Cheap Flights from New Haven to Chicago Midway

Compare New Haven to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from New Haven to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from New Haven to Chicago Midway? Find the lowest prices on one-way and return tickets right here.

Direct flights from New Haven to Chicago Midway

New Haven to Chicago Midway: Alternative routes

Compare routes from New Haven to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

New Haven to Chicago: Flight information

The things to know before you go.
Average flight time2 hrs, 27 mins
Most popular airlineAvelo Airlines
Average flights per week3

Finding cheap flights from New Haven to Chicago Midway: Frequently asked questions

2 hours and 27 minutes is the average flight time from New Haven to Chicago Midway.
Avelo Airlines flies direct from New Haven to Chicago Midway.
As of October 2024, there are 3 flights per week flying from New Haven to Chicago Midway.
The cheapest month to fly from New Haven to Chicago Midway is usually October 2024.
Yes – the average flight time is 2 hours and 27 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

How to find cheap flights to Chicago Midway from New Haven

Looking for cheap tickets from New Haven to Chicago Midway? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from New Haven to Chicago Midway. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to Chicago Midway from New Haven from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
  • Flex your dates to find the best New Haven-Chicago Midway ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago Midway from New Haven.
  • Set up a Price Alert. You can easily track the fare of your cheap New Haven-Chicago Midway flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between New Haven and Chicago Midway? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business class flights from New Haven and Chicago Midway. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago Midway, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for New Haven to Chicago Midway flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.
  • Combine your flight to Chicago Midway from New Haven with hotels and car hire

    Once you've secured your cheap flight ticket from New Haven to Chicago Midway, discover the best prices and exclusive rates for hotels in Chicago Midway or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


Prices shown on this page are estimated lowest prices only. Found in the last 45 days.