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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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — VPS
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$118
(Flightnetwork)

One-way from

$54
(Booking.com)

Popular in

March

Cheapest in

January

Average price

$389

Good round-trip deal

$94 or less

Good one-way deal

$62 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. 20% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This Flightnetwork deal was found by Cheapflights users on 4/28. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/112:19 pmMDW - VPS
Nonstop2h 10mAllegiant Air
Fri 5/166:30 amVPS - MDW
Nonstop2h 22mAllegiant Air
Deal found 4/28$118
This Trip.com deal was found by Cheapflights users on 4/27. 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.
Mon 6/94:39 pmEVV - VPS
Nonstop1h 35mAllegiant Air
Fri 6/132:09 pmVPS - EVV
Nonstop1h 40mAllegiant Air
Deal found 4/27$156
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 5/278:00 amORD - VPS
Nonstop2h 18mAmerican Airlines
Tue 6/311:08 amVPS - ORD
Nonstop2h 29mAmerican Airlines
Deal found 4/27$158
This Delta deal was found by Cheapflights users on 4/27. 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.
Tue 5/275:30 amORD - VPS
1 stop7h 00mDelta
Tue 6/31:00 pmVPS - ORD
1 stop8h 30mDelta
Deal found 4/27$177
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/104:00 pmORD - VPS
1 stop5h 20mSouthwest
Wed 6/117:00 amVPS - ORD
1 stop5h 45mSouthwest
Deal found 4/28$247
This Delta deal was found by Cheapflights users on 4/28. 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.
Tue 8/126:00 amSTL - VPS
1 stop5h 10mDelta
Fri 8/156:00 amVPS - STL
1 stop6h 24mDelta
Deal found 4/28$276
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/284:17 pmSTL - VPS
1 stop5h 25mAmerican Airlines
Fri 7/47:08 amVPS - STL
1 stop4h 51mAmerican Airlines
Deal found 4/28$281
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/99:08 pmORD - VPS
1 stop16h 36mMultiple Airlines
Wed 6/116:15 amVPS - ORD
2 stops16h 49mMultiple Airlines
Deal found 4/28$296
This Sun Country Air deal was found by Cheapflights users on 4/28. 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.
Sun 6/17:00 amORD - VPS
1 stop10h 06mSun Country Air
Thu 6/56:02 pmVPS - ORD
1 stop23h 13mSun Country Air
Deal found 4/28$304
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/303:45 pmSTL - VPS
1 stop6h 10mSouthwest
Thu 6/52:00 pmVPS - STL
Nonstop1h 55mSouthwest
Deal found 4/28$312
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/165:50 amMDW - VPS
1 stop3h 35mSouthwest
Mon 7/218:00 pmVPS - MDW
1 stop5h 05mSouthwest
Deal found 4/28$321
This Trip.com deal was found by Cheapflights users on 4/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/311:05 amBLV - VPS
Nonstop1h 51mAllegiant Air
Wed 5/72:11 pmVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 4/28$334

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 April 29, 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

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sun 5/11

2:19 pm-4:29 pm

Nonstop2h 10m

Valparaiso Destin-Ft Walton Beach

Fri 5/16

6:30 am-8:52 am

Nonstop2h 22m

$118

EvansvilleValparaiso

EVV - VPS

EVVVPS

Evansville Dress Regional

Mon 6/9

4:39 pm-6:14 pm

Nonstop1h 35m

Valparaiso Destin-Ft Walton Beach

Fri 6/13

2:09 pm-3:49 pm

Nonstop1h 40m

$156

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 5/27

8:00 am-10:18 am

Nonstop2h 18m

Valparaiso Destin-Ft Walton Beach

Tue 6/3

11:08 am-1:37 pm

Nonstop2h 29m

$158

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 5/27

5:30 am-12:30 pm

1 stop7h 00m

Valparaiso Destin-Ft Walton Beach

Tue 6/3

1:00 pm-9:30 pm

1 stop8h 30m

$177

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 6/10

4:00 pm-9:20 pm

1 stop5h 20m

Valparaiso Destin-Ft Walton Beach

Wed 6/11

7:00 am-12:45 pm

1 stop5h 45m

$247

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Tue 5/27

6:00 am-10:14 am

1 stop4h 14m

Valparaiso Destin-Ft Walton Beach

Thu 5/29

7:05 am-12:04 pm

1 stop4h 59m

$276

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Sat 6/28

4:17 pm-9:42 pm

1 stop5h 25m

Valparaiso Destin-Ft Walton Beach

Fri 7/4

7:08 am-11:59 am

1 stop4h 51m

$281

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Mon 6/9

9:08 pm-1:44 pm

1 stop16h 36m

Valparaiso Destin-Ft Walton Beach

Wed 6/11

6:15 am-11:04 pm

2 stops16h 49m

$296

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 6/1

7:00 am-5:06 pm

1 stop10h 06m

Valparaiso Destin-Ft Walton Beach

Thu 6/5

6:02 pm-5:15 pm

1 stop23h 13m

$304

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Fri 5/30

3:45 pm-9:55 pm

1 stop6h 10m

Valparaiso Destin-Ft Walton Beach

Thu 6/5

2:00 pm-3:55 pm

Nonstop1h 55m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 35 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, January is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $299). 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 April 29, 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.

Weekly flight availability from Illinois to Valparaiso, Florida

Explore weekly flight availability from Illinois to Valparaiso. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 29, 2025.

The most flights from USIL to VPS are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Valparaiso, Florida ranges from 3.1 - 7.5 inches per month. July is typically the wettest month, when rainfall can reach 7.5 in. October is typically the driest time to visit Valparaiso, Florida when rainfall is around 3.1 in.

Temperature in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Valparaiso, Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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 April 29, 2025.
To help decide which airline to fly from Illinois to Valparaiso, see what other customers have to say about Southwest, Delta and Allegiant Air. 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
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Sun Country Air
6.9
Okay
345 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $54. Southwest flights start at $90 while deals on Delta start at $133 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, 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 most reliable airlines from Illinois to Valparaiso, Florida?

    Consider Envoy Air (92%), American Airlines (84%) or Republic Airways (82%) 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 $108. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $177 on average our data indicates $417 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, January is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $299). 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.

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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$89Average$178FlexibilityNo cancel feeOn-time88%
DeltaCheapest$199Average$397FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$233Average$463FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$366Average$388FlexibilityNo cancel feeOn-time63%

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