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$49+ Cheap flights from Valparaiso, FL (VPS) to Illinois

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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — ORD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Valparaiso to Illinois

Keep the following information in mind while searching for Valparaiso to Illinois flight deals. Data was last updated September 11, 2025.

Round-trip from

$102
(Cheapflightsfares)

One-way from

$49
(Cheapflightsfares)

Popular in

March

Cheapest in

May

Average price

$287

Good round-trip deal

$83 or less
From Valparaiso Destin-Ft Walton Beach to Illinois
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One-way flight from Valparaiso Destin-Ft Walton Beach to Illinois
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High demand for flights, 12% potential price rise
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Cheapest flight prices on average. 7% potential price decrease ($15 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 Valparaiso Destin-Ft Walton Beach to Illinois.
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Find flight deals from Valparaiso to Illinois

Cheapest flights from Valparaiso to Illinois
Explore the most affordable flight options available from Valparaiso to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 10/28:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Sun 10/511:07 amMDW - VPS
Nonstop2h 05mAllegiant Air
Deal found 9/10$102
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/205:24 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/10$159
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/309:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Sun 11/212:07 pmMDW - VPS
Nonstop2h 05mAllegiant Air
Deal found 9/10$166
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 11/2511:31 amVPS - MDW
Nonstop2h 19mAllegiant Air
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/10$180
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/268:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Thu 10/3012:07 pmMDW - VPS
Nonstop2h 05mAllegiant Air
Deal found 9/10$187
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/25:02 pmVPS - MDW
2 stops30h 39mMultiple Airlines
Sun 10/511:07 amMDW - VPS
Nonstop2h 05mMultiple Airlines
Deal found 9/10$189
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/309:00 amVPS - MDW
Nonstop2h 17mMultiple Airlines
Thu 10/309:43 pmMDW - VPS
2 stops20h 33mMultiple Airlines
Deal found 9/10$199
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/28:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Mon 10/612:08 pmMDW - VPS
1 stop8h 22mAllegiant Air
Deal found 9/10$206
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/235:24 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Sat 11/299:09 amMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 9/10$208
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/309:00 amVPS - MDW
Nonstop2h 17mMultiple Airlines
Sat 11/16:20 amMDW - VPS
2 stops12h 43mMultiple Airlines
Deal found 9/10$220
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/268:00 amVPS - MDW
Nonstop2h 17mAllegiant Air
Sun 11/212:07 pmMDW - VPS
Nonstop2h 05mAllegiant Air
Deal found 9/10$222
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 10/37:06 pmVPS - STL
1 stop4h 18mDelta
Tue 10/71:30 pmSTL - VPS
1 stop4h 45mDelta
Deal found 9/10$222

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to Illinois 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 11, 2025.
Use the filters below to find and compare flights from Valparaiso to Illinois that are best for you.

