Cheap flights from Chicago to Newburgh

One-way fares from $144 · CHI → SWF · prices found by travellers in the last 48 hours

Compare all dates Newburgh → Chicago
Cheapest fare
$144

Frontier Airlines · Thu, Dec 3

Cheapest month
December

from $144

Direct flights
Not recently

Usually 1+ stop

Quickest trip
5h 32m

1,120 km

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Cheapest month to fly from Chicago to Newburgh

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $186
  2. December 2026 Cheapest $144
  3. March 2027 $203
  4. July 2027 $612
  5. August 2027 $892

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Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

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Getting around

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About flights from Chicago to Newburgh

Chicago (CHI) and Newburgh (SWF) are about 1,120 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 5h 32m. Over the next few months, one-way fares start from $144, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Newburgh?

The cheapest one-way fare we've seen recently is $144 with Frontier Airlines, departing Thursday, December 3, 2026. Over the coming months, the lowest fare in each month ranges from $144 to $892.

What is the cheapest month to fly from Chicago to Newburgh?

December 2026 currently has the lowest fares, from $144 one way.

Are there direct flights from Chicago to Newburgh?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Chicago to Newburgh?

The quickest journey we've seen takes about 5h 32m. Chicago and Newburgh are around 1,120 km apart.

Which airlines fly from Chicago to Newburgh?

Recent fares on this route were with Allegiant Air, Frontier Airlines, Air Canada and jetBlue.

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