Cheap Flights from New Haven to Chicago
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Find New Haven to Chicago flights starting at CAD 91.
We've found these cheap flights for you. You can book one-way or return flight tickets.
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One way
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HVN 16:1518h 9m1 stopsMDW 09:24New Haven - Chicago | Wed, Apr 2 | Avelo Airlines
MDW 12:588h 36m1 stopsHVN 22:34Chicago - New Haven | Sat, Apr 5 | Frontier AirlinesCAD 281 CAD 51445% OFF45% OFFCAD 514 CAD 281 -
HVN 06:4515h 48m1 stopsMDW 21:33New Haven - Chicago | Wed, Apr 9 | Avelo Airlines
MDW 08:4613h 4m1 stopsHVN 22:50Chicago - New Haven | Fri, Apr 11 | Frontier AirlinesCAD 324 CAD 51437% OFF37% OFFCAD 514 CAD 324
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HVN 08:1516h 17m1 stopsORD 23:32New Haven - Chicago | Mon, May 5 | Avelo Airlines
MDW 13:198h 20m1 stopsHVN 22:39Chicago - New Haven | Thu, May 8 | Frontier AirlinesCAD 332 CAD 51435% OFF35% OFFCAD 514 CAD 332
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HVN 08:158h 51m1 stopsORD 16:06New Haven - Chicago | Sat, May 3 | Avelo Airlines
ORD 06:3013h 14m1 stopsHVN 20:44Chicago - New Haven | Mon, May 5 | Frontier AirlinesCAD 33734% OFFCAD 514 CAD 337
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HVN 08:4511h 39m1 stopsORD 19:24New Haven - Chicago | Sun, Mar 23 | Avelo Airlines
MDW 15:5820h 11m1 stopsHVN 13:09Chicago - New Haven | Sun, Mar 30 | Frontier AirlinesCAD 35730% OFFCAD 514 CAD 357
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HVN 07:3016h 36m1 stopsMDW 23:06New Haven - Chicago | Sun, Mar 16 | Avelo Airlines
MDW 17:5818h 31m1 stopsHVN 13:29Chicago - New Haven | Wed, Mar 19 | Frontier AirlinesCAD 36328% OFFCAD 514 CAD 363
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HVN 07:0017h 50m1 stopsMDW 23:50New Haven - Chicago | Fri, Apr 4 | Avelo Airlines
MDW 17:0918h 30m1 stopsHVN 12:39Chicago - New Haven | Sun, Apr 6 | Frontier AirlinesCAD 37627% OFFCAD 514 CAD 376
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HVN 08:5025h 34m1 stopsMDW 09:24New Haven - Chicago | Sat, Apr 5 | Avelo Airlines
MDW 12:468h 48m1 stopsHVN 22:34Chicago - New Haven | Wed, Apr 9 | Frontier AirlinesCAD 37627% OFFCAD 514 CAD 376
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HVN 08:0015h 6m1 stopsMDW 22:06New Haven - Chicago | Thu, Mar 27 | Avelo Airlines
MDW 14:2323h 27m1 stopsHVN 14:50Chicago - New Haven | Wed, Apr 2 | Frontier AirlinesCAD 37926% OFFCAD 514 CAD 379
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HVN 07:3010h 53m1 stopsORD 17:23New Haven - Chicago | Thu, Apr 3 | Avelo Airlines
MDW 12:468h 48m1 stopsHVN 22:34Chicago - New Haven | Wed, Apr 9 | Frontier AirlinesCAD 38026% OFFCAD 514 CAD 380
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HVN 13:0017h 25m1 stopsCHI Invalid DateNew Haven - Chicago | Sun, Mar 9 | Normal Airline
CHI 15:006hNonstopHVN 16:00Chicago - New Haven | Tue, Mar 11 | Normal AirlineFind More FlightsFind More Flights
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HVN 16:1422h 48m1 stopsORD 14:02New Haven - Chicago | Tue, Mar 11 | Avelo AirlinesCAD 91 CAD 20054% OFF54% OFFCAD 200 CAD 91
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HVN 08:4516h 42m1 stopsORD 00:27New Haven - Chicago | Wed, Mar 12 | Avelo AirlinesCAD 99 CAD 20051% OFF51% OFFCAD 200 CAD 99
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HVN 16:0027h 54m1 stopsORD 18:54New Haven - Chicago | Mon, Mar 10 | Avelo AirlinesCAD 105 CAD 20047% OFF47% OFFCAD 200 CAD 105
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HVN 09:2016h 7m1 stopsORD 00:27New Haven - Chicago | Wed, Mar 26 | Avelo AirlinesCAD 12438% OFFCAD 200 CAD 124
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HVN 09:2016h 7m1 stopsORD 00:27New Haven - Chicago | Wed, Mar 19 | Avelo AirlinesCAD 12438% OFFCAD 200 CAD 124
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HVN 08:0028h 34m1 stopsMDW 11:34New Haven - Chicago | Sun, Mar 9 | Avelo AirlinesCAD 12637% OFFCAD 200 CAD 126
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HVN 07:3017h 9m1 stopsMDW 23:39New Haven - Chicago | Thu, May 1 | Avelo AirlinesCAD 13931% OFFCAD 200 CAD 139
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HVN 07:3015h 36m1 stopsMDW 22:06New Haven - Chicago | Thu, Mar 20 | Avelo AirlinesCAD 14128% OFFCAD 200 CAD 141
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HVN 07:0517h 53m1 stopsMDW 23:58New Haven - Chicago | Mon, Mar 24 | Avelo AirlinesCAD 14228% OFFCAD 200 CAD 142
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HVN 14:558h 45m1 stopsMDW 22:40New Haven - Chicago | Sat, Mar 15 | Avelo AirlinesCAD 14826% OFFCAD 200 CAD 148
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HVN 13:0017h 25m1 stopsCHI Invalid DateNew Haven - Chicago | Sun, Mar 9 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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FAQ
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When are flight tickets from New Haven (HVN) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from New Haven to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much are flights from New Haven (HVN) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around CAD 274. -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
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What's the most popular airline for direct flights from New Haven (HVN) to Chicago (CHI)?
Avelo Airlines operates 1 direct flights from New Haven (HVN) to Chicago (CHI). -
How many airports in Chicago (CHI)?
There are 3 airport(s) in Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from New Haven to Chicago
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Flight Information for New Haven to Chicago Flights
| Cheapest direct flight price | CAD 91 |
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| Off-season travel month | January |
| Peak season for travel | May |
| Flight distance | 1,227.64km |
| Popular airline | Avelo Airlines |