On this page, you can book flights for the New Haven — Chicago route. The distance between the cities is 1,226 km, and flights are operated approximately once a week.
Flights are operated by airline XP. Keep in mind that fares are dynamic, so use the low-fare calendar and price trend chart to find the best deals. Information on how to get to the airports in New Haven and Chicago is also available on this page.
Below is a calendar of the lowest flight ticket prices for New Haven — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 210 in F, and the most expensive are around AED 404 in y. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
New Haven → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 945 | low | May | AED 1,063 | medium | Sep | AED 1,063 | medium |
| Feb | AED 921 | low | Jun | AED 1,157 | high | Oct | AED 1,039 | medium |
| Mar | AED 1,016 | medium | Jul | AED 1,228 | high | Nov | AED 1,110 | high |
| Apr | AED 1,039 | medium | Aug | AED 1,181 | high | Dec | AED 1,205 | high |
Some values are estimated based on seasonality.
The climate in Chicago is characterized by warm summers and cool winters: the hottest month is July with an average temperature of 26.5°C, while the coldest is January, when the thermometer drops to -5°C. The highest rainfall occurs in May, reaching 126 mm.
The most budget-friendly month to fly is September, with ticket prices starting AED 210. At the peak of the summer season in July, prices reach their maximum, starting AED 404.
September is the optimal time for a trip, as it combines comfortable weather with the lowest fares. It is recommended to avoid May due to the high probability of frequent rain.
Only one airline, XP, operates regular flights on this route. The carrier offers direct flights connecting New Haven with Illinois' major transportation hub. A detailed schedule, departure times, and aircraft type information are provided in the list below.
Flights New Haven — Chicago depart from New Haven Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
A direct flight covering 1,226 km takes on average 1 hour 30 minutes to 1 hour 45 minutes.
The main carrier operating flights between New Haven and Chicago is airline XP.
Yes, airline XP offers direct flights, though they operate with low frequency—about once a week.
Ticket prices change constantly based on the date and demand; you can always check the current minimum price in the low-fare calendar on this page.
Due to the limited number of flights, it is recommended to purchase your ticket as early as possible, ideally 1.5–2 months before your planned trip.
Where travelers fly most — pick a route and check prices
