HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$127+ Cheap flights from Valparaiso, FL (VPS) to O'Hare Intl (ORD)

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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — ORD
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Valparaiso to O'Hare Intl 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 O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$278
(Sun Country Air)

One-way from

$127
(Cheapflightsfares)

Popular in

January

Cheapest in

June

Average price

$323

Good round-trip deal

$478 or less
From Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 34% potential increase in price ($238 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($58 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl.
Search Deals

Find flight deals from Valparaiso to O'Hare Intl

Cheapest flights from Valparaiso to O'Hare Intl
Explore the most affordable flight options available from Valparaiso to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/234:56 pmVPS - ORD
1 stop17h 43mSun Country Air
Thu 11/279:20 amORD - VPS
1 stop23h 48mSun Country Air
Deal found 9/14$278
This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2010:35 amVPS - ORD
1 stop7h 57mSun Country Air
Thu 11/279:20 amORD - VPS
1 stop23h 48mSun Country Air
Deal found 9/14$311
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:01 pmVPS - ORD
1 stop24h 14mMultiple Airlines
Sun 10/266:54 pmORD - VPS
2 stops18h 38mMultiple Airlines
Deal found 9/15$330
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 11/241:00 pmVPS - ORD
1 stop8h 36mDelta
Thu 11/276:45 amORD - VPS
2 stops11h 17mDelta
Deal found 9/14$339
This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/234:56 pmVPS - ORD
1 stop17h 43mSun Country Air
Wed 11/2610:54 amORD - VPS
1 stop6h 32mSun Country Air
Deal found 9/14$341
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:05 amVPS - ORD
1 stop9h 20mSouthwest
Mon 11/31:45 pmORD - VPS
1 stop7h 25mSouthwest
Deal found 9/14$361
This Sun Country Air deal was found by Cheapflights users on 9/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2010:35 amVPS - ORD
1 stop7h 57mSun Country Air
Wed 11/2610:54 amORD - VPS
1 stop6h 32mSun Country Air
Deal found 9/14$374
This Delta deal was found by Cheapflights users on 9/14. 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.
Wed 11/197:00 amVPS - ORD
1 stop5h 04mDelta
Thu 11/276:45 amORD - VPS
2 stops11h 17mDelta
Deal found 9/14$380
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/2111:29 amVPS - ORD
Nonstop2h 43mAmerican Airlines
Mon 11/248:29 amORD - VPS
Nonstop2h 28mAmerican Airlines
Deal found 9/15$391
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 11/241:00 pmVPS - ORD
1 stop8h 36mDelta
Sun 11/306:45 amORD - VPS
1 stop6h 34mDelta
Deal found 9/14$405

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to O'Hare Intl 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 16, 2025.
Use the filters below to find and compare flights from Valparaiso to Chicago O'Hare Intl Airport that are best for you.

