HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$130+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — ORD
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Valparaiso to Illinois 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 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 December 15, 2025.

This Gotogate deal was found by Cheapflights users on 12/13. 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.
Sun 12/213:45 pmVPS - MDW
Nonstop2h 19mAllegiant Air
Tue 12/234:10 pmMDW - VPS
Nonstop2h 13mAllegiant Air
Deal found 12/13$178
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/2311:41 amVPS - ORD
Nonstop2h 41mAmerican Airlines
Tue 12/308:30 amORD - VPS
Nonstop2h 39mAmerican Airlines
Deal found 12/14$362
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Fri 12/1912:11 pmVPS - ORD
Nonstop2h 41mAmerican Airlines
Sat 1/38:39 amORD - VPS
Nonstop2h 39mAmerican Airlines
Deal found 12/15$377
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 12/217:58 pmVPS - MDW
2 stops26h 00mMultiple Airlines
Tue 12/234:10 pmMDW - VPS
Nonstop2h 13mMultiple Airlines
Deal found 12/13$388
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/1812:08 pmVPS - ORD
Nonstop2h 41mAmerican Airlines
Mon 12/228:32 amORD - VPS
Nonstop2h 39mAmerican Airlines
Deal found 12/15$392
This Delta deal was found by Cheapflights users on 12/15. 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 12/191:15 pmVPS - ORD
1 stop8h 25mDelta
Sat 1/35:30 amORD - VPS
1 stop5h 04mDelta
Deal found 12/15$396
This Delta deal was found by Cheapflights users on 12/15. 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 12/196:00 amVPS - MDW
1 stop5h 55mDelta
Sat 1/36:00 amMDW - VPS
1 stop4h 34mDelta
Deal found 12/15$396
This Delta deal was found by Cheapflights users on 12/14. 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 12/307:15 amVPS - STL
1 stop5h 06mDelta
Mon 1/196:57 pmSTL - VPS
1 stop4h 08mDelta
Deal found 12/14$408
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/313:46 pmVPS - ORD
1 stop5h 33mAmerican Airlines
Sun 1/48:03 amORD - VPS
1 stop7h 50mAmerican Airlines
Deal found 12/13$413
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/307:39 amVPS - STL
2 stops8h 47mAmerican Airlines
Mon 1/193:54 pmSTL - VPS
1 stop5h 06mAmerican Airlines
Deal found 12/14$414
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/307:39 amVPS - ORD
1 stop6h 33mAmerican Airlines
Sat 1/37:36 amORD - VPS
1 stop7h 30mAmerican Airlines
Deal found 12/15$416
This Southwest deal was found by Cheapflights users on 12/15. 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.
Thu 12/186:05 pmVPS - MDW
1 stop6h 05mSouthwest
Mon 12/225:25 amMDW - VPS
1 stop5h 50mSouthwest
Deal found 12/15$452

Find flight deals from Valparaiso to Illinois

Keep the following information in mind while searching for Valparaiso to Illinois flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Kiwi.com)

One-way from

$130
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$194

Good round-trip deal

$370 or less

Good one-way deal

$136 or less
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Chicago (CHI) flights.
Search Deals
From Valparaiso Destin-Ft Walton Beach to Illinois
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Illinois
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Valparaiso Destin-Ft Walton Beach to Illinois.
Search Deals
Price to beat on a one-way flight from Valparaiso Destin-Ft Walton Beach to Illinois.
Search Deals

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 December 15, 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

