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Cheap flights from Valparaiso, Florida to Chicago from $130

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to Chicago departing on 2/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Valparaiso, Florida to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:31 pm - 4:11 pm
VPS
-
ORD
2h 40mnonstop
American Airlines Logo
10:30 am - 1:01 pm
ORD
-
VPS
2h 31mnonstop
$296American Airlines
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
12:05 pm - 2:49 pm
VPS
-
ORD
2h 44mnonstop
American Airlines Logo
9:00 am - 11:35 am
ORD
-
VPS
2h 35mnonstop
$297American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
12:15 pm - 2:59 pm
VPS
-
ORD
2h 44mnonstop
American Airlines Logo
9:15 am - 11:45 am
ORD
-
VPS
2h 30mnonstop
$301American Airlines
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
12:15 pm - 2:59 pm
VPS
-
ORD
2h 44mnonstop
American Airlines Logo
9:15 am - 11:45 am
ORD
-
VPS
2h 30mnonstop
$302American Airlines
Sat, Feb 14 - Wed, Feb 18
American Airlines Logo
8:30 am - 3:40 pm
VPS
-
ORD
7h 10m1 stop
American Airlines Logo
10:30 am - 1:01 pm
ORD
-
VPS
2h 31mnonstop
$306American Airlines
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
7:59 am - 12:36 pm
VPS
-
ORD
4h 37m1 stop
American Airlines Logo
9:00 am - 11:35 am
ORD
-
VPS
2h 35mnonstop
$307American Airlines
Tue, Mar 17 - Tue, Mar 24
American Airlines Logo
10:47 am - 4:46 pm
VPS
-
ORD
5h 59m1 stop
American Airlines Logo
9:15 am - 11:45 am
ORD
-
VPS
2h 30mnonstop
$311American Airlines
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
7:00 am - 3:07 pm
VPS
-
ORD
8h 07m1 stop
American Airlines Logo
9:15 am - 11:45 am
ORD
-
VPS
2h 30mnonstop
$312American Airlines
Sat, Feb 14 - Tue, Feb 17
Delta Logo
9:22 am - 2:10 pm
VPS
-
ORD
4h 48m1 stop
Delta Logo
5:59 pm - 11:03 pm
ORD
-
VPS
5h 04m1 stop
$315Delta
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
12:15 pm - 2:59 pm
VPS
-
ORD
2h 44mnonstop
American Airlines Logo
9:15 am - 11:45 am
ORD
-
VPS
2h 30mnonstop
$316American Airlines
Sat, Feb 21 - Mon, Feb 23

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

Our best American Airlines deals on Valparaiso, Florida to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jan 21
VPS1:31 pmValparaiso Destin-Ft Walton Beach
2h 40m
ORD4:11 pmChicago O'Hare Intl
Jan 28
ORD10:30 amChicago O'Hare Intl
2h 31m
VPS1:01 pmValparaiso Destin-Ft Walton Beach
$296
Find similar
American Airlines
Mar 17
VPS12:05 pmValparaiso Destin-Ft Walton Beach
2h 44m
ORD2:49 pmChicago O'Hare Intl
Mar 24
ORD9:00 amChicago O'Hare Intl
2h 35m
VPS11:35 amValparaiso Destin-Ft Walton Beach
$297
Find similar
American Airlines
Feb 14
VPS12:15 pmValparaiso Destin-Ft Walton Beach
2h 44m
ORD2:59 pmChicago O'Hare Intl
Feb 17
ORD9:15 amChicago O'Hare Intl
2h 30m
VPS11:45 amValparaiso Destin-Ft Walton Beach
$301
Find similar

