Cheap Flights from New Haven (HVN) to Chicago (ORD)

Popular airlines from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago O'Hare International Airport (ORD)

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Frequently asked questions

Which airlines fly direct from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
Enter HVN to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveller to traveller. If you like to fly early, XP offers early morning flights. If price is the most important factor, XP typically offers the lowest fares. XP offers the most daily flights from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
There is approximately 1 nonstop flight per day from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.). This gives you a convenient direct option for your journey.
What is the earliest flight from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) typically departs at approximately 1:45 PM local time, operated by Avelo Airlines. This is a seasonal service active in June, July, and August. An early departure like this can help maximise your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
For flights from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.), you'll typically find the most flights on a Monday, with around 1 flight available. Flight schedules are consistent throughout the week, so you have a good selection of options no matter which day you choose. The airline XP offers service on this route.
What are the most popular departure times for flights from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) are in the afternoon, from 3pm to 6pm. About 100% of passengers prefer this time. This timing works well because it allows you to have a productive morning before heading to the airport, and you'll arrive in Chicago in the evening.
How long does it take to fly from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
Flying nonstop from HVN to ORD takes around 3 hours, with the route covering approximately 776 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for HVN to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Tweed - New Haven Regional (HVN)?
If you're planning to travel to Chicago from Tweed - New Haven Regional (HVN), you can fly typically into O'Hare Intl. (ORD) Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your New Haven, CT (HVN-Tweed - New Haven Regional) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Tweed - New Haven Regional
Destination airport
O'Hare Intl.
Distance
1241 km
Average flight time
2 hours 53 mins

Book with confidence

Compare flights from New Haven to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from New Haven to Chicago. Operating between them flights per day, airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Tweed - New Haven Regional to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Tweed - New Haven Regional (HVN) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from New Haven to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Tweed - New Haven Regional to O'Hare Intl. start at just and range up to .  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near New Haven and Chicago
  • booking your flight during , the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your New Haven to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Tweed - New Haven Regional to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from New Haven to Chicago easily and book with confidence

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