Fly from

Valparaiso

Fly to

O'Hare Intl

Route

Depart

Return

Price

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 11/20

10:35 am-6:32 pm

1 stop7h 57m

Chicago O'Hare Intl

Thu 11/27

9:20 am-9:08 am

1 stop23h 48m

$311

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 10/23

6:01 pm-6:15 pm

1 stop24h 14m

Chicago O'Hare Intl

Sun 10/26

6:54 pm-1:32 pm

2 stops18h 38m

$330

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sun 11/23

4:56 pm-10:39 am

1 stop17h 43m

Chicago O'Hare Intl

Wed 11/26

10:54 am-5:26 pm

1 stop6h 32m

$341

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 2/18

12:30 pm-2:59 pm

Nonstop2h 29m

Chicago O'Hare Intl

Fri 2/20

9:34 am-12:00 pm

Nonstop2h 26m

$363

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 11/20

10:35 am-6:32 pm

1 stop7h 57m

Chicago O'Hare Intl

Wed 11/26

10:54 am-5:26 pm

1 stop6h 32m

$374

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 2/18

5:00 pm-11:54 pm

1 stop6h 54m

Chicago O'Hare Intl

Fri 2/20

9:30 am-3:11 pm

1 stop5h 41m

$375

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Fri 12/5

7:15 am-12:15 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 12/8

1:45 pm-9:10 pm

1 stop7h 25m

$375

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 12/18

6:29 pm-6:38 pm

1 stop24h 09m

$147

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 10/15

2:00 pm-9:30 pm

1 stop7h 30m

$157

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 12/24

7:15 am-12:15 pm

1 stop5h 00m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 16 results
1
2

Best time to book a flight from Valparaiso to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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 Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Valparaiso, Florida to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Valparaiso, Florida to Chicago O'Hare Intl Airport (average of $245). Flying from Valparaiso, Florida to Chicago O'Hare Intl Airport 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 ORD?

Find hourly flight availability from Valparaiso to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 75% on flights from Valparaiso, Florida to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated September 16, 2025.
Read through reviews of airlines operating flights from Valparaiso to Chicago O'Hare Intl Airport, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to O'Hare Intl. 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 Chicago O'Hare Intl?

    If you book a flight to Chicago O'Hare Intl 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. There are 0 flights from Destin-Ft Walton Beach to Chicago O'Hare Intl per day from 2 different airlines.

  • How long is the flight from Valparaiso, Florida to Chicago O'Hare Intl Airport?

    For as low as $363, Sun Country Air can have you in Chicago O'Hare Intl Airport from Valparaiso, Florida in 2h 29m. The distance from Valparaiso, Florida to Chicago O'Hare Intl Airport is about 797 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Valparaiso, Florida to Chicago O'Hare Intl Airport round-trip?

    Currently priced at $157, American Airlines will fly you from Valparaiso, Florida to Chicago O'Hare Intl Airport and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Delta for as low as $294. American Airlines is priced at 64% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest flights from Valparaiso, Florida to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $365. While the most popular route (Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl) can be booked for $311 on average, our data indicates $798 when flying from Valparaiso, Florida to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Valparaiso to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Valparaiso to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Valparaiso to O'Hare Intl?

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

  • Can I find deals for business class flights from Valparaiso to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Valparaiso to O'Hare Intl 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 Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Valparaiso, Florida to Chicago O'Hare Intl Airport (average of $245). Flying from Valparaiso, Florida to Chicago O'Hare Intl Airport 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

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 O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Miami to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Orlando to O'Hare Intl flights
Tampa to O'Hare Intl flights
Orlando to Midway flights
Miami to Midway flights
Jacksonville to O'Hare Intl flights
Tampa to Midway flights
West Palm Beach to O'Hare Intl flights
Fort Lauderdale to Midway flights
Fort Myers to O'Hare Intl flights
Pensacola to O'Hare Intl flights
Jacksonville to Midway flights
West Palm Beach to Midway flights
Sarasota to O'Hare Intl flights
Fort Myers to Midway flights
Pensacola to Midway flights
Daytona Beach to O'Hare Intl flights
Tallahassee to O'Hare Intl flights
Melbourne to O'Hare Intl flights
Gainesville to O'Hare Intl flights
Panama City to O'Hare Intl flights
Tallahassee to Midway flights
Gainesville to Midway flights
Sarasota to Midway flights
Orlando Sanford Intl to Rockford flights
Key West to O'Hare Intl flights
Panama City to Midway flights
Valparaiso to Midway flights
St Petersburg to Rockford flights
Orlando to Rockford flights
Valdosta to O'Hare Intl flights
Key West to Midway flights
Daytona Beach to Midway flights
Melbourne to Midway flights
Fort Lauderdale to Rockford flights
Punta Gorda to Rockford flights
Fort Myers to Rockford flights
Tampa to Rockford flights
Pensacola to Rockford flights

Top 2 airlines flying from Valparaiso to O'Hare Intl

Discover the top 2 airlines that operate flights from Valparaiso to O'Hare Intl. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$157Average$376FlexibilityNo cancel feeOn-time71%
DeltaCheapest$294Average$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.