ORD - VPS

$127 Find Cheap Flights from Chicago O'Hare Airport to Valparaiso - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Valparaiso departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Valparaiso

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Valparaiso, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Valparaiso, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$255
Typical prices: $548-$434
Delta
Tue 10/6Tue 10/13
ORD - VPS • 1 stop
Cheapest non-stop
$376
Typical prices: $483-$276
American Airlines
Wed 7/8Wed 7/15
ORD - VPS • Non-stop
Top airlines
Cheapest • from $255 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines. Average duration is 2h 31m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $477 (round-trip)
Shortest trip • 4h 43m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 32% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Valparaiso!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from O'Hare Intl to Valparaiso (ORD-VPS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Valparaiso that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Valparaiso

Tue, Oct 6 - Tue, Oct 13
Delta Logo
7:10 am - 11:13 am
ORD
-
VPS
4h 03m
1 stop
Delta Logo
5:05 pm - 11:50 pm
VPS
-
ORD
6h 45m
1 stop
$255Delta
Thu, Oct 29 - Sun, Nov 1
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
Sat, Oct 10 - Tue, Oct 13
Delta Logo
1:15 pm - 6:28 pm
ORD
-
VPS
5h 13m
1 stop
Delta Logo
2:40 pm - 8:20 pm
VPS
-
ORD
5h 40m
1 stop
$281Delta
Mon, Oct 5 - Tue, Oct 13
Delta Logo
5:30 am - 10:58 am
ORD
-
VPS
5h 28m
1 stop
Delta Logo
6:00 am - 10:07 am
VPS
-
ORD
4h 07m
1 stop
$303Delta
Sat, Aug 15 - Sat, Aug 22
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
Mon, Oct 5 - Sat, Oct 10
Delta Logo
9:51 am - 4:00 pm
ORD
-
VPS
6h 09m
1 stop
Delta Logo
7:45 am - 2:13 pm
VPS
-
ORD
6h 28m
1 stop
$329Delta
Fri, Aug 7 - Tue, Aug 11
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
Thu, Sep 24 - Mon, Sep 28
Delta Logo
9:51 am - 4:00 pm
ORD
-
VPS
6h 09m
1 stop
Delta Logo
5:05 pm - 11:59 pm
VPS
-
ORD
6h 54m
1 stop
$351Delta
Sun, Oct 4 - Wed, Oct 14
Delta Logo
8:05 am - 2:03 pm
ORD
-
VPS
5h 58m
1 stop
Delta Logo
7:05 pm - 11:50 pm
VPS
-
ORD
4h 45m
1 stop
$354Delta
Sat, Oct 10 - Mon, Oct 12
Delta Logo
5:55 pm - 11:07 pm
ORD
-
VPS
5h 12m
1 stop
Delta Logo
7:05 pm - 12:06 pm
VPS
-
ORD
17h 01m
1 stop
$355Delta
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Valparaiso flights

Get data-powered insights and trends into flights from O'Hare Intl to Valparaiso to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Valparaiso, Florida?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Valparaiso, Florida departing in October.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Valparaiso?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Valparaiso clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Valparaiso on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago O'Hare Airport to Valparaiso. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Valparaiso?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Valparaiso, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Valparaiso is January, where tickets cost $295 (return) on average. On the other hand, the most expensive months are March and October, where the average cost of round-trip tickets is $540 and $502 respectively.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Valparaiso?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $453 on average.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Valparaiso?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Valparaiso, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Valparaiso, you should book around 2 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$127
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Chicago O'Hare Airport to Valparaiso

When to book flights from O'Hare Intl to Valparaiso

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Valparaiso based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Valparaiso flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Valparaiso?

    In the last 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Valparaiso was $127 for a one-way ticket and $255 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Valparaiso?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago O'Hare Airport to Valparaiso?

    Chicago O'Hare Airport and Valparaiso are both served by 1 main airport. You will leave Chicago O'Hare Airport from Chicago O'Hare Intl and will be arriving at Valparaiso Destin-Ft Walton Beach.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to Valparaiso?

    Only American Airlines offers inflight Wi-Fi service on the Chicago O'Hare Airport to Valparaiso flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Valparaiso?

    The Embraer 175 is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Valparaiso flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Valparaiso?

    SkyTeam, and oneworld are the airline alliances operating flights between Chicago O'Hare Airport and Valparaiso, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to Valparaiso?

    There are nonstop flights from Chicago O'Hare Airport to Valparaiso on a daily basis.

  • Which is the best airline for flights from Chicago to Valparaiso, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Valparaiso are Delta and American Airlines. With an average price for the route of $445 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $417 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Valparaiso?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Valparaiso.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Valparaiso?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Valparaiso from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Valparaiso?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Valparaiso with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and VPS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Valparaiso?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Valparaiso from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Valparaiso

  • Looking for a cheap flight? 25% of our users found flights on this route for $404 or less round-trip.

Prefer to fly direct from Chicago O'Hare Airport to Valparaiso?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Valparaiso Destin-Ft Walton Beach Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Valparaiso Destin-Ft Walton Beach

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Valparaiso Destin-Ft Walton Beach to Chicago O'Hare Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airlines flying from O'Hare Intl to Valparaiso

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Valparaiso. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Valparaiso? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8396 reviews
8.1Boarding
7.8Entertainment
7.2Food
8.5Crew
7.8Comfort
Airline reviews

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

8.0 ExcellentAnonymous, Jun 2026
ATL - GNV
Read more Delta reviews

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Very easy to use and convenient, you can perform any action within the same portal

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

Okay considering we had weather delays which the Pilot notified us of immediately!

N Everything was perfect from boarding to assistance to baggage in Tampa

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

Everything you need to know for your flight from O'Hare Intl to Valparaiso

Information on your arrival and departure airports