Chicago to New Haven flight

Flights from Chicago to New Haven start at €142.33 and take 5h 22m at their fastest.

ChicagoChicagoNew HavenNew Haven

The Flights from Chicago to New Haven starts at €142.33 and takes 5h 22m door to door, run by 1 operator over 1,261 km, with around 4 departures a day. Fares bottom out about 45 days before departure.

Checked September 11, 2026Priced for September 28, 2026One passenger, all fees included

  • 5h 22mDoor to door
  • 2h 12mMoving
  • €142.33From
  • 310.2 kgCO2
Real services

The cheapest and the fastest on September 28, 2026

Two journeys we can sell today, with the service number each operator files them under.

Cheapest€101.62
  1. American Airlines AA828307:301h 42m09:12Chicago MDWSyracuse SYR
  2. Amtrak Vermonter AV511910:565h 6m16:02Centro Transit HubNew Haven bus station

Changes at Syracuse, with 104 minutes between services and a walk of about 14 minutes.

Door to door 10h 29mCO2 251.5 kgChanges 1Fixed, no changes

Fastest€116.37
  1. Avelo Airlines AA997306:502h 12m09:02Chicago ORDNew Haven HVN

Door to door 5h 22mCO2 310.2 kgChanges 0Fixed, no changes

Carriers

Airlines

Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.

Every operator we sell on this corridor. Speed is the carrier's own typical cruising speed, not the average over this route.
OperatorFromFastestTypical speedFlexibilityOn board
Avelo Airlines€116.375h 10m740 km/hFixed fareNot published
  • Avelo Airlines

The trip ends at New Haven State Street station. Everything past the gates belongs to somebody else, the rooms included.

A hotel room

A room in New Haven for the night the flight gets in

Filter by neighborhood and by nightly price, and the map tells you what is a walk and what is a cab.

Partner links. We do not sell accommodation. We earn a commission when a booking completes, and it never changes what you pay.

Booking window

When to book Chicago to New Haven

The same search run across the whole booking window, so the shape of the curve is visible rather than described.

  1. €117.3390 days
  2. €82.1360 days
  3. €78.2845 days
  4. €95.3330 days
  5. €118.7321 days
  6. €162.4314 days
  7. €172.337 days
  8. €184.433 days
  9. €253.731 days
Cheapest lead time
Fares bottom out around 45 days ahead, at €78.28.
How much it moves
The gap between the cheapest and most expensive lead time is 224 percent. The most expensive point is €253.73, 1 days out.
What that means
Today sits inside the cheap window, which closes about 45 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Day of the week

Which departure day costs least

Median cheapest fare for each weekday, taken across the next three weeks of real prices.

  1. €149.41Sun
  2. €128.33Mon
  3. €113.48Tue
  4. €143.18Wed
  5. €159.13Thu
  6. €162.43Fri
  7. €139.88Sat
Terminals

Where you leave from and where you arrive

The stations, airports and ports each mode on this corridor actually uses.

Chicago

Air
  • ORD
  • MDW

New Haven

Air
  • HVN
The journey

What the journey actually looks like

Direct or connecting, how far the route really runs, and what happens when a connection is missed.

Direct or connecting
20% of the services we sell on this corridor run through without a change. The remaining 80% involve one connection.
How far it really runs
The route covers 1,261 km against 1,225 km in a straight line, a detour of 3 percent. Track and road geometry account for the difference.
Where the change is
Connections are made at New York City, Hartford, Detroit, Syracuse. The gap between arriving and leaving is 55 minutes, of which about 14 is walking.
If the connection is missed
The tightest connection we sell here has a 17 percent chance of not being made on the timetable alone. Part of this journey is a self transfer between separate tickets, so leave more time than the minimum and expect to check in again.
First and last departure
The first service of the day leaves Chicago at 06:50 and the last at 07:30, across 4 departures. The return direction keeps its own timetable, so the times back are not these times reversed.

Questions about Chicago to New Haven

The questions people actually ask about this trip, answered from the same prices and times the page above is built on rather than written once and left to go stale.

How long does the Flight from Chicago to New Haven take?

The Flight from Chicago to New Haven takes 5h 22m door to door, of which 2h 12m is spent moving. The route runs 1,261 km. The difference between the two times is reaching the terminal and leaving it at the far end, which every time on this page includes.

How much does the Flight from Chicago to New Haven cost?

The Flight from Chicago to New Haven starts at €142.33 for one passenger, checked on September 28, 2026. A typical fare is €117.25. Both are the total including taxes, supplier fees and our service fee, so the price here is the price at checkout.

Who runs the Flight from Chicago to New Haven?

1 operators run the Flight from Chicago to New Haven: Avelo Airlines. Between them they file around 4 departures a day. The operator table on this page compares them on fare, journey time, cruising speed, fare conditions and what is provided on board.

Which terminal does the Flight from Chicago to New Haven use?

The Flight from Chicago to New Haven leaves from Chicago ORD and arrives at New Haven HVN. Allow about 3h 10m for reaching the departure terminal and leaving the arrival one. That time is already inside every door to door figure quoted on this page.

When should I book the Flight from Chicago to New Haven?

Fares for the Flight from Chicago to New Haven bottom out around 45 days ahead, at €78.28. The gap between the cheapest and most expensive lead time across the window is 224 percent, measured on September 28, 2026. Booking inside the final week has consistently cost more.

How much CO2 does the Flight from Chicago to New Haven produce?

The Flight from Chicago to New Haven produces about 310.2 kg of CO2 per passenger over 1261 km, which works out at roughly 246 grams per passenger kilometer. That figure is for the whole journey and for one traveler, not for the vehicle.

Where these numbers come from

Observed service A carrier record shows this named operator serving this named pair, and we carry that through unchanged.

Schedules, seat counts and fares are generated by our own model until the supplier contracts are signed. Places, coordinates, operators, which operator serves which pair, and every distance are real. We would rather say that on every page than let a modeled number pass for a filed one.

Defined in full at Door to door, Fares, The booking window, Carbon

On this page
Every figure above was computed for Chicago to New Haven on September 11, 2026: 1261 km of route against 1225 km in a straight line, 4 services a day, 1 operators, a cheapest fare of €142.33, and 5h 22m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.

Related journeys

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