$76 Find Cheap Flights from Valparaiso to Chicago - Compare and Save

Among airlines operating Valparaiso to Chicago 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 Valparaiso and Chicago. The airlines offering nonstop flights on this route include:

• American Airlines
• Allegiant Air

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

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 Valparaiso to Chicago:

• Economy Class
• First Class

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $251 round-trip, compared to $401 via a layover through Dallas Love Field (DAL).

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 Valparaiso to Chicago most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 47% of one-stop connections
• Nashville Intl (BNA) - 47% of one-stop connections
• Dallas Love Field (DAL) - 3% of one-stop connections
• Lambert-St Louis (STL) - 3% 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 47% on the Valparaiso to Chicago route. Monday is the cheapest departure day at $232 round-trip on average, while Saturday is the most expensive at $431, a difference of $199. 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 Valparaiso to Chicago flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

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

• Earliest: departs at 6:30 am and lands at 9:10 am
• Latest: departs at 6:17 pm and lands at 8:57 pm.

The flight takes about 2h 40m.

A nonstop flight from Valparaiso to Chicago takes 2h 40m, 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 Valparaiso to Chicago are currently lower than usual. Average one-way flight prices are about $165, which is 15% below the typical average for this route.

Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 3h 47m, compared with 5h 02m via Atlanta Hartsfield-Jackson (ATL) and 5h 29m via Nashville Intl (BNA).

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Near Chicago Midway Airport (MDW) — daily rates from around $32:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Round-trip flights from Valparaiso to Chicago range from $192 to $445, with an average of $354 over the past 12 months. Anything below $192 counts as a good deal.

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