Cheap flights from Newburgh to Chicago

One-way fares from $125 · SWF → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Newburgh
Cheapest fare
$125

Allegiant Air · Sun, Nov 22

Cheapest month
November

from $125

Direct flights
Not recently

Usually 1+ stop

Quickest trip
6h 41m

1,120 km

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Cheapest month to fly from Newburgh to Chicago

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

  1. November 2026 Cheapest $125
  2. December 2026 $152
  3. January 2027 $396
  4. February 2027 $252
  5. March 2027 $168
  6. April 2027 $390

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About flights from Newburgh to Chicago

Newburgh (SWF) and Chicago (CHI) 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 6h 41m. Over the next few months, one-way fares start from $125, and November 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 Newburgh to Chicago?

The cheapest one-way fare we've seen recently is $125 with Allegiant Air, departing Sunday, November 22, 2026. Over the coming months, the lowest fare in each month ranges from $125 to $396.

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

November 2026 currently has the lowest fares, from $125 one way.

Are there direct flights from Newburgh to Chicago?

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

How long is the flight from Newburgh to Chicago?

The quickest journey we've seen takes about 6h 41m. Newburgh and Chicago are around 1,120 km apart.

Which airlines fly from Newburgh to Chicago?

Recent fares on this route were with Allegiant Air.

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