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$115+ Cheap flights from New Haven (HVN) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — CHI
Oct 15 — Oct 221
From?
To?
Tue 10/15
Tue 10/22
1 adult, Economy
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Cheap flight deals from New Haven to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from New Haven (HVN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 10, 2024.

Popular in

October

Cheapest in

March

Round-trip from

$264
(eDestinos)

One-way from

$115
(eDestinos)
High demand for flights, 30% potential price rise
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Best time to find cheap flights, 66% potential price drop
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From Tweed-New Haven to Chicago (CHI)
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One-way flight from Tweed-New Haven to Chicago (CHI)
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Cheap New Haven to Chicago flights in October & November 2024

Find cheap flight options from New Haven to Chicago specifically for the months of October and November 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,713,696 searches. Prices were last updated on October 10, 2024.
This eDestinos deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/282:50 pmHVN - ORD
1 stop24h 47mMultiple Airlines
Tue 11/125:00 amORD - HVN
1 stop8h 55mMultiple Airlines
Deal found 10/9$264

New Haven to Chicago 2024 flight deals

Discover exclusive flight deals for travel between New Haven and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,713,696 searches. Data last updated October 10, 2024.
This eDestinos deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/282:50 pmHVN - ORD
1 stop24h 47mMultiple Airlines
Tue 11/125:00 amORD - HVN
1 stop8h 55mMultiple Airlines
Deal found 10/9$264

New Haven to Chicago flights leaving soon

Find last-minute flight options from New Haven to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,713,696 searches. Data last updated October 10, 2024.
This Mytrip deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/208:55 pmHVN - ORD
3 stops27h 44mMultiple Airlines
Thu 10/245:00 amORD - HVN
1 stop9h 38mMultiple Airlines
Deal found 10/10$482

One-way flights to Chicago from New Haven

Search for one-way flight options from New Haven to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,713,696 searches. Data last updated October 10, 2024.
This eDestinos deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/282:50 pmHVN - ORD
1 stop24h 47mMultiple Airlines
Deal found 10/9$115

Find flights from New Haven to Chicago within your budget

Customize your flight search to find flights from New Haven to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,713,696 searches. Data last updated October 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$264 - $264

Route

Depart

Return

Price

Tweed-New HavenChicago O'Hare Intl

HVN - ORD

HVNORD

Tweed-New Haven

Mon 10/28

1 stop24h 47m

Chicago O'Hare Intl

Tue 11/12

1 stop8h 55m

$264

Flights are sorted by cheapest first

Deals found on 10/9

Best time to book a flight from New Haven to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from New Haven with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from New Haven to Chicago

Get recent, data-driven insights about flights from New Haven to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from New Haven to Chicago?

Currently, September is the cheapest month in which you can book a flight from New Haven to Chicago (average of $232). Flying from New Haven to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HVN to CHI?

Find hourly flight availability from New Haven to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 10, 2024.

It’s typically best to fly out from New Haven to Chicago in the afternoon. Doing so could potentially save you 37% on the flight price compared to flying in the evening, which is usually more expensive.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Related info for your journey

Find useful and relevant information for your journey from New Haven to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from New Haven to Chicago?

    For a flight from New Haven to Chicago, you will be flying from Tweed-New Haven. Tweed-New Haven (HVN) is just 3.6 mi from the center of the city. Tweed-New Haven is the only New Haven airport and it handles 0 outbound flights to Chicago per day. 1 airline has flights to Chicago from Tweed-New Haven on a regular basis.

  • Can I find flights from New Haven to Chicago for under $300 on Cheapflights?

    Yes, there are multiple flights from New Haven to Chicago for under $300. The cheapest flight booked recently is on Multiple Airlines for just $264, but on average you can expect to pay $264.

  • Are there last-minute flights available from New Haven to Chicago for under $500?

    There are currently 1+ open flights from New Haven to Chicago within the next 7 days for less than $500.

  • What does HVN to ORD mean?

    Great question - HVN to ORD just means Tweed-New Haven Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from New Haven to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your New Haven to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from New Haven to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter New Haven to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from New Haven to Chicago that include hotel bookings?

    Yes. In addition to deals on New Haven to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New Haven to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Haven to Chicago.

  • Can I find deals for business class flights from New Haven to Chicago?

    Yes. Cheapflights offers flight deals from New Haven to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from New Haven to Chicago that allow pets onboard?

    Many airlines flying from New Haven to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from New Haven to Chicago?

    Yes, you can often find last-minute deals on New Haven to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the New Haven to Chicago flight deals updated?

    The New Haven to Chicago flight deals you see on this page were last updated on 10/9.

  • What is the cheapest month to book a flight from New Haven to Chicago?

    Currently, September is the cheapest month in which you can book a flight from New Haven to Chicago (average of $232). Flying from New Haven to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for New Haven to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from New Haven to Chicago

Discover the top airline that operate flights from New Haven to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,713,696 searches. Data last updated October 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
Avelo AirlinesCheapest$117Average$314FlexibilityNo cancel feeOn-timeN/A
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