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 3/17

12:05 pm-2:49 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 3/24

9:00 am-11:35 am

Nonstop2h 35m

$297

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 1/21

6:00 am-12:11 pm

1 stop6h 11m

Chicago O'Hare Intl

Wed 1/28

10:30 am-1:01 pm

Nonstop2h 31m

$306

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 5/26

11:39 am-2:15 pm

Nonstop2h 36m

Chicago O'Hare Intl

Wed 6/3

11:55 am-6:32 pm

1 stop6h 37m

$306

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

7:40 am-2:15 pm

1 stop6h 35m

Chicago O'Hare Intl

Wed 2/18

9:15 am-11:45 am

Nonstop2h 30m

$311

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

12:15 pm-2:59 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 2/17

8:25 am-3:12 pm

1 stop6h 47m

$311

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 1/21

7:00 am-12:15 pm

1 stop5h 15m

Chicago O'Hare Intl

Wed 1/28

1:45 pm-6:55 pm

1 stop5h 10m

$315

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 3/31

6:00 am-1:18 pm

1 stop7h 18m

Chicago O'Hare Intl

Sat 4/4

2:25 pm-8:07 pm

1 stop5h 42m

$315

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

11:57 am-4:54 pm

1 stop4h 57m

Chicago O'Hare Intl

Wed 2/18

6:45 am-2:03 pm

1 stop7h 18m

$315

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Tue 3/17

12:35 pm-5:05 pm

1 stop4h 30m

Chicago Midway

Tue 3/24

3:35 pm-9:15 pm

1 stop5h 40m

$315

ValparaisoChicago

VPS - MDW

VPSMDW

Valparaiso Destin-Ft Walton Beach

Wed 4/1

7:05 am-12:02 pm

1 stop4h 57m

Chicago Midway

Tue 4/7

10:49 am-4:08 pm

1 stop5h 19m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 57 results
1
2
3
...
6

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, June is the cheapest month in which you can book a flight from Valparaiso, Florida to Illinois (average of $78). Flying from Valparaiso, Florida to Illinois in December is currently the most expensive (average of $228). 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 December 15, 2025.

It’s typically best to fly out from Valparaiso, Florida to Illinois in the evening. Doing so could potentially save you 39% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 December 15, 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
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

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
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

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
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

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
11,050 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

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
700 reviews
Southwest
7.9
Good
4,249 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Overall

7.9

Entertainment

7.5

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 American Airlines, Delta, and Southwest fly from Valparaiso, Florida to Illinois in about 2h 44m. The time it takes to get you to your destination can typically vary by up to 2h 13m. There are 797 mi between Valparaiso, Florida and Illinois. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Valparaiso, Florida to Illinois one-way?

    For one-way options, check prices for Allegiant Air. According to our data, you can fly for as low as $37. Users have also found prices from $88 and $89 on American Airlines and Delta, respectively.

  • 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 - Moline Quad-City, Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl is the most popular route from Valparaiso, Florida to Illinois.

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

    The top 3 most reliable airlines when flying from Valparaiso, Florida to Illinois are American Airlines (82%), Qatar Airways (82%) and Envoy Air (74%).

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

    On average you can expect to pay $399 for a flight from Valparaiso, Florida to Illinois. The cheapest flight overall is $114 while the most popular route, (Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl) is currently priced at $315.

  • 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, June is the cheapest month in which you can book a flight from Valparaiso, Florida to Illinois (average of $78). Flying from Valparaiso, Florida to Illinois in December is currently the most expensive (average of $228). 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

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 Valparaiso to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Miami to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Fort Lauderdale to LaGuardia flights
Miami to Newark flights
Tampa to John F Kennedy Intl flights
West Palm Beach to Newark flights
Orlando to Newark flights
Orlando to Las Vegas flights
Tampa to LaGuardia flights
Miami to Denver flights
Fort Lauderdale to Las Vegas flights
Orlando to LaGuardia flights
Orlando to Denver flights
Tampa to Newark flights
Orlando to Dallas/Fort Worth flights
West Palm Beach to John F Kennedy Intl flights
Fort Lauderdale to Dallas/Fort Worth flights
Fort Lauderdale to Denver flights
Orlando to Los Angeles flights
Tampa to Denver flights
Miami to Las Vegas flights
Tampa to Las Vegas flights
Miami to Los Angeles flights
Jacksonville to John F Kennedy Intl flights
Miami to Dallas/Fort Worth flights
Fort Lauderdale to Los Angeles flights
Tampa to Dallas/Fort Worth flights
Jacksonville to LaGuardia flights
Fort Lauderdale to Atlanta flights
West Palm Beach to LaGuardia flights
Tampa to Seattle flights
Tampa to O'Hare Intl flights
Miami to Atlanta flights
Tampa to Atlanta flights
Orlando to Seattle flights
Jacksonville to Newark flights
Orlando to O'Hare Intl flights
Fort Lauderdale to Philadelphia flights
Orlando to Hobby flights
Fort Myers to John F Kennedy Intl flights
Orlando to Sky Harbor Intl flights
Tampa to Boston flights
Fort Lauderdale to O'Hare Intl flights
Orlando to Dulles Intl flights
Tampa to Dulles Intl flights
Miami to Dulles Intl flights
Fort Myers to Newark flights

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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$78Average$143FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$157Average$376FlexibilityNo cancel feeOn-time71%
DeltaCheapest$323Average$425FlexibilityNo cancel feeOn-timeN/A

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.