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O'Hare Intl

$121+ 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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/30. 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.
Sun 11/236:35 amVPS - ORD
1 stop6h 21mMultiple Airlines
Sat 11/298:22 pmORD - VPS
1 stop12h 46mMultiple Airlines
Deal found 10/30$383
This Sun Country Air deal was found by Cheapflights users on 10/30. 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
Sat 11/2910:00 amORD - VPS
1 stop23h 08mSun Country Air
Deal found 10/30$384
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/308:35 amVPS - ORD
1 stop23h 56mMultiple Airlines
Thu 1/16:00 amORD - VPS
2 stops37h 57mMultiple Airlines
Deal found 10/30$385
This Southwest deal was found by Cheapflights users on 10/30. 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 12/307:00 amVPS - ORD
1 stop5h 15mSouthwest
Thu 1/11:45 pmORD - VPS
1 stop7h 25mSouthwest
Deal found 10/30$398
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/1111:29 amVPS - ORD
Nonstop2h 43mAmerican Airlines
Sun 12/148:33 amORD - VPS
Nonstop2h 26mAmerican Airlines
Deal found 10/29$426
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Mon 11/246:37 amVPS - ORD
1 stop15h 46mAmerican Airlines
Tue 12/28:29 amORD - VPS
Nonstop2h 28mAmerican Airlines
Deal found 10/29$427
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/307:29 pmVPS - ORD
1 stop13h 11mAmerican Airlines
Thu 1/18:32 amORD - VPS
Nonstop2h 39mAmerican Airlines
Deal found 10/30$434
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 12/1112:00 pmVPS - ORD
1 stop6h 43mDelta
Sun 12/149:52 amORD - VPS
1 stop6h 15mDelta
Deal found 10/29$445

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$383
(Mytrip)

One-way from

$121
(Cheapflightsfares)

Popular in

January

Cheapest in

June

Average price

$601

Good round-trip deal

$449 or less

Good one-way deal

$190 or less
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Chicago O'Hare Intl flights.
Search Deals
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. 31% potential increase in price ($218 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($57 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl.
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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 October 30, 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

Sun 11/23

4:56 pm-10:39 am

1 stop17h 43m

Chicago O'Hare Intl

Sat 11/29

10:00 am-9:08 am

1 stop23h 08m

$384

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 12/30

8:35 am-8:31 am

1 stop23h 56m

Chicago O'Hare Intl

Thu 1/1

6:00 am-7:57 pm

2 stops37h 57m

$385

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 12/30

7:00 am-12:15 pm

1 stop5h 15m

Chicago O'Hare Intl

Thu 1/1

1:45 pm-9:10 pm

1 stop7h 25m

$398

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 12/11

11:29 am-2:12 pm

Nonstop2h 43m

Chicago O'Hare Intl

Sun 12/14

8:33 am-10:59 am

Nonstop2h 26m

$426

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Mon 11/24

6:37 am-10:23 pm

1 stop15h 46m

Chicago O'Hare Intl

Tue 12/2

8:29 am-10:57 am

Nonstop2h 28m

$427

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sun 11/23

6:35 am-11:13 pm

2 stops16h 38m

Chicago O'Hare Intl

Sat 11/29

8:22 pm-9:08 am

1 stop12h 46m

$431

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 11/25

11:29 am-2:12 pm

Nonstop2h 43m

Chicago O'Hare Intl

Sat 11/29

8:29 am-10:57 am

Nonstop2h 28m

$436

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 12/11

12:00 pm-6:43 pm

1 stop6h 43m

Chicago O'Hare Intl

Sun 12/14

9:52 am-4:07 pm

1 stop6h 15m

$445

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Fri 11/21

11:29 am-2:12 pm

Nonstop2h 43m

Chicago O'Hare Intl

Mon 11/24

8:29 am-10:57 am

Nonstop2h 28m

$446

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 12/2

5:00 pm-8:04 am

2 stops15h 04m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 21 results
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Compare providers for flights from Valparaiso to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Valparaiso to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Valparaiso, Florida-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Valparaiso, Florida-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Valparaiso, Florida-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Valparaiso, Florida-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Valparaiso, Florida-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, June is the cheapest month in which you can book a flight from Valparaiso, Florida to Chicago O'Hare Intl Airport (average of $118). Flying from Valparaiso, Florida to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $221). 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 October 30, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 74% 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 October 30, 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
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
11,035 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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 $426, Sun Country Air can have you in Chicago O'Hare Intl Airport from Valparaiso, Florida in 2h 43m. 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 $323. American Airlines is priced at 66% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Valparaiso, Florida to Chicago O'Hare Intl Airport one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $162. However, be on the lookout for offers from Sun Country Air and Southwest, as they are both options that can get you from Valparaiso, Florida to Chicago O'Hare Intl Airport for a low price.

  • What are the most reliable airlines from Valparaiso, Florida to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Valparaiso, Florida to Chicago O'Hare Intl Airport consider choosing Envoy Air (100%), Qatar Airways (60%) or American Airlines (59%) as they are the most reliable in getting you off to your destination on time.

  • 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 $170. While the most popular route (Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl) can be booked for $364 on average, our data indicates $340 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, June is the cheapest month in which you can book a flight from Valparaiso, Florida to Chicago O'Hare Intl Airport (average of $118). Flying from Valparaiso, Florida to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $221). 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
Des Plaines
Gurnee
Hoffman Estates
Beloit
Elgin
Oak Brook
Elk Grove Village
Naperville
Racine
Downers Grove
Rockford
Orland Park
Merrillville
Bridgeview
Warrenville
Waukegan
Aurora

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Alternative routes for Valparaiso to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$157Average$380FlexibilityNo cancel feeOn-time71%
DeltaCheapest$323Average$446FlexibilityNo cancel feeOn-timeN/A

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