HVN - MDW

$188 Find Cheap Flights from New Haven to Chicago Midway Airport - Compare and Save

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Flight Deals

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

Wed, Dec 16 - Thu, Dec 17
Multiple Airlines Logo
7:30 am - 10:24 pmHVN  Tweed-New Haven-MDW Chicago Midway
15h 54m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:35 pm - 10:39 pmMDW  Chicago Midway-HVN Tweed-New Haven
25h 04m2 stops Orlando Raleigh-Durham
$324Multiple Airlines
Wed, Dec 16 - Thu, Dec 17
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2:13 pm - 10:24 pmHVN  Tweed-New Haven-MDW Chicago Midway
9h 11m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:35 pm - 10:39 pmMDW  Chicago Midway-HVN Tweed-New Haven
25h 04m2 stops Orlando Raleigh-Durham
$357Multiple Airlines
Fri, Nov 20 - Tue, Nov 24
Multiple Airlines Logo
6:44 pm - 7:47 pmHVN  Tweed-New Haven-MDW Chicago Midway
26h 03m2 stops Raleigh-Durham Orlando
Multiple Airlines Logo
8:42 pm - 4:55 pmMDW  Chicago Midway-HVN Tweed-New Haven
19h 13m1 stop Orlando
$392Multiple Airlines
Tue, Nov 10 - Wed, Nov 11
Multiple Airlines Logo
6:30 am - 5:47 pmHVN  Tweed-New Haven-MDW Chicago Midway
12h 17m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:08 am - 9:57 pmMDW  Chicago Midway-HVN Tweed-New Haven
14h 49m2 stops Atlanta Hartsfield-Jackson Orlando
$406Multiple Airlines
Sat, Nov 14 - Tue, Nov 17
Multiple Airlines Logo
11:15 am - 11:47 pmHVN  Tweed-New Haven-MDW Chicago Midway
13h 32m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:42 pm - 9:54 pmMDW  Chicago Midway-HVN Tweed-New Haven
26h 12m3 stops Atlanta Hartsfield-Jackson Orlando Raleigh-Durham
$415Multiple Airlines
Tue, Dec 1 - Thu, Dec 3
Multiple Airlines Logo
8:30 am - 11:33 amHVN  Tweed-New Haven-MDW Chicago Midway
28h 03m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:02 pm - 1:45 pmMDW  Chicago Midway-HVN Tweed-New Haven
19h 43m3 stops Atlanta Hartsfield-Jackson Tampa Raleigh-Durham
$418Multiple Airlines
Sun, Nov 15 - Thu, Nov 19
Multiple Airlines Logo
8:50 am - 11:47 pmHVN  Tweed-New Haven-MDW Chicago Midway
15h 57m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:08 am - 3:04 pmMDW  Chicago Midway-HVN Tweed-New Haven
7h 56m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
$419Multiple Airlines
Tue, Dec 1 - Thu, Dec 3
Multiple Airlines Logo
6:30 am - 11:33 amHVN  Tweed-New Haven-MDW Chicago Midway
6h 03m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:02 pm - 1:45 pmMDW  Chicago Midway-HVN Tweed-New Haven
19h 43m3 stops Atlanta Hartsfield-Jackson Tampa Raleigh-Durham
$420Multiple Airlines
Tue, Dec 1 - Thu, Dec 3
Multiple Airlines Logo
8:30 am - 11:33 amHVN  Tweed-New Haven-MDW Chicago Midway
28h 03m3 stops Fort Lauderdale Raleigh-Durham Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:02 pm - 1:45 pmMDW  Chicago Midway-HVN Tweed-New Haven
19h 43m3 stops Atlanta Hartsfield-Jackson Tampa Raleigh-Durham
$421Multiple Airlines
Fri, Dec 4 - Sun, Dec 6
Multiple Airlines Logo
9:37 am - 4:07 pmHVN  Tweed-New Haven-MDW Chicago Midway
7h 30m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
Multiple Airlines Logo
5:02 pm - 1:45 pmMDW  Chicago Midway-HVN Tweed-New Haven
19h 43m3 stops Atlanta Hartsfield-Jackson Tampa Raleigh-Durham
$423Multiple Airlines
Useful Info

Key details for New Haven to Chicago Midway Airport flights

Cheapest flight

$188
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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 showed a wide range, from about $324 to $772. That means the highest observed fare was about 2x higher than the lowest one.

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

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

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

  • 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 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 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 Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

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

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
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