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

Our best Delta deals on Valparaiso, Florida to Chicago O'Hare Intl Airport flight tickets
Delta
Feb 14
VPS12:00 pmValparaiso Destin-Ft Walton Beach
6h 01m
1 stop
ORD6:01 pmChicago O'Hare Intl
Feb 17
ORD5:59 pmChicago O'Hare Intl
5h 04m
1 stop
VPS11:03 pmValparaiso Destin-Ft Walton Beach
$315
Find similar
Delta
Jan 21
VPS6:00 amValparaiso Destin-Ft Walton Beach
4h 05m
1 stop
ORD10:05 amChicago O'Hare Intl
Jan 27
ORD10:35 amChicago O'Hare Intl
12h 30m
2 stops
VPS11:05 pmValparaiso Destin-Ft Walton Beach
$325
Find similar
Delta
Jan 21
VPS6:16 pmValparaiso Destin-Ft Walton Beach
5h 40m
1 stop
ORD11:56 pmChicago O'Hare Intl
Jan 29
ORD6:15 amChicago O'Hare Intl
5h 48m
1 stop
VPS12:03 pmValparaiso Destin-Ft Walton Beach
$334
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida to Chicago O'Hare Intl Airport 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 December 14, 2025.
Use the filters below to find and compare flights from Valparaiso, Florida to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 1/21

1:31 pm-4:11 pm

Nonstop2h 40m

Chicago O'Hare Intl

Wed 1/28

10:30 am-1:01 pm

Nonstop2h 31m

$296

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 3/17

12:05 pm-2:49 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 3/24

9:00 am-11:35 am

Nonstop2h 35m

$297

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

12:15 pm-2:59 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 2/17

9:15 am-11:45 am

Nonstop2h 30m

$301

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

12:15 pm-2:59 pm

Nonstop2h 44m

Chicago O'Hare Intl

Wed 2/18

9:15 am-11:45 am

Nonstop2h 30m

$302

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Wed 1/21

8:30 am-3:40 pm

1 stop7h 10m

Chicago O'Hare Intl

Wed 1/28

10:30 am-1:01 pm

Nonstop2h 31m

$306

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Tue 3/17

7:59 am-12:36 pm

1 stop4h 37m

Chicago O'Hare Intl

Tue 3/24

9:00 am-11:35 am

Nonstop2h 35m

$307

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

10:47 am-4:46 pm

1 stop5h 59m

Chicago O'Hare Intl

Tue 2/17

9:15 am-11:45 am

Nonstop2h 30m

$311

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

7:00 am-3:07 pm

1 stop8h 07m

Chicago O'Hare Intl

Tue 2/17

9:15 am-11:45 am

Nonstop2h 30m

$312

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/14

9:22 am-2:10 pm

1 stop4h 48m

Chicago O'Hare Intl

Tue 2/17

5:59 pm-11:03 pm

1 stop5h 04m

$315

ValparaisoChicago

VPS - ORD

VPSORD

Valparaiso Destin-Ft Walton Beach

Sat 2/21

12:15 pm-2:59 pm

Nonstop2h 44m

Chicago O'Hare Intl

Mon 2/23

9:15 am-11:45 am

Nonstop2h 30m

$316

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $370. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Valparaiso, Florida because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $635.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Valparaiso, Florida in the evening is the least expensive time of day to depart. momondo users have found prices as low as $380 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $1,474. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

There are 2 cabin classes available to choose from on Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl 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 Valparaiso, Florida to Chicago O'Hare Intl Airport flights?

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

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

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

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

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

Best Price Found

$169

Fastest flight time

2h 41m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Valparaiso, Florida in the past 72 hours is $169. The best round-trip flight deal from Valparaiso, Florida to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $370.
The fastest flight from Valparaiso, Florida to Chicago O'Hare Intl Airport takes 2h 41m
Direct flights go from Valparaiso, Florida to Chicago O'Hare Intl Airport on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

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

    There are 795.8 mi between Valparaiso Destin-Ft Walton Beach and Chicago O'Hare Intl. Flights usually cover this in 2h 41m, depending on flying conditions and air traffic around both airports.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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

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

Compare and see reviews for airlines that fly from Valparaiso, Florida to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $157Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
DeltaPriceFrom $323Free CancellationRating
7.9
8,007 reviews
Search Delta flights

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

    Across 6 American Airlines flights from Valparaiso, Florida to Chicago O'Hare Intl Airport this week, the average price was $376, with the best American Airlines deals starting from $157 round-trip. 11,054 users have rated American Airlines on momondo, with an average score of 7.2/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Valparaiso to Chicago. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Chicago from Valparaiso which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Valparaiso to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Valparaiso. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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