HVN - MDW

$224 Find Cheap Flights from New Haven to Chicago Midway Airport - Compare and Save

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1 adult, Economy, 0 bags

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Cheap Flights from New Haven to Chicago (HVN-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New Haven to Chicago

Sun, Dec 27 - Thu, Dec 31
Multiple Airlines Logo
7:54 pm - 7:02 pmHVN  Tweed-New Haven-MDW Chicago Midway
24h 08m1 stop Orlando
Multiple Airlines Logo
9:23 pm - 6:04 pmMDW  Chicago Midway-HVN Tweed-New Haven
19h 41m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
$742Multiple Airlines
Sun, Dec 27 - Sun, Jan 3
Multiple Airlines Logo
7:54 pm - 7:02 pmHVN  Tweed-New Haven-MDW Chicago Midway
24h 08m1 stop Orlando
Multiple Airlines Logo
8:07 pm - 6:04 pmMDW  Chicago Midway-HVN Tweed-New Haven
20h 57m2 stops Orlando Raleigh-Durham
$756Multiple Airlines
Wed, Nov 25 - Sun, Nov 29
Multiple Airlines Logo
5:35 pm - 7:47 pmHVN  Tweed-New Haven-MDW Chicago Midway
27h 12m1 stop Orlando
Multiple Airlines Logo
8:42 pm - 6:04 pmMDW  Chicago Midway-HVN Tweed-New Haven
20h 22m2 stops Orlando Raleigh-Durham
$790Multiple Airlines
Wed, Nov 25 - Sun, Nov 29
Multiple Airlines Logo
5:35 pm - 7:47 pmHVN  Tweed-New Haven-MDW Chicago Midway
27h 12m1 stop Orlando
Multiple Airlines Logo
8:42 pm - 6:04 pmMDW  Chicago Midway-HVN Tweed-New Haven
20h 22m2 stops Orlando Raleigh-Durham
$798Multiple Airlines
Sun, Dec 27 - Wed, Dec 30
Multiple Airlines Logo
7:54 pm - 12:59 pmHVN  Tweed-New Haven-MDW Chicago Midway
18h 05m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:07 pm - 7:14 pmMDW  Chicago Midway-HVN Tweed-New Haven
22h 07m1 stop Orlando
$814Multiple Airlines
Mon, Dec 28 - Sat, Jan 2
Multiple Airlines Logo
6:44 pm - 4:15 pmHVN  Tweed-New Haven-MDW Chicago Midway
22h 31m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:07 pm - 7:14 pmMDW  Chicago Midway-HVN Tweed-New Haven
22h 07m1 stop Orlando
$987Multiple Airlines
Sun, Dec 27 - Sat, Jan 2
Multiple Airlines Logo
7:54 pm - 7:02 pmHVN  Tweed-New Haven-MDW Chicago Midway
24h 08m1 stop Orlando
Multiple Airlines Logo
8:07 pm - 5:54 pmMDW  Chicago Midway-HVN Tweed-New Haven
20h 47m2 stops Orlando Charleston
$997Multiple Airlines
Sun, Dec 27 - Sat, Jan 2
Multiple Airlines Logo
7:54 pm - 7:02 pmHVN  Tweed-New Haven-MDW Chicago Midway
24h 08m1 stop Orlando
Multiple Airlines Logo
8:07 pm - 7:14 pmMDW  Chicago Midway-HVN Tweed-New Haven
22h 07m1 stop Orlando
$1,058Multiple Airlines
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Key details for New Haven to Chicago Midway Airport flights

Cheapest flight

$224
Flight from New Haven to Chicago Midway Airport

When to book flights from New Haven to Chicago

Are your dates flexible? Find out the best times to travel from New Haven to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your New Haven to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from New Haven to Chicago Midway Airport?

    Flights from New Haven to Chicago Midway Airport usually depart from Tweed-New Haven (HVN) and arrive at Chicago Midway (MDW).

  • What popular places can I visit in Chicago Midway Airport?

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

  • Do I need a passport to fly from New Haven to Chicago Midway Airport?

    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.

  • Have flight prices from New Haven to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $742 to $1,058. That means the highest observed fare was about 42% higher than the lowest one.

  • What is the time difference between New Haven and Chicago Midway Airport?

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

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

Your guide to booking New Haven to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from New Haven to Chicago

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