Title: Cheap Flights from Chicago (MDW) to New Haven (HVN) - Expedia.ca ![New Haven city downtown skyline cityscape of Connecticut in autumn](https://images.trvl-media.com/place/180036/f3a3c571-2a58-459a-9e9c-0bdede84b1de.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/180036/f3a3c571-2a58-459a-9e9c-0bdede84b1de.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Chicago (MDW) to New Haven (HVN) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Chicago Midway Airport (MDW) to New Haven, CT (HVN-Tweed - New Haven Regional) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:mdw,to:hvn,departure:31/10/2025TANYT&leg2=from:hvn,to:mdw,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:mdw,to:hvn,departure:31/10/2025TANYT&leg2=from:hvn,to:mdw,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![Flair Airlines](https://a.travel-assets.com/air/airlines/f8_sq.svg) Flair Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:mdw,to:hvn,departure:31/10/2025TANYT&leg2=from:hvn,to:mdw,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F8"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:mdw,to:hvn,departure:31/10/2025TANYT&leg2=from:hvn,to:mdw,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:mdw,to:hvn,departure:31/10/2025TANYT&leg2=from:hvn,to:mdw,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:mdw,to:hvn,departure:31/10/2025TANYT&leg2=from:hvn,to:mdw,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Porter Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_PD.svg) Porter Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:mdw,to:hvn,departure:31/10/2025TANYT&leg2=from:hvn,to:mdw,departure:07/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Frequently asked questions ### How much is a flight from Midway Intl. Airport (MDW) to HVN? > The lowest price advertised for a round-trip flight from MDW to Tweed - New Haven Regional Airport is . But you better act soon. This figure is taken from fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from MDW to Tweed - New Haven Regional Airport? > Most flights can be conveniently cancelled online, but whether you incur a fee differs between airlines. If you do need to cancel your break, follow the instructions in the [Customer Service Portal](https://www.expedia.ca/helpcenter). ### How do I find cheap flights from Midway Intl. Airport (MDW) to HVN that have flexible change policies? > Plenty of airlines will allow you to reschedule your flight at no extra charge. All you pay is the difference in the ticket price. When looking for MDW to Tweed - New Haven Regional Airport (HVN) flights, you'll find a "No change fees" filter for you to pick. ### How far is the flight from Midway Intl. Airport (MDW) to Tweed - New Haven Regional Airport? > A flight distance of just 1,250 kilometres separates Chicago and East Haven. Once you're in the air, you won't get a chance to do much more than read the in-flight magazine. ### Which airlines fly direct from Chicago Airport to Tweed - New Haven Regional Airport (HVN)? > If you're eager to fly directly from Midway Intl. Airport (MDW) to HVN, Avelo Airlines (XP) is a great option. It operates 0 flights every month between Chicago and East Haven. ### Are Midway Intl. Airport (MDW) to Tweed - New Haven Regional Airport (HVN) flight tickets cheaper when they're purchased at the last minute? > Last-minute planners can occasionally nab a bargain, with some of the cheapest airfares from MDW to Tweed - New Haven Regional Airport appearing a few weeks before the date of departure. If you'd rather book ahead of time, Expedia compares and updates the best flight deals continually — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines quote prices so far in advance. ## Travel information | Origin airport | Midway Intl. | | --- | --- | | Destination airport | Tweed - New Haven Regional | | Distance | 1228 km | ## Book with confidence ### Chicago to East Haven Flights **The easy way to book your flights from Chicago to New Haven**  With Expedia, it’s simple to find and book flights to New Haven from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to Tweed - New Haven Regional, too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to New Haven today, tomorrow, or this week.   **Save dollars with cheap flights from Midway Intl., MDW to Tweed - New Haven Regional, HVN**  Sort your search results by price to find great deals on your flight from Chicago to New Haven—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to New Haven from Chicago currently is just rising to .   Here are more money-saving tips:  - Fly in when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to New Haven   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to New Haven from Chicago**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. 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