$58 Find Cheap Flights from Chicago to Valparaiso - Compare and Save

Among airlines operating Chicago 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.

2 airlines operate flights between Chicago and Valparaiso. The airlines offering nonstop flights on this route include:

• American Airlines
• Allegiant Air

Flights from Chicago to Valparaiso may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Valparaiso Destin-Ft Walton Beach (VPS).

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 travelers should check the fare details before booking.

Two cabin classes are available on flights from Chicago to Valparaiso:

• Economy Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $334 round-trip via Dallas Love Field (DAL), compared to $375 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $25–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from Chicago to Valparaiso most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 53% of one-stop connections
• Chicago O'Hare Intl (ORD) - 15% of one-stop connections
• Nashville Intl (BNA) - 15% of one-stop connections
• Charlotte Douglas (CLT) - 14% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 23% on the Chicago to Valparaiso route. Monday is the cheapest departure day at $343 round-trip on average, while Saturday is the most expensive at $443, a difference of $100. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on Chicago 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%.

These are the earliest and latest flight times available from Chicago to Valparaiso:

• Earliest: departs at 8:21 am and lands at 10:48 am
• Latest: departs at 9:25 pm and lands at 11:52 pm.

The flight takes about 2h 27m.

Last-minute fares on this route - booked within 2 weeks of departure - run 11% above the route average of $404. Book 4 weeks before departure for the lowest fares.

A nonstop flight from Chicago to Valparaiso takes 2h 27m, covering 789 miles.

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.

One-way fares from Chicago to Valparaiso are currently lower than usual. Average one-way flight prices are about $183, which is 10% below the typical average for this route.

Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 19m, compared with 4h 44m via Atlanta Hartsfield-Jackson (ATL) and 4h 49m via Nashville Intl (BNA).

Valparaiso Destin-Ft Walton Beach Airport (VPS) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include:
• Dollar
• Hertz
• Budget
• Alamo
• Avis

Round-trip flights from Chicago to Valparaiso range from $288 to $519, with an average of $404 over the past 12 months. Anything below $288 counts as a good deal.

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