ORD - VPS

$111 Find Cheap Flights from Chicago O'Hare Airport to Valparaiso

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 4/18. 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
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Everything you should know

Cheapest round-trip
$309
Overall average: $466
Southwest
Fri 4/17Wed 4/22
ORD - VPS • 1 stop
Cheapest non-stop
$316
Typical prices: $301-$448
American Airlines
Wed 5/20Wed 5/27
ORD - VPS • Non-stop
Top airlines
Southwest
Cheapest • from $309 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines. Average duration is 2h 29m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Charlotte (CLT)
Cheapest • Avg $482 (round-trip)
Atlanta (ATL)
Shortest trip • 4h 31m (one-way)
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 34% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 29% price drop
July
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 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

Fri, Apr 17 - Wed, Apr 22
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
$309Southwest
Fri, Apr 17 - Wed, Apr 22
Southwest Logo
2:40 pm - 9:05 pm
ORD
-
VPS
6h 25m
1 stop
Southwest Logo
12:30 pm - 9:55 pm
VPS
-
ORD
9h 25m
2 stops
$314Southwest
Wed, May 20 - Wed, May 27
American Airlines Logo
9:41 am - 12:15 pm
ORD
-
VPS
2h 34mnonstop
American Airlines Logo
11:36 am - 2:17 pm
VPS
-
ORD
2h 41mnonstop
$316American Airlines
Sat, Apr 11 - Mon, Apr 20
Southwest Logo
1:55 pm - 9:00 pm
ORD
-
VPS
7h 05m
1 stop
Southwest Logo
7:20 am - 12:50 pm
VPS
-
ORD
5h 30m
1 stop
$324Southwest
Wed, May 27 - Sat, May 30
American Airlines Logo
8:35 am - 11:06 am
ORD
-
VPS
2h 31mnonstop
American Airlines Logo
7:13 am - 2:20 pm
VPS
-
ORD
7h 07m
1 stop
$326American Airlines
Wed, May 20 - Wed, May 27
Delta Logo
7:05 am - 12:17 pm
ORD
-
VPS
5h 12m
1 stop
Delta Logo
2:55 pm - 8:25 pm
VPS
-
ORD
5h 30m
1 stop
$335Delta
Sat, Apr 25 - Fri, May 1
Southwest Logo
1:55 pm - 9:00 pm
ORD
-
VPS
7h 05m
1 stop
Southwest Logo
7:20 am - 12:50 pm
VPS
-
ORD
5h 30m
1 stop
$336Southwest
Fri, Apr 17 - Wed, Apr 22
Southwest Logo
6:00 am - 9:05 pm
ORD
-
VPS
15h 05m
2 stops
Southwest Logo
12:30 pm - 9:55 pm
VPS
-
ORD
9h 25m
2 stops
$341Southwest
Sun, May 31 - Sun, Jun 7
Multiple Airlines Logo
8:52 pm - 8:05 pm
ORD
-
VPS
23h 13m
1 stop
Multiple Airlines Logo
6:25 am - 7:47 pm
VPS
-
ORD
13h 22m
2 stops
$344Multiple Airlines
Thu, Mar 26 - Tue, Mar 31
American Airlines Logo
5:00 pm - 10:24 pm
ORD
-
VPS
5h 24m
1 stop
American Airlines Logo
12:11 pm - 2:55 pm
VPS
-
ORD
2h 44mnonstop
$345American Airlines
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.

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 October and November, where the average cost of round-trip tickets is $502 and $475 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.

No, with an average price for the route of $402, prices are generally cheapest when you fly direct.

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 3 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$137
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 6% 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 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Valparaiso was $137 for a one-way ticket and $309 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 $403 and an overall rating of 7.2.

  • 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 $385 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 8239 reviews
7.9Comfort
7.2Food
8.5Crew
8.1Boarding
7.8Entertainment
Airline reviews

We waited an hour on the runway to get a gate in Orlando

2.0 MediocreJason, Feb 2026
ATL - MCO
Read more Delta reviews

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

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

Information on your arrival and departure airports