$107 Find Cheap Flights from New Haven to Chicago - Compare and Save

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

• Earliest: departs at 2:40 pm and lands at 5:27 pm
• Latest: departs at 5:15 pm and lands at 8:02 pm.

The flight takes about 2h 47m.

Only Economy Class is available on flights from New Haven to Chicago.

A nonstop flight from New Haven to Chicago takes 2h 47m, covering 762 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.

Round-trip flights from New Haven to Chicago range from $160 to $307, with an average of $228 over the past 12 months. Anything below $160 counts as a good deal.

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $227 round-trip, compared to $394 via a layover through Fort Lauderdale (FLL).

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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $224 to $1,068. That means the highest observed fare was about 5x higher than the lowest one.

One-way fares from New Haven to Chicago are currently higher than usual. Average one-way flight prices are about $129, which is 32% above the typical average for this route.

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 $28:

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

Flights from New Haven to Chicago usually depart from Tweed-New Haven (HVN) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Connecting flights from New Haven to Chicago most commonly pass through:

• Orlando (MCO) - 67% of one-stop connections
• Fort Lauderdale (FLL) - 33% of one-stop connections

Yes. Flexible dates can save you up to 70% on flights from New Haven to Chicago. Saturday is the cheapest departure day at $144 round-trip on average, while Tuesday is the most expensive at $474, a difference of $330.

Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Only Avelo Airlines operates flights between New Haven and Chicago.

Flying via Fort Lauderdale (FLL) gives the shortest average 1-stop total travel time at 13h 05m, compared with 18h 35m via Orlando (MCO).

Chicago is 1 hour behind New Haven (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

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