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O'Hare Intl

$72+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — ORD
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$158
(American Airlines)

One-way from

$72
(Southwest)

Popular in

January

Cheapest in

August

Average price

$296

Good round-trip deal

$340 or less

Good one-way deal

$197 or less
From Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl
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One-way flight from Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl
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Highest demand for flights based on searches. 33% potential increase in price ($220 potential increase over avg. RT price).
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Cheapest flight prices on average. 15% potential price decrease ($59 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl.
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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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1010:53 amVPS - ORD
Nonstop2h 39mAmerican Airlines
Mon 7/147:33 amORD - VPS
Nonstop2h 26mAmerican Airlines
Deal found 6/10$158
This Delta deal was found by Cheapflights users on 6/10. 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.
Thu 7/104:59 pmVPS - ORD
1 stop4h 31mDelta
Mon 7/146:00 amORD - VPS
1 stop6h 05mDelta
Deal found 6/10$177
This Sun Country Air deal was found by Cheapflights users on 6/11. 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 7/106:05 pmVPS - ORD
1 stop23h 16mSun Country Air
Thu 7/176:00 amORD - VPS
1 stop11h 08mSun Country Air
Deal found 6/11$284
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Thu 7/248:30 amVPS - ORD
2 stops37h 00mMultiple Airlines
Mon 7/287:08 amORD - VPS
1 stop13h 10mMultiple Airlines
Deal found 6/11$285
This Southwest deal was found by Cheapflights users on 6/11. 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 7/87:00 amVPS - ORD
2 stops9h 45mSouthwest
Wed 7/234:00 pmORD - VPS
1 stop5h 20mSouthwest
Deal found 6/11$310

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 June 12, 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 7/10

10:53 am-1:32 pm

Nonstop2h 39m

Chicago O'Hare Intl

Mon 7/14

7:33 am-9:59 am

Nonstop2h 26m

$158

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 7/10

4:59 pm-9:30 pm

1 stop4h 31m

Chicago O'Hare Intl

Mon 7/14

6:00 am-12:05 pm

1 stop6h 05m

$177

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 7/2

7:00 am-12:45 pm

1 stop5h 45m

Chicago O'Hare Intl

Wed 7/9

4:00 pm-9:20 pm

1 stop5h 20m

$268

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 7/10

6:05 pm-5:21 pm

1 stop23h 16m

Chicago O'Hare Intl

Thu 7/17

6:00 am-5:08 pm

1 stop11h 08m

$284

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Thu 7/24

8:30 am-9:30 pm

2 stops37h 00m

Chicago O'Hare Intl

Mon 7/28

7:08 am-8:18 pm

1 stop13h 10m

$285

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 8/5

7:00 am-12:45 pm

1 stop5h 45m

$72

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Fri 8/8

9:08 pm-2:13 pm

1 stop17h 05m

$96

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sun 8/31

11:06 am-1:42 pm

Nonstop2h 36m

$146

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sun 7/13

6:02 pm-5:21 pm

1 stop23h 19m

$147

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Fri 7/4

4:50 pm-11:59 pm

1 stop7h 09m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June 12, 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.

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 June 12, 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
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

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
345 reviews
Southwest
8.0
Very good
4,287 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Crew

8.6

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 is 1 flight 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 $268, respectively. American Airlines is priced at 63% 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 $72. 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 Envoy Air (75%), Qatar Airways (62%) or American Airlines (61%) 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 $157. While the most popular route (Valparaiso Destin-Ft Walton Beach - Chicago O'Hare Intl) can be booked for $187 on average our data indicates $327 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 Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Schaumburg
Hoffman Estates
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Beloit
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Bridgeview
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$202Average$411FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$242Average$355FlexibilityNo cancel feeOn-time71%

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