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New Haven to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from New Haven to Chicago

Departure Arrival Travel dates Round-trip
HVN CHI Mon, Jul 21 - Wed, Jul 23 $322
HVN CHI Mon, Jul 21 - Wed, Jul 23 $456

New Haven and Chicago airports and terminals

Airports in New Haven CT, US
map of airports in New Haven
  • 1

    Danbury Airport (DXR)

    Distance from City Center: 18.8 miles

  • 2

    New Haven Airport (HVN)

    Distance from City Center: 3.7 miles

  • 3

    Westchester County Airport (HPN)

    Distance from City Center: 43.5 miles

  • 4

    Bradley International (BDL)

    Distance from City Center: 44.8 miles

  • 5

    Long Island Macarthur (ISP)

    Distance from City Center: 36.5 miles

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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

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Cheap flights from New Haven to Chicago

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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $139

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 165 reviews

O'Hare International Airport Map

Park & Fly - Includes up to 3 nights valet parking

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 68 reviews

6500 SOUTH CICERO AVE Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.6 / 5 22 reviews

6530 S. Cicero Avenue Map

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $135

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 30 reviews

6540 S. Cicero Ave. Map

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.6 / 5 11 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

...WiFi-equipped guest rooms at our Chicago Midway Airport hotel are recently renovated and offer soundproof windows, 32" flat-screen TVs and room service.... Perfect for business travel and... More

Hotel only $99

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 146 reviews

6501 N. Mannheim Road Map

Save 15% on your stay, Breakfast Included

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

Flights to Chicago

Tweed New Haven Regional Airport

Use Orbtiz.com to find cheap flights from New Haven to any destination. The website searches all domestic and international flights departing from New Haven to find you discount tickets. The Tweed New Haven Airport is located at 155 Burr Street, approximately four miles from downtown New Haven. Thirteen airlines service the airport-including Air Canada, American Airlines, British Airways and US Airways-taking passengers to over 130 destinations worldwide.

Parking and Transportation

If you need to leave your car at the airport while you travel, you can park it in the long-term parking lot for $7.50 per day or $37.50 per week. Payments for parking can be made with all major credit cards, cash or check. The CT Transit buses run from downtown New Haven to the airport, and the bus fare costs $3.25 per person. If you want access to a vehicle when you arrive at your destination, you can purchase a package on Orbitz.com that contains both your flight and a rental car.

Dining at the Airport

There is a small breakfast café at the airport, but it is only open between 6:30 a.m. and 11:30 a.m. If you do need to grab a snack or a drink after this time, the airport does have vending areas in the terminal. When you use Orbtiz.com to find cheap flights from New Haven, you can save money by purchasing all of the services you need in a vacation package. The website has packages available that include hotel rooms, rental vehicles and flights.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.