VPS - ORD

$140 Find Cheap Flights from Valparaiso to Chicago O'Hare Airport - 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 Valparaiso to O'Hare Intl departing on 8/23. 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

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Everything you should know

Cheapest round-trip
$271
Multiple Airlines
Sun 8/9Wed 8/12
VPS - ORD • 2 stops
Cheapest non-stop
$376
American Airlines
Tue 11/24Tue 12/1
VPS - ORD • Non-stop
Top airlines
Cheapest • from $376 (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 42m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $386 (round-trip)
Shortest trip • 4h 38m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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 O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Valparaiso to O'Hare Intl 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 Valparaiso to O'Hare Intl

Sun, Aug 9 - Wed, Aug 12
Multiple Airlines Logo
3:13 pm - 12:15 pm
VPS
-
ORD
45h 02m
2 stops
Multiple Airlines Logo
9:57 pm - 11:38 pm
ORD
-
VPS
25h 41m
1 stop
$271Multiple Airlines
Thu, Oct 22 - Sun, Oct 25
Multiple Airlines Logo
7:00 am - 10:01 am
VPS
-
ORD
27h 01m
1 stop
Multiple Airlines Logo
11:06 am - 11:37 pm
ORD
-
VPS
12h 31m
1 stop
$303Multiple Airlines
Mon, Aug 3 - Mon, Aug 17
Multiple Airlines Logo
6:25 am - 12:15 pm
VPS
-
ORD
29h 50m
2 stops
Multiple Airlines Logo
7:29 am - 8:17 pm
ORD
-
VPS
12h 48m
1 stop
$333Multiple Airlines
Mon, Aug 3 - Mon, Aug 17
Multiple Airlines Logo
9:06 pm - 5:37 am
VPS
-
ORD
32h 31m
1 stop
Multiple Airlines Logo
7:29 am - 8:17 pm
ORD
-
VPS
12h 48m
1 stop
$359Multiple Airlines
Thu, Oct 22 - Sun, Oct 25
Multiple Airlines Logo
7:00 am - 10:01 am
VPS
-
ORD
27h 01m
1 stop
Multiple Airlines Logo
9:33 pm - 3:26 pm
ORD
-
VPS
17h 53m
2 stops
$362Multiple Airlines
Tue, Nov 24 - Tue, Dec 1
American Airlines Logo
11:29 am - 1:58 pm
VPS
-
ORD
2h 29mnonstop
American Airlines Logo
8:33 am - 10:59 am
ORD
-
VPS
2h 26mnonstop
$376American Airlines
Sun, Sep 13 - Tue, Sep 15
Multiple Airlines Logo
11:06 am - 10:01 am
VPS
-
ORD
22h 55m
1 stop
Multiple Airlines Logo
4:49 pm - 7:47 am
ORD
-
VPS
38h 58m
2 stops
$377Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
Sun Country Air Logo
6:00 pm - 12:23 pm
VPS
-
ORD
18h 23m
1 stop
Sun Country Air Logo
8:30 am - 5:04 pm
ORD
-
VPS
8h 34m
1 stop
$384Sun Country Air
Tue, Nov 24 - Tue, Dec 1
American Airlines Logo
11:29 am - 1:58 pm
VPS
-
ORD
2h 29mnonstop
American Airlines Logo
4:33 pm - 11:45 pm
ORD
-
VPS
7h 12m
1 stop
$386American Airlines
Sun, Aug 9 - Wed, Aug 12
Multiple Airlines Logo
8:28 pm - 12:15 pm
VPS
-
ORD
39h 47m
2 stops
Multiple Airlines Logo
9:57 pm - 11:38 pm
ORD
-
VPS
25h 41m
1 stop
$389Multiple Airlines
Booking Insights

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

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

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

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

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

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Valparaiso to Chicago O'Hare Intl Airport, 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 Valparaiso to Chicago O'Hare Intl Airport is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are October and April, where the average cost of round-trip tickets is $725 and $562 respectively.

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

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.

No, with an average price for the route of $491, prices are generally cheapest when you fly direct.

Good to know

Low seasonSeptember
Cheapest flight$140
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 34% lower on average.
Flight from Valparaiso to Chicago O'Hare Airport

When to book flights from Valparaiso to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Valparaiso to O'Hare Intl 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 Valparaiso to Chicago O'Hare Airport flights

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

    In the last 5 days, the lowest price for a flight from Valparaiso to Chicago O'Hare Intl Airport was $140 for a one-way ticket and $271 for a round-trip.

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

    No, a passport isn't needed to fly from Valparaiso to Chicago O'Hare Airport. However, local authorities might ask for an official ID.

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

    When flying out of Valparaiso you will be using Valparaiso Destin-Ft Walton Beach. You will be landing at Chicago O'Hare Airport, also known as Chicago O'Hare Intl.

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

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

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

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

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

    oneworld is the only airline alliance operating flights between Valparaiso and Chicago O'Hare Airport.

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

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

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

    The two airlines most popular with KAYAK users for flights from Valparaiso to Chicago are Southwest and American Airlines. With an average price for the route of $400 and an overall rating of 7.9, Southwest is the most popular choice. American Airlines is also a great choice for the route, with an average price of $431 and an overall rating of 7.1.

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

    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 Valparaiso to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Valparaiso 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 Valparaiso to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Valparaiso with another airline. Booking your flights between Valparaiso and ORD 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 Valparaiso to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport from Valparaiso 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 Valparaiso to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $253 or less one-way and $465 or less round-trip.

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

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

Direct departures

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

Direct returns

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

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

 
See real verified KAYAK customer reviews for airlines flying from Valparaiso to Chicago. 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 Valparaiso to O'Hare Intl? 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
SouthwestOverall score based on 4250 reviews
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
8.0Comfort
Airline reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

2.0 MediocreAnonymous, May 2026
MCO - MDW
Read more Southwest reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

No space for our carryon and needed to check at plane before boarding !

The flight was great. We were not offered any beverages though. And there was no real turbulence, so not sure why.

I always know what to expect from Southwest - friendly crew, on time departures. I like getting free baggage. The app works great and the in-flight entertainment passes the time.

Not good.,At first delayed due to weather, then still had to load all the luggage, then a mechanical issue. Upon finally arriving, clothes wet as suitcases sat out in the rain. In a hard side suitcase! Ruined some paper items inside. Not happy!

The flight itself was good. We were delayed 1 1/2 hours which was not good.

Flight was fine but new boarding policy was a drag Xtra time passenger group And Waiting until entire bridge empties before calling a list preferred... Waste of time

Wish that they would space out the boarding a little. COVID is still around and is real. No entertainment. Miss the peanuts.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Waited for oxygen tanks for 30 minutes after boarding was complete.

Little warm on the plane and delayed for an hour

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

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

Information on your arrival and departure airports