Fly from

Valparaiso

Fly to

Illinois

Route

Depart

Return

Price

ValparaisoSt. Louis

VPS - STL

VPSSTL

Valparaiso Destin-Ft Walton Beach

Fri 10/3

11:41 am-4:05 pm

1 stop4h 24m

Lambert-St Louis

Tue 10/7

1:30 pm-6:15 pm

1 stop4h 45m

$222

ValparaisoSt. Louis

VPS - STL

VPSSTL

Valparaiso Destin-Ft Walton Beach

Fri 10/3

7:06 pm-11:24 pm

1 stop4h 18m

Lambert-St Louis

Mon 10/6

3:59 pm-8:59 pm

1 stop5h 00m

$225

ValparaisoSt. Louis

VPS - STL

VPSSTL

Valparaiso Destin-Ft Walton Beach

Fri 10/3

12:13 pm-8:32 pm

2 stops8h 19m

Lambert-St Louis

Tue 10/7

7:00 am-2:48 pm

1 stop7h 48m

$228

ValparaisoSt. Louis

VPS - STL

VPSSTL

Valparaiso Destin-Ft Walton Beach

Fri 10/10

7:10 pm-11:41 pm

1 stop4h 31m

Lambert-St Louis

Mon 10/13

5:15 pm-11:05 pm

1 stop5h 50m

$230

ValparaisoSt. Louis

VPS - STL

VPSSTL

Valparaiso Destin-Ft Walton Beach

Fri 10/3

12:13 pm-8:32 pm

2 stops8h 19m

Lambert-St Louis

Mon 10/6

7:23 am-11:44 am

1 stop4h 21m

$231

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Thu 10/2

8:46 pm-8:46 pm

3 stops24h 00m

Chicago Midway

Sun 10/5

11:07 am-1:12 pm

Nonstop2h 05m

$238

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sat 11/8

1:25 pm-6:55 pm

2 stops5h 30m

Chicago Midway

Tue 11/11

5:00 am-1:15 pm

1 stop8h 15m

$267

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 10/28

6:05 pm-11:35 pm

1 stop5h 30m

Chicago Midway

Fri 10/31

5:35 am-1:15 pm

1 stop7h 40m

$276

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Sun 11/9

9:00 am-11:17 am

Nonstop2h 17m

Chicago Midway

Tue 11/11

6:26 pm-10:50 am

2 stops40h 24m

$296

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 10/28

7:15 am-12:45 pm

1 stop5h 30m

Chicago O'Hare Intl

Fri 10/31

7:30 am-1:15 pm

1 stop5h 45m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 59 results
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Best time to book a flight from Valparaiso to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Valparaiso 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 Valparaiso to Illinois

What is the cheapest month to book a flight from Valparaiso, Florida to Illinois?

Currently, August is the cheapest month in which you can book a flight from Valparaiso, Florida to Illinois (average of $245). Flying from Valparaiso, Florida to Illinois in March is currently the most expensive (average of $321). 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 VPS to IL?

Find hourly flight availability from Valparaiso to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Valparaiso, Florida to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated September 11, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Valparaiso to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Illinois. 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 from for flights from Valparaiso to Illinois?

    If you book a flight to Illinois from Valparaiso, you will be flying from Destin-Ft Walton Beach, which is the city’s only airport. Valparaiso Destin-Ft Walton Beach (VPS) is located 3.1 mi from the center of Valparaiso.

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

    Airlines like Delta, American Airlines, and Southwest fly from Valparaiso, Florida to Illinois in about 4h 24m. The time it takes to get you to your destination can typically vary by up to 3h 55m. There are 611 mi between Valparaiso, Florida and Illinois. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While some choose either Valparaiso Destin-Ft Walton Beach - Chicago Midway or Valparaiso Destin-Ft Walton Beach - Lambert-St Louis, Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl is the most popular route from Valparaiso, Florida to Illinois.

  • What are the cheapest flights from Valparaiso, Florida to Illinois?

    On average you can expect to pay $798 for a flight from Valparaiso, Florida to Illinois. The cheapest flight overall is $365 while the most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl) is currently priced at $294.

  • Can I find deals for flights from Valparaiso to Illinois that include hotel bookings?

    Yes. In addition to deals on Valparaiso to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Valparaiso to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Valparaiso to Illinois.

  • Can I find deals for business class flights from Valparaiso to Illinois?

    Yes. Cheapflights offers flight deals from Valparaiso to Illinois 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 Valparaiso, Florida to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Valparaiso, Florida to Illinois (average of $245). Flying from Valparaiso, Florida to Illinois in March is currently the most expensive (average of $321). 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

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Alternative routes for Valparaiso to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Valparaiso to Illinois

Discover the top 3 airlines that operate flights from Valparaiso to Illinois. 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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$78Average$143FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$157Average$374FlexibilityNo cancel feeOn-time71%
DeltaCheapest$323Average$446FlexibilityNo cancel feeOn-timeN/A

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