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

$88+ 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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — ORD
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
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 March 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$158
(American Airlines)

One-way from

$88
(Southwest)

Popular in

January

Cheapest in

August

Average price

$380

Good round-trip deal

$374 or less

Good one-way deal

$178 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. 30% potential increase in price ($200 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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.
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 March 25, 2025.

This American Airlines deal was found by Cheapflights users on 3/24. 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 6/311:08 amVPS - ORD
Nonstop2h 29mAmerican Airlines
Tue 6/107:43 amORD - VPS
Nonstop2h 16mAmerican Airlines
Deal found 3/24$158
This Delta deal was found by Cheapflights users on 3/24. 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 6/36:00 amVPS - ORD
1 stop4h 03mDelta
Tue 6/105:45 amORD - VPS
1 stop4h 23mDelta
Deal found 3/24$177
This Southwest deal was found by Cheapflights users on 3/24. 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 6/37:55 amVPS - ORD
1 stop4h 50mSouthwest
Tue 6/107:30 amORD - VPS
2 stops10h 05mSouthwest
Deal found 3/24$265
This Mytrip deal was found by Cheapflights users on 3/24. 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.
Sat 5/178:00 amVPS - ORD
2 stops16h 24mMultiple Airlines
Sun 5/189:15 amORD - VPS
1 stop7h 57mMultiple Airlines
Deal found 3/24$332
This Sun Country Air deal was found by Cheapflights users on 3/24. 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.
Mon 5/1912:05 pmVPS - ORD
1 stop7h 04mSun Country Air
Mon 5/2610:45 amORD - VPS
1 stop6h 21mSun Country Air
Deal found 3/24$409

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 March 25, 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

Tue 6/3

11:08 am-1:37 pm

Nonstop2h 29m

Chicago O'Hare Intl

Tue 6/10

7:43 am-9:59 am

Nonstop2h 16m

$158

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 6/3

6:00 am-10:03 am

1 stop4h 03m

Chicago O'Hare Intl

Tue 6/10

5:45 am-10:08 am

1 stop4h 23m

$177

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 6/3

7:55 am-12:45 pm

1 stop4h 50m

Chicago O'Hare Intl

Tue 6/10

7:30 am-5:35 pm

2 stops10h 05m

$265

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 5/17

8:00 am-12:24 am

2 stops16h 24m

Chicago O'Hare Intl

Sun 5/18

9:15 am-5:12 pm

1 stop7h 57m

$332

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Mon 5/19

12:05 pm-7:09 pm

1 stop7h 04m

Chicago O'Hare Intl

Mon 5/26

10:45 am-5:06 pm

1 stop6h 21m

$409

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 7/22

7:00 am-12:45 pm

1 stop5h 45m

$88

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 5/14

7:48 am-8:08 pm

3 stops36h 20m

$120

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Fri 5/9

12:05 pm-7:09 pm

1 stop7h 04m

$129

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Mon 6/2

11:08 am-1:37 pm

Nonstop2h 29m

$160

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 4/15

1:59 pm-9:31 pm

1 stop7h 32m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Valparaiso, Florida-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, 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 $323). 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 March 25, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 80% on flights from Valparaiso, Florida to Chicago O'Hare Intl Airport by exploring options for tickets in the afternoon.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 March 25, 2025.
Get a feel of what it's like to fly with Southwest, Delta and American Airlines from Valparaiso to Chicago by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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
7,890 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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
4,272 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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.
Sun Country Air
6.9
Okay
348 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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 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.

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

    Currently priced at $158, 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. Search Cheapflights for deals from Delta and Southwest - these airlines can fly you to your destination from $177 and $265, respectively. American Airlines is priced at 65% 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 Southwest, with whom users have recently found tickets for as low as $88. However, be on the lookout for offers from Sun Country Air and American Airlines, 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 American Airlines (93%), Republic Airways (93%) or Qatar Airways (89%) 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 $161. While the most popular route (Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl) can be booked for $294 on average our data indicates $295 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 $323). 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 Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Beloit
Schaumburg
Rosemont
Naperville
Racine
Hoffman Estates
Rockford
Tinley Park
Skokie
Kenosha
Arlington Heights
Northbrook
Joliet
Orland Park
Merrillville
Evanston
New Buffalo
Elgin
Glenview
Lake Geneva

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.
Orlando to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Miami to O'Hare Intl flights
Tampa to O'Hare Intl flights
Orlando to Midway flights
Jacksonville to O'Hare Intl flights
Sarasota to O'Hare Intl flights
Miami to Midway flights
West Palm Beach to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Tampa to Midway flights
Fort Lauderdale to Midway flights
Jacksonville to Midway flights
West Palm Beach to Midway flights
Pensacola to O'Hare Intl flights
Fort Myers to Midway flights
Tallahassee to O'Hare Intl flights
Pensacola to Midway flights
Panama City to O'Hare Intl flights
Sarasota to Midway flights
St Petersburg to Rockford flights
Tallahassee to Midway flights
Gainesville to O'Hare Intl flights
Panama City to Midway flights
Orlando Sanford Intl to Rockford flights
Melbourne to O'Hare Intl flights
Daytona Beach to O'Hare Intl flights
Melbourne to Midway flights
Valparaiso to Midway flights
Gainesville to Midway flights
Daytona Beach to Midway flights
Key West to O'Hare Intl flights
Valdosta to O'Hare Intl flights
Key West to Midway flights
Orlando to Rockford flights
Fort Lauderdale to Rockford flights
Tampa to Rockford flights
Punta Gorda to Rockford flights
Fort Myers 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 March 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$196Average$411FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$239Average$347FlexibilityNo cancel feeOn-time71%
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.