Cheap flights from New Haven (HVN) to Midway (MDW)

HVN — MDW
Feb 6 — Feb 131

How far in advance should I book a flight from New Haven to Chicago Midway Airport?

Travelers have found it’s best to book a flight 29 days in advance to save up to 28% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 29 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New Haven to Chicago Midway Airport 1-2 weeks in advance for as low as $273, or $329 for flights within the next 24 hours.

What is the cheapest month to fly from New Haven to Chicago Midway Airport?

February is one of the best times of the year to fly to Chicago Midway Airport from New Haven. Prices for February average $259 per person but you can even find prices for as low as $117. The most expensive prices can be found in the month of June. Opting for a February flight can save you 15% on your journey compared to booking in June

When is the cheapest time to fly from New Haven to Chicago Midway Airport (HVN - MDW)?

When flying from New Haven to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Useful info, stats and facts about New Haven to Midway flights.

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

Most people fly from Tweed-New Haven (HVN) if they book a flight from New Haven to Chicago Midway. On average, Tweed-New Haven has 0 outbound flights to Chicago Midway per day from 2 airlines. Tweed-New Haven is conveniently located just 3.6 mi from New Haven’s city center.

What are the most popular airlines that fly from New Haven to Chicago Midway Airport?

Linear Air Taxi, United Airlines and Avelo Airlines are the most popular airlines when flying from New Haven to Chicago Midway Airport.

Alternative routes for New Haven to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from New Haven to Midway

The chart below displays the airlines Cheapflights users traveling from New Haven to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Avelo AirlinesCheapest$120Average$245FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Avelo Airlines flights
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