Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to Valparaiso from $127

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 8/5. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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.
Multiple Airlines Logo
11:06 am - 11:37 pm
ORD
-
VPS
12h 31m
1 stop
Multiple Airlines Logo
7:00 am - 10:01 am
VPS
-
ORD
27h 01m
1 stop
$275Multiple Airlines
Thu, Oct 29 - Sun, Nov 1
Multiple Airlines Logo
9:57 pm - 11:38 pm
ORD
-
VPS
25h 41m
1 stop
Multiple Airlines Logo
9:07 pm - 4:10 pm
VPS
-
ORD
19h 03m
2 stops
$284Multiple Airlines
Wed, Aug 12 - Mon, Aug 17
Multiple Airlines Logo
9:57 pm - 11:38 pm
ORD
-
VPS
25h 41m
1 stop
Multiple Airlines Logo
6:04 pm - 12:17 pm
VPS
-
ORD
18h 13m
1 stop
$305Multiple Airlines
Wed, Aug 12 - Mon, Aug 17
Delta Logo
6:40 am - 11:15 am
ORD
-
VPS
4h 35m
1 stop
Delta Logo
9:21 am - 4:51 pm
VPS
-
ORD
7h 30m
1 stop
$307Delta
Sat, Aug 15 - Sat, Aug 22
Multiple Airlines Logo
11:06 am - 11:37 pm
ORD
-
VPS
12h 31m
1 stop
Multiple Airlines Logo
7:55 am - 10:01 am
VPS
-
ORD
26h 06m
1 stop
$315Multiple Airlines
Thu, Oct 15 - Sun, Oct 18
Multiple Airlines Logo
7:05 am - 11:38 pm
ORD
-
VPS
16h 33m
2 stops
Multiple Airlines Logo
6:04 pm - 12:17 pm
VPS
-
ORD
18h 13m
1 stop
$332Multiple Airlines
Thu, Aug 13 - Mon, Aug 17
Delta Logo
11:23 am - 6:37 pm
ORD
-
VPS
7h 14m
1 stop
Delta Logo
9:21 am - 4:51 pm
VPS
-
ORD
7h 30m
1 stop
$333Delta
Fri, Aug 7 - Tue, Aug 11
Sun Country Air Logo
6:31 pm - 5:03 pm
ORD
-
VPS
22h 32m
1 stop
Sun Country Air Logo
6:04 pm - 12:17 pm
VPS
-
ORD
18h 13m
1 stop
$334Sun Country Air
Thu, Aug 13 - Mon, Aug 17
JetBlue Logo
10:56 am - 3:04 pm
ORD
-
VPS
28h 08m
1 stop
JetBlue Logo
9:59 am - 8:48 am
VPS
-
ORD
22h 49m
1 stop
$345JetBlue
Fri, Aug 14 - Mon, Aug 17
Multiple Airlines Logo
9:48 pm - 5:24 pm
ORD
-
VPS
19h 36m
1 stop
Multiple Airlines Logo
6:00 am - 7:50 pm
VPS
-
ORD
13h 50m
2 stops
$348Multiple Airlines
Wed, Jun 24 - Sat, Jul 4

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

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

Our best American Airlines deals on Chicago O'Hare Intl Airport to Valparaiso, Florida flight tickets
American Airlines
Aug 18
ORD8:25 amChicago O'Hare Intl
2h 28m
VPS10:53 amValparaiso Destin-Ft Walton Beach
Aug 25
VPS11:28 amValparaiso Destin-Ft Walton Beach
2h 45m
ORD2:13 pmChicago O'Hare Intl
$376
American Airlines
Aug 18
ORD7:30 amChicago O'Hare Intl
4h 21m
1 stop
VPS11:51 amValparaiso Destin-Ft Walton Beach
Aug 25
VPS11:28 amValparaiso Destin-Ft Walton Beach
2h 45m
ORD2:13 pmChicago O'Hare Intl
$386
American Airlines
Aug 7
ORD8:25 amChicago O'Hare Intl
2h 28m
VPS10:53 amValparaiso Destin-Ft Walton Beach
Aug 11
VPS11:28 amValparaiso Destin-Ft Walton Beach
2h 45m
ORD2:13 pmChicago O'Hare Intl
$405

