Flights from New Haven to Chicago from $173

HVN

New Haven

One-way

CHI

Chicago

Flights from

$173

Compare 1 options across 1 airline

Updated 1 month ago

$173

Cheapest Flight

$173

Average Price

Direct Flights

Airlines

Compare All HVN to CHI Flights

Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.

1 of 1 flight

Airline	Schedule	Stops	Duration	Price
XP XP · 421	Schedule on partner site	Direct	—	$173 Best	Book →

Airport Information

Key details about departure and arrival airports for this route

HVN

Tweed New Haven Airport

City: New Haven
Country: US
Type: Medium Airport
Elevation: 12 ft

HVN Airport Guide →

Tips for New Haven to Chicago Flights

Save money and travel smarter with these route-specific tips

📅 When to Book

Book HVN–CHI flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.

💰 Price Trends

The average fare is $173, but prices as low as $173 are available.

✈ Direct vs Connecting

1 direct flight(s) available on this route . Direct flights save you 2–5 hours of travel time.

📍 Flexible Dates

Flying midweek (Tuesday–Thursday) on HVN–CHI is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.

Frequently Asked Questions

Everything you need to know about flying HVN to CHI

What is the cheapest flight from New Haven to Chicago?

The cheapest flight from New Haven (HVN) to Chicago (CHI) currently starts at $173 with XP. Prices are updated regularly and may vary by date and availability.

How many airlines fly from HVN to CHI?

We found 1 airline(s) operating on the HVN–CHI route, including XP.

Are there direct flights from New Haven to Chicago?

Yes, there are 1 direct flight(s) available from HVN to CHI, with prices starting at $173.

What is the average flight price on this route?

The average flight price from New Haven to Chicago is approximately $173. Prices range from $173 to $173 depending on airline, time, and class.

What is the baggage allowance on HVN–CHI flights?

Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.

From $173

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