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ORD - VPS

$104 Find Cheap Flights from Chicago O'Hare Airport to Valparaiso - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$275
Typical prices: $395-$542
Multiple Airlines
Fri 11/2Tue 11/6
ORD - VPS • 1 stop
Cheapest non-stop
$426
Typical prices: $396-$549
American Airlines
Sat 3/10Sat 3/17
ORD - VPS • Non-stop
Nonstop flights
Every day
You can fly direct with American Airlines. Average duration is 2h 35m
Direct flights
+1
Direct flights
+1
When to book
24 weeks
in advance
Our data shows that travelers who book at least 24 weeks in advance save around 21% compared to booking last minute.
Insights
Insights
When to travel
January
Cheapest • 26% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Nashville Intl (BNA)
Cheapest • Avg $435 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 4h 42m (one-way)
Insights
Insights
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We hope you love your trip to Valparaiso!

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

 

Cheap flights from O'Hare Intl to Valparaiso with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Mon, Nov 2 - Fri, Nov 6
Multiple Airlines Logo
6:00 am - 7:00 pmORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
13h 00m1 stop Baltimore/Washington
Multiple Airlines Logo
1:39 pm - 6:30 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
28h 51m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson
$275Multiple Airlines
Thu, Oct 29 - Sun, Nov 1
Multiple Airlines Logo
6:30 am - 11:37 pmORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
17h 07m1 stop Denver Intl
Multiple Airlines Logo
7:00 am - 12:21 amVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
17h 21m1 stop Denver Intl
$296Multiple Airlines
Mon, Nov 2 - Fri, Nov 6
Multiple Airlines Logo
6:00 am - 7:00 pmORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
13h 00m1 stop Baltimore/Washington
Multiple Airlines Logo
1:39 pm - 12:51 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
23h 12m2 stops Washington, D.C. Dulles Intl Atlanta Hartsfield-Jackson
$320Multiple Airlines
Thu, Oct 29 - Sun, Nov 1
Multiple Airlines Logo
6:30 am - 11:37 pmORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
17h 07m1 stop Denver Intl
Multiple Airlines Logo
6:09 pm - 3:37 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
21h 28m2 stops Cincinnati Cinci./N. Kentucky Fort Lauderdale
$339Multiple Airlines
Wed, Mar 10 - Wed, Mar 17
American Airlines Logo
8:11 am - 10:39 amORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
2h 28mnonstop
American Airlines Logo
11:07 am - 2:00 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
2h 53mnonstop
$426American Airlines
Sat, Feb 20 - Sat, Feb 27
American Airlines Logo
8:11 am - 10:39 amORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
2h 28mnonstop
American Airlines Logo
11:07 am - 2:00 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
2h 53mnonstop
$426American Airlines
Tue, Feb 16 - Tue, Mar 2
American Airlines Logo
8:11 am - 10:39 amORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
2h 28mnonstop
American Airlines Logo
11:07 am - 2:00 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
2h 53mnonstop
$426American Airlines
Fri, Nov 13 - Sat, Nov 14
Delta Logo
8:34 pm - 12:59 pmORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
16h 25m1 stop Minneapolis St Paul
Delta Logo
5:05 pm - 11:54 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
6h 49m1 stop Atlanta Hartsfield-Jackson
$444Delta
Fri, Nov 13 - Tue, Nov 17
Delta Logo
8:34 pm - 12:59 pmORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
16h 25m1 stop Minneapolis St Paul
Delta Logo
2:46 pm - 8:49 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
6h 03m1 stop Atlanta Hartsfield-Jackson
$444Delta
Tue, Feb 16 - Tue, Mar 2
Delta Logo
7:10 am - 11:13 amORD  Chicago O'Hare Intl-VPS Valparaiso Destin-Ft Walton Beach
4h 03m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:25 am - 4:37 pmVPS  Valparaiso Destin-Ft Walton Beach-ORD Chicago O'Hare Intl
7h 12m1 stop Atlanta Hartsfield-Jackson
$445Delta

Price, demand and travel trends for Chicago O'Hare Intl Airport to Valparaiso flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Valparaiso. It’s 11% cheaper than the average day, while Sunday is the most expensive, with prices 13% higher.