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

Our best JetBlue deals on Chicago O'Hare Intl Airport to Valparaiso, Florida flight tickets
JetBlue
Aug 8
ORD6:00 amChicago O'Hare Intl
27h 00m
1 stop
VPS9:00 amValparaiso Destin-Ft Walton Beach
Aug 15
VPS9:59 amValparaiso Destin-Ft Walton Beach
11h 56m
1 stop
ORD9:55 pmChicago O'Hare Intl
$391
JetBlue
Jul 17
ORD6:00 amChicago O'Hare Intl
27h 09m
1 stop
VPS9:09 amValparaiso Destin-Ft Walton Beach
Jul 20
VPS3:59 pmValparaiso Destin-Ft Walton Beach
18h 07m
1 stop
ORD10:06 amChicago O'Hare Intl
$396
JetBlue
Jun 26
ORD8:20 pmChicago O'Hare Intl
18h 44m
1 stop
VPS3:04 pmValparaiso Destin-Ft Walton Beach
Jun 28
VPS9:59 amValparaiso Destin-Ft Walton Beach
22h 46m
1 stop
ORD8:45 amChicago O'Hare Intl
$410

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 June 8, 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

Cheapest round-trip

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 10/29

11:06 am-11:37 pm

1 stop12h 31m

Valparaiso Destin-Ft Walton Beach

Sun 11/1

7:00 am-10:01 am

1 stop27h 01m

$275

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 8/12

9:57 pm-11:38 pm

1 stop25h 41m

Valparaiso Destin-Ft Walton Beach

Mon 8/17

9:07 pm-4:10 pm

2 stops19h 03m

$284

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 8/12

9:57 pm-11:38 pm

1 stop25h 41m

Valparaiso Destin-Ft Walton Beach

Mon 8/17

6:04 pm-12:17 pm

1 stop18h 13m

$305
Quickest round-trip

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 8/15

6:40 am-11:15 am

1 stop4h 35m

Valparaiso Destin-Ft Walton Beach

Sat 8/22

9:21 am-4:51 pm

1 stop7h 30m

$307

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 10/15

11:06 am-11:37 pm

1 stop12h 31m

Valparaiso Destin-Ft Walton Beach

Sun 10/18

7:55 am-10:01 am

1 stop26h 06m

$315

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 8/13

7:05 am-11:38 pm

2 stops16h 33m

Valparaiso Destin-Ft Walton Beach

Mon 8/17

6:04 pm-12:17 pm

1 stop18h 13m

$332

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Fri 8/7

11:23 am-6:37 pm

1 stop7h 14m

Valparaiso Destin-Ft Walton Beach

Tue 8/11

9:21 am-4:51 pm

1 stop7h 30m

$333

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 8/13

6:31 pm-5:03 pm

1 stop22h 32m

Valparaiso Destin-Ft Walton Beach

Mon 8/17

6:04 pm-12:17 pm

1 stop18h 13m

$334

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Fri 8/14

10:56 am-3:04 pm

1 stop28h 08m

Valparaiso Destin-Ft Walton Beach

Mon 8/17

9:59 am-8:48 am

1 stop22h 49m

$345

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Wed 6/24

9:48 pm-5:24 pm

1 stop19h 36m

Valparaiso Destin-Ft Walton Beach

Sat 7/4

6:00 am-7:50 pm

2 stops13h 50m

$348

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 typical price of a round-trip flight between Chicago O'Hare Intl Airport and Valparaiso, Florida?

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 February instead. Flights to Valparaiso, Florida in February, while not as cheap as those in January, still average around $385.

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 $276. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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 $452.

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 $170. In contrast, the most expensive time of day to depart to Valparaiso, Florida is in the morning when prices are around $409.

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 from Chicago O'Hare Intl Airport 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 $430 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 $333 on momondo.

What cabin class options are available on Chicago O'Hare Intl Airport to Valparaiso, Florida flights?

There is only 1 cabin class available to choose from on Chicago O'Hare Intl Airport to Valparaiso, Florida 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?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Valparaiso, Florida.

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

$404

Fastest flight time

2h 28m

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 $404
The fastest flight from Chicago O'Hare Intl Airport to Valparaiso, Florida takes 2h 28m
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

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Valparaiso, Florida

  • 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 28m, 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
8,396 reviews
Search Delta flights
American AirlinesPriceFrom $276Free CancellationRating
7.1
11,640 reviews
Search American Airlines flights

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

    Across 6 American Airlines flights from Chicago O'Hare Intl Airport to Valparaiso, Florida this week, the average price was $417, with the best American Airlines deals starting from $276 round-trip. 11,640 users have rated American Airlines on momondo, with an average score of 7.1/10.

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
Wed 7/8
Wed 7/15
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States