Valparaiso

$63+ Cheap flights from Illinois to Valparaiso, FL (VPS)

ORD — VPS
Dec 10 — Dec 171
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Cheap flight deals from Illinois to Valparaiso

Cheapest flights from Illinois to Valparaiso

Thu 12/179:47 pm -
Nonstop1h 39m
Thu 12/2412:36 pm -
Nonstop1h 48m
Deal found 11/6$98
Mon 11/166:02 pm -
Nonstop1h 43m
Thu 11/195:36 pm -
Nonstop1h 49m
Deal found 11/6$105
Thu 12/37:05 pm -
Nonstop1h 41m
Thu 12/1010:00 am -
Nonstop1h 50m
Deal found 11/5$106
Mon 11/161:08 pm -
Nonstop2h 11m
Thu 11/196:30 am -
Nonstop2h 24m
Deal found 11/7$115
Thu 11/265:39 pm -
Nonstop1h 38m
Thu 12/310:00 am -
Nonstop1h 50m
Deal found 11/6$124
Thu 11/199:44 am -
Nonstop2h 05m
Sun 11/226:30 am -
Nonstop2h 24m
Deal found 11/8$136
Fri 11/2711:09 am -
Nonstop1h 38m
Thu 12/310:00 am -
Nonstop1h 50m
Deal found 11/6$146
Thu 11/193:08 pm -
Nonstop1h 38m
Sun 11/225:36 pm -
Nonstop1h 49m
Deal found 11/8$165
Fri 11/209:17 pm -
Nonstop1h 38m
Tue 11/2411:42 am -
Nonstop1h 49m
Deal found 11/5$180
Sat 11/283:09 pm -
Nonstop1h 38m
Thu 12/310:00 am -
Nonstop1h 50m
Deal found 11/6$198
Sun 12/209:47 pm -
Nonstop1h 39m
Sun 12/2712:36 pm -
Nonstop1h 48m
Deal found 11/7$200
Thu 11/193:08 pm -
Nonstop1h 38m
Mon 11/231:25 pm -
Nonstop1h 49m
Deal found 11/5$203

Find flight deals from Illinois to Valparaiso

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$98
(Cheapflightsfares)

One-way from

$63
(Travelocity)

Popular in

August

Cheapest in

October

Average price

$414

Good round-trip deal

$96 or less

Good one-way deal

$83 or less
Provider with most accurate pricing for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flights.
From Illinois to Valparaiso Destin-Ft Walton Beach
One-way flight from Illinois to Valparaiso Destin-Ft Walton Beach
Highest demand for flights based on searches. 10% potential increase in price ($46 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Illinois to Valparaiso Destin-Ft Walton Beach.
Price to beat on a one-way flight from Illinois to Valparaiso Destin-Ft Walton Beach.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Illinois to Valparaiso that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BellevilleValparaiso

BLV Belleville - VPS Valparaiso Destin-Ft Walton Beach

BLVVPS

Belleville

Sun 12/6

7:05 pm-8:46 pm

Nonstop1h 41m

Valparaiso Destin-Ft Walton Beach

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$63
Quickest round-trip

BellevilleValparaiso

BLV Belleville - VPS Valparaiso Destin-Ft Walton Beach

BLVVPS

Belleville

Mon 11/23

9:17 pm-10:55 pm

Nonstop1h 38m

Valparaiso Destin-Ft Walton Beach

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$67

BellevilleValparaiso

BLV Belleville - VPS Valparaiso Destin-Ft Walton Beach

BLVVPS

Belleville

Sun 12/6

7:05 pm-8:46 pm

Nonstop1h 41m

Valparaiso Destin-Ft Walton Beach

Thu 12/10

10:00 am-11:50 am

Nonstop1h 50m

$109

BellevilleValparaiso

BLV Belleville - VPS Valparaiso Destin-Ft Walton Beach

BLVVPS

Belleville

Thu 3/11

9:46 pm-11:32 pm

Nonstop1h 46m

Valparaiso Destin-Ft Walton Beach

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$118

PeoriaValparaiso

PIA Greater Peoria - VPS Valparaiso Destin-Ft Walton Beach

PIAVPS

Greater Peoria

Sun 5/2

7:39 pm-9:38 pm

Nonstop1h 59m

Valparaiso Destin-Ft Walton Beach

Thu 5/6

7:10 am-9:12 am

Nonstop2h 02m

$136

ChicagoValparaiso

MDW Chicago Midway - VPS Valparaiso Destin-Ft Walton Beach

MDWVPS

Chicago Midway

Sat 11/28

9:22 pm-11:27 pm

Nonstop2h 05m

Valparaiso Destin-Ft Walton Beach

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$148

BellevilleValparaiso

BLV Belleville - VPS Valparaiso Destin-Ft Walton Beach

BLVVPS

Belleville

Tue 11/24

2:21 pm-3:59 pm

Nonstop1h 38m

Valparaiso Destin-Ft Walton Beach

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$160

BellevilleValparaiso

BLV Belleville - VPS Valparaiso Destin-Ft Walton Beach

BLVVPS

Belleville

Mon 3/1

8:42 am-10:24 am

Nonstop1h 42m

Valparaiso Destin-Ft Walton Beach

Mon 3/8

6:00 am-7:51 am

Nonstop1h 51m

$163

ChicagoValparaiso

ORD Chicago O'Hare Intl - VPS Valparaiso Destin-Ft Walton Beach

ORDVPS

Chicago O'Hare Intl

Sat 12/19

5:55 pm-5:34 pm

1 stop23h 39m

Valparaiso Destin-Ft Walton Beach

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$177

BellevilleValparaiso

BLV Belleville - VPS Valparaiso Destin-Ft Walton Beach

BLVVPS

Belleville

Fri 11/20

9:17 pm-10:55 pm

Nonstop1h 38m

Valparaiso Destin-Ft Walton Beach

Tue 11/24

11:42 am-1:31 pm

Nonstop1h 49m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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, October is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $249). Flying from Illinois to Valparaiso, Florida in March is currently the most expensive (average of $435). 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?

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 35% versus a flight in the morning.

Weekly flight availability from Illinois to Valparaiso, Florida

The most flights from USIL to VPS are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from Illinois to Valparaiso, Florida?

Airfare is below average for this route at the moment.
Illinois to Valparaiso, Florida flights typically cost between $483 and $947 in December.
The cheapest round-trip price found within the last 5 days was $372 on Sun Country Air (Dec 20-Dec 25).

How far ahead should I book a flight from Illinois to Valparaiso, Florida?

The best time to book flights from Illinois to Valparaiso, Florida is 42 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

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

Related info for your journey

  • 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 $109. 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 Allegiant Air, which is currently one of the cheapest options available, starting at $50. Southwest flights start at $161 while deals on American Airlines start at $180 one-way.

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

  • What are the most reliable airlines from Illinois to Valparaiso, Florida?

    Consider Envoy Air (100%), Alaska Airlines (88%) or American Airlines (83%) when booking your flight. These represent the most reliable airlines when flying 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 $483. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $392 on average, our data indicates $503 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, October is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $249). Flying from Illinois to Valparaiso, Florida in March is currently the most expensive (average of $435). 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?

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Alternative routes for Illinois to Valparaiso

Top 4 airlines flying from Illinois to Valparaiso

AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$88Average$267FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$250Average$493FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$295Average$456FlexibilityNo cancel feeOn-time71%
DeltaCheapest$334Average$471FlexibilityNo cancel feeOn-timeN/A

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