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

•January is the cheapest month to fly from Chicago O'Hare Intl Airport to Valparaiso at $333 round-trip.
•March ($563) and September ($511) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 69% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago O'Hare Intl Airport to Valparaiso the cheapest?

Flights from Chicago O'Hare Intl Airport to Valparaiso are cheapest 24 weeks before departure. Booking in this window typically costs about 21% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Chicago O'Hare Intl Airport to Valparaiso flights

Low season

October

Cheapest flight

$104
Beat the crowds with an average 62% drop in travelers.
The most popular month to fly with an average 40% increase in travelers.
One-way flight from Chicago O'Hare Intl 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

Your Chicago O'Hare Intl Airport to Valparaiso flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Valparaiso?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Valparaiso:

    • Earliest: departs at 8:21 am and lands at 10:56 am
    • Latest: departs at 9:15 am and lands at 11:50 am.

    The flight takes about 2h 35m.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Valparaiso?

    Two cabin classes are available on flights from Chicago O'Hare Intl Airport to Valparaiso:

    • Economy Class
    • First Class

  • How long is a flight from Chicago O'Hare Intl Airport to Valparaiso?

    A nonstop flight from Chicago O'Hare Intl Airport to Valparaiso takes 2h 35m, covering 797 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Valparaiso?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Valparaiso flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Valparaiso range from $395 to $542, with an average of $452 over the past 12 months. Anything below $395 counts as a good deal.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Valparaiso flights?

    Last-minute fares on this route (booked within two weeks of departure) run 6% above the $452 route average. Book 24 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Valparaiso?

    On this route, nonstop and layover fares are close on average, with nonstop at $445 round-trip and layover options via Nashville Intl (BNA) at $435.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to Valparaiso?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $50–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to Valparaiso?

    The Embraer 175 family is used most often on this route, operated mainly by American Airlines. Other aircraft seen on the route include Airbus A319 variants.

  • How are flight departures from Chicago O'Hare Intl Airport to Valparaiso spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to Valparaiso flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Chicago O'Hare Intl Airport to Valparaiso changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $275 to $1,677. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to Valparaiso flights?

    American Airlines is the only airline on the Chicago O'Hare Intl Airport to Valparaiso route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Chicago O'Hare Intl Airport to Valparaiso looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Valparaiso are currently lower than usual. Average one-way flight prices are about $183, which is 58% below the typical average for this route.

  • What car rental options are available at Valparaiso Destin-Ft Walton Beach Airport (VPS)?

    Valparaiso Destin-Ft Walton Beach Airport (VPS) hosts 5 major car rental companies, with daily rates starting from around $30 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Alamo
    • Avis

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Valparaiso?

    Flights from Chicago O'Hare Intl Airport to Valparaiso usually depart from Chicago O'Hare Intl (ORD) and arrive at Valparaiso Destin-Ft Walton Beach (VPS).

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Valparaiso pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Valparaiso most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 70% of one-stop connections
    • Charlotte Douglas (CLT) - 25% of one-stop connections
    • Nashville Intl (BNA) - 5% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Valparaiso?

    Yes. Flexible dates can save you up to 22% on flights from Chicago O'Hare Intl Airport to Valparaiso. Wednesday is the cheapest departure day at $403 round-trip on average, while Sunday is the most expensive at $513, a difference of $110.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago O'Hare Intl Airport to Valparaiso?

    Only American Airlines operates flights between Chicago O'Hare Intl Airport and Valparaiso.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Valparaiso?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 4h 42m, compared with 5h 15m via Charlotte Douglas (CLT) and 5h 56m via Nashville Intl (BNA).

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Valparaiso flights?

    Among airlines operating Chicago O'Hare Intl Airport to Valparaiso flights:

    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Valparaiso flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago O'Hare Intl Airport to Valparaiso flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Sunday. On this route, Wednesday flights average $403, about $110 less than Sunday fares (21% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 24 weeks before you fly. On this route, that window historically saves about 21% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Valparaiso trip for January. Fares historically average $333 round-trip in that month - typically $230 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Nashville Intl Airport (BNA) can be cheaper than flying direct. The cheapest layover option averages $435 round-trip on this route - about $11 less than direct flights (based on the last 12 months).

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

 
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

More options for your flight from O'Hare Intl to Valparaiso

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