Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to Valparaiso from $126

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Valparaiso departing on 4/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to Valparaiso

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
2:40 pm - 9:00 pm
ORD
-
VPS
6h 20m
1 stop
Southwest Logo
7:15 am - 12:50 pm
VPS
-
ORD
5h 35m
1 stop
$250Southwest
Wed, Apr 8 - Wed, Apr 15
Southwest Logo
11:55 am - 9:00 pm
ORD
-
VPS
9h 05m
2 stops
Southwest Logo
7:15 am - 12:50 pm
VPS
-
ORD
5h 35m
1 stop
$255Southwest
Wed, Apr 8 - Wed, Apr 15
Southwest Logo
2:40 pm - 9:00 pm
ORD
-
VPS
6h 20m
1 stop
Southwest Logo
7:20 am - 12:50 pm
VPS
-
ORD
5h 30m
1 stop
$279Southwest
Tue, Apr 28 - Thu, Apr 30
Southwest Logo
11:55 am - 9:00 pm
ORD
-
VPS
9h 05m
2 stops
Southwest Logo
7:20 am - 12:50 pm
VPS
-
ORD
5h 30m
1 stop
$284Southwest
Tue, Apr 28 - Thu, Apr 30
Southwest Logo
2:40 pm - 9:05 pm
ORD
-
VPS
6h 25m
1 stop
Southwest Logo
7:20 am - 12:50 pm
VPS
-
ORD
5h 30m
1 stop
$309Southwest
Mon, Apr 27 - Thu, Apr 30
Southwest Logo
2:40 pm - 9:05 pm
ORD
-
VPS
6h 25m
1 stop
Southwest Logo
7:15 am - 12:50 pm
VPS
-
ORD
5h 35m
1 stop
$311Southwest
Mon, May 18 - Wed, May 20
American Airlines Logo
9:41 am - 12:15 pm
ORD
-
VPS
2h 34mnonstop
American Airlines Logo
12:05 pm - 2:53 pm
VPS
-
ORD
2h 48mnonstop
$316American Airlines
Wed, Apr 8 - Wed, Apr 15
Southwest Logo
11:55 am - 9:00 pm
ORD
-
VPS
9h 05m
2 stops
Southwest Logo
12:30 pm - 9:55 pm
VPS
-
ORD
9h 25m
2 stops
$322Southwest
Wed, Apr 8 - Wed, Apr 15
American Airlines Logo
8:35 am - 11:06 am
ORD
-
VPS
2h 31mnonstop
American Airlines Logo
6:39 pm - 12:42 am
VPS
-
ORD
6h 03m
1 stop
$326American Airlines
Wed, May 27 - Sat, May 30
Southwest Logo
7:35 pm - 1:20 pm
ORD
-
VPS
17h 45m
2 stops
Southwest Logo
7:15 am - 6:25 pm
VPS
-
ORD
11h 10m
2 stops
$328Southwest
Sun, May 17 - Wed, May 20

Delta flights from Chicago O'Hare Intl Airport to Valparaiso, Florida

Our best Delta deals on Chicago O'Hare Intl Airport to Valparaiso, Florida flight tickets
Delta
May 9
ORD9:36 amChicago O'Hare Intl
26h 17m
1 stop
VPS11:53 amValparaiso Destin-Ft Walton Beach
May 13
VPS1:14 pmValparaiso Destin-Ft Walton Beach
5h 27m
1 stop
ORD6:41 pmChicago O'Hare Intl
$333
Delta
May 27
ORD8:10 amChicago O'Hare Intl
5h 50m
1 stop
VPS2:00 pmValparaiso Destin-Ft Walton Beach
May 30
VPS5:45 pmValparaiso Destin-Ft Walton Beach
4h 08m
1 stop
ORD9:53 pmChicago O'Hare Intl
$335
Delta
May 12
ORD6:00 amChicago O'Hare Intl
12h 43m
2 stops
VPS6:43 pmValparaiso Destin-Ft Walton Beach
May 19
VPS1:14 pmValparaiso Destin-Ft Walton Beach
7h 12m
1 stop
ORD8:26 pmChicago O'Hare Intl
$339

Southwest flights from Chicago O'Hare Intl Airport to Valparaiso, Florida

Our best Southwest deals on Chicago O'Hare Intl Airport to Valparaiso, Florida flight tickets
Southwest
Apr 8
ORD2:40 pmChicago O'Hare Intl
6h 20m
1 stop
VPS9:00 pmValparaiso Destin-Ft Walton Beach
Apr 15
VPS7:15 amValparaiso Destin-Ft Walton Beach
5h 35m
1 stop
ORD12:50 pmChicago O'Hare Intl
$250
Southwest
Apr 8
ORD11:55 amChicago O'Hare Intl
9h 05m
2 stops
VPS9:00 pmValparaiso Destin-Ft Walton Beach
Apr 15
VPS7:15 amValparaiso Destin-Ft Walton Beach
5h 35m
1 stop
ORD12:50 pmChicago O'Hare Intl
$255
Southwest
Apr 28
ORD2:40 pmChicago O'Hare Intl
6h 20m
1 stop
VPS9:00 pmValparaiso Destin-Ft Walton Beach
Apr 30
VPS7:20 amValparaiso Destin-Ft Walton Beach
5h 30m
1 stop
ORD12:50 pmChicago O'Hare Intl
$279

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Valparaiso, Florida 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, momondo users made 832,500 searches. Data last updated February 27, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Valparaiso, Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 4/8

