$24 Cheap flight deals from Chicago (CHI) to Montclair (NYC)

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This Weekend's Flight Deals from Chicago to Montclair

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Nov 16 - Thu, Nov 20
MDW
Midway Intl.
EWR
Newark Liberty Intl. Airport
$146 Roundtrip, just found
$146
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Nov 16 from Midway Intl. to Newark Liberty Intl. Airport, returning Thu, Nov 20, priced at $146 just found
Sun, Nov 16 - Thu, Nov 20
ORD
O'Hare Intl.
EWR
Newark Liberty Intl. Airport
$164 Roundtrip, just found
$164
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Nov 16 from O'Hare Intl. to Newark Liberty Intl. Airport, returning Thu, Nov 20, priced at $164 just found
Sat, Nov 15 - Wed, Nov 19
MDW
Midway Intl.
JFK
John F. Kennedy Intl.
$230 Roundtrip, found 16 hours ago
$230
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Nov 15 from Midway Intl. to John F. Kennedy Intl., returning Wed, Nov 19, priced at $230 found 16 hours ago
Sun, Nov 16 - Thu, Nov 20
ORD
O'Hare Intl.
LGA
LaGuardia
$234 Roundtrip, just found
$234
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Nov 16 from O'Hare Intl. to LaGuardia, returning Thu, Nov 20, priced at $234 just found

Airfares from $24 One Way, $48 Round Trip from Chicago to Montclair

Prices starting at $48 for return flights and $24 for one-way flights to Montclair were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jan 13 - Thu, Jan 15
MDW
Chicago
EWR
New York
$48 Roundtrip, just found
$48
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jan 13 from Chicago to New York, returning Thu, Jan 15, priced at $48 just found
Sat, Jan 31 - Mon, Feb 2
ORD
Chicago
EWR
New York
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 31 from Chicago to New York, returning Mon, Feb 2, priced at $86 just found
Mon, Nov 24 - Tue, Dec 2
ORD
Chicago
LGA
New York
$87 Roundtrip, found 8 hours ago
$87
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Mon, Nov 24 from Chicago to New York, returning Tue, Dec 2, priced at $87 found 8 hours ago
Sat, Jan 31 - Mon, Feb 2
MDW
Chicago
LGA
New York
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jan 31 from Chicago to New York, returning Mon, Feb 2, priced at $120 just found
Thu, Jan 29 - Thu, Feb 5
MDW
Chicago
JFK
New York
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 29 from Chicago to New York, returning Thu, Feb 5, priced at $120 just found

Montclair economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Parsippany Hotel
4.0-star property

Sheraton Parsippany Hotel

8/10 Very Good! (1,007 reviews)

Dec 17 - Dec 21

4 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Coach

Newark Liberty Intl. Airport (EWR) to Chicago (CHI)

Spirit Airlines • Coach
Price was $518, price is now $374 per person
$374
per person
found 20 hours ago
The hotel is outdated. Exterior is amazing, interior however needs an update. Shower did not work properly, rug look like it belonged in a 48hr episode and ironing board was broken. The staff however were friendly and pleasant. I would not stay there again for that price.

Reviewed on Aