft Walton Beach

Sun 12/14

7:20 pm-11:42 pm

1 stop4h 22m

$205

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Thu 12/11

8:32 pm-10:14 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Sun 12/14

5:54 pm-7:42 pm

Nonstop1h 48m

$232

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 12/18

11:45 am-10:29 am

1 stop22h 44m

Valparaiso Destin-Ft Walton Beach

Mon 12/22

11:26 am-10:26 am

1 stop23h 00m

$244

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 11/6

12:07 pm-2:12 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Sun 11/9

9:00 am-11:17 am

Nonstop2h 17m

$246

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 11/2

12:07 pm-2:12 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Thu 11/6

6:35 am-11:55 pm

1 stop17h 20m

$253

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Thu 11/27

10:38 am-12:20 pm

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Thu 12/4

8:12 pm-4:01 pm

2 stops43h 49m

$286

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
1
2
3
...
6

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, December is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $78). Flying from Illinois to Valparaiso, Florida in February is currently the most expensive (average of $130). 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 October 30, 2025.

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 62% 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 October 26, 2025.

Travelers seeking maximum savings on their Illinois to Valparaiso, Florida flight should consider departing on Sunday afternoons when fares are most often at their lowest. Monday afternoons 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 42m. Allegiant Air provides one of the quickest options available for as low as $82. 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 $425. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $244 on average, our data indicates $594 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, December is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $78). Flying from Illinois to Valparaiso, Florida in February is currently the most expensive (average of $130). 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

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 Illinois to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
John F Kennedy Intl to Orlando flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to West Palm Beach flights
Newark to Orlando flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
LaGuardia to Tampa flights
Newark to West Palm Beach flights
Newark to Tampa flights
Dulles Intl to Miami flights
Philadelphia to Orlando flights
Boston to Orlando flights
Dallas/Fort Worth to Orlando flights
Reagan-National to Miami flights
Boston to Miami flights
Boston to Tampa flights
Baltimore to Fort Lauderdale flights
LaGuardia to West Palm Beach flights
O'Hare Intl to Orlando flights
Dulles Intl to Orlando flights
Los Angeles to Miami flights
Boston to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Fort Lauderdale flights
Los Angeles to Orlando flights
Reagan-National to Orlando flights
Los Angeles to Fort Lauderdale flights
Philadelphia to Fort Lauderdale flights
O'Hare Intl to Tampa flights
Baltimore to Orlando flights
Dallas/Fort Worth to Miami flights
Detroit to Orlando flights
Dulles Intl to Fort Lauderdale flights
Dallas/Fort Worth to Fort Lauderdale flights
John F Kennedy Intl to Fort Myers flights
Newark to Fort Myers flights
Denver to Orlando flights
Detroit to Fort Lauderdale flights
Hartford to Orlando flights
Cleveland to Orlando flights
Boston to West Palm Beach flights
Philadelphia to Miami flights
Baltimore to Miami flights
O'Hare Intl to Fort Myers flights
Seattle to Orlando flights

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$85Average$157FlexibilityNo cancel feeOn-time88%
DeltaCheapest$207Average$460FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$212Average$388FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$238Average$450FlexibilityNo cancel feeOn-time71%

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.