2:40 pm-9:00 pm

1 stop6h 20m

Valparaiso Destin-Ft Walton Beach

Wed 4/15

7:15 am-12:50 pm

1 stop5h 35m

$250

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 4/8

11:55 am-9:00 pm

2 stops9h 05m

Valparaiso Destin-Ft Walton Beach

Wed 4/15

7:15 am-12:50 pm

1 stop5h 35m

$255

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 4/28

2:40 pm-9:00 pm

1 stop6h 20m

Valparaiso Destin-Ft Walton Beach

Thu 4/30

7:20 am-12:50 pm

1 stop5h 30m

$279

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 4/28

11:55 am-9:00 pm

2 stops9h 05m

Valparaiso Destin-Ft Walton Beach

Thu 4/30

7:20 am-12:50 pm

1 stop5h 30m

$284

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Mon 4/27

2:40 pm-9:05 pm

1 stop6h 25m

Valparaiso Destin-Ft Walton Beach

Thu 4/30

7:20 am-12:50 pm

1 stop5h 30m

$309

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Mon 5/18

2:40 pm-9:05 pm

1 stop6h 25m

Valparaiso Destin-Ft Walton Beach

Wed 5/20

7:15 am-12:50 pm

1 stop5h 35m

$311

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 4/8

9:41 am-12:15 pm

Nonstop2h 34m

Valparaiso Destin-Ft Walton Beach

Wed 4/15

12:05 pm-2:53 pm

Nonstop2h 48m

$316

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 4/8

11:55 am-9:00 pm

2 stops9h 05m

Valparaiso Destin-Ft Walton Beach

Wed 4/15

12:30 pm-9:55 pm

2 stops9h 25m

$322

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 5/27

8:35 am-11:06 am

Nonstop2h 31m

Valparaiso Destin-Ft Walton Beach

Sat 5/30

6:39 pm-12:42 am

1 stop6h 03m

$326

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sun 5/17

7:35 pm-1:20 pm

2 stops17h 45m

Valparaiso Destin-Ft Walton Beach

Wed 5/20

7:15 am-6:25 pm

2 stops11h 10m

$328

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Valparaiso from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Valparaiso, Florida

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Valparaiso, Florida?

If you aren’t able to travel during the month of January, then book flights to Valparaiso, Florida from Chicago O'Hare Intl Airport during May instead. Flights to Valparaiso, Florida in May, while not as cheap as those in January, still average around $387.

What is the cheapest day to depart on your flight to Valparaiso, Florida?

The cheapest day to depart on your flight to Valparaiso, Florida is on a Monday when prices can be found for as low as $272. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $395.

What is the cheapest time of day to depart on your flight to Valparaiso, Florida?

Our data shows that the cheapest Chicago O'Hare Intl Airport to Valparaiso, Florida flights are usually those with departure times in the afternoon. Our users have found flights to Valparaiso, Florida in the afternoon for as low as $166. In contrast, the most expensive time of day to depart to Valparaiso, Florida is in the morning when prices are around $393.

What is the cheapest Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach flight route?

Fly from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach for the best Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach flight prices

How far in advance should I book a flight to Valparaiso, Florida?

You are more likely to see cheaper flights to Valparaiso, Florida from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Valparaiso, Florida for around $416 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Valparaiso, Florida from Chicago O'Hare Intl Airport for as low as $324 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach flights?

There is only 1 cabin class available to choose from on Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Valparaiso, Florida flights?

You could potentially save up to 53% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Valparaiso, Florida flight.

How have Chicago O'Hare Intl Airport to Valparaiso, Florida flight prices changed over time?

When to book flights from Chicago O'Hare Intl Airport to Valparaiso, Florida

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Valparaiso, Florida according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Valparaiso, Florida (ORD to VPS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Valparaiso, Florida

Best Price Found

$385

Fastest flight time

2h 29m

Direct flights

Every day

Airports in Valparaiso, Florida

1 airport
The best flight deal from Chicago O'Hare Intl Airport to Valparaiso, Florida found on momondo in the last 72 hours is $385
The fastest flight from Chicago O'Hare Intl Airport to Valparaiso, Florida takes 2h 29m
Direct flights go from Chicago O'Hare Intl Airport to Valparaiso, Florida every day.
There is 1 airport in Valparaiso, Florida. From Chicago O'Hare Intl Airport there are direct flights to Valparaiso Destin-Ft Walton Beach (VPS).
Search flight deals

  • How far is Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach by plane?

    The straight-line distance from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach is 795.8 mi. Flights usually cover this in 2h 29m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport.

  • What documentation or ID do you need to fly to Valparaiso Destin-Ft Walton Beach Airport?

    The travel and health documents required for your trip to Valparaiso Destin-Ft Walton Beach Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Valparaiso Destin-Ft Walton Beach Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Valparaiso, Florida?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Valparaiso, Florida?

Best airlines flying from Chicago O'Hare Intl Airport to Valparaiso, Florida

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Valparaiso, Florida with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $236Free CancellationRating
7.9
8,245 reviews
Search Delta flights
American AirlinesPriceFrom $237Free CancellationRating
7.1
11,367 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago O'Hare Intl Airport to Valparaiso, Florida

    Across 7 American Airlines flights from Chicago O'Hare Intl Airport to Valparaiso, Florida this week, the average price was $403, with the best American Airlines deals starting from $237 round-trip. 11,357 users have rated American Airlines on momondo, with an average score of 7.2/10.

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Fort Walton Beach
Crestview
Niceville
Andalusia
DeFuniak Springs

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Valparaiso?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Valparaiso. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Valparaiso with flexible booking policies on momondo?

Yes. All flights to Valparaiso from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Valparaiso?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Valparaiso.

I’m not ready to book a flight from Chicago to Valparaiso right now. Can momondo alert me if prices change?

Price alerts on flights to Valparaiso from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Valparaiso, Florida trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 3/29
Sun 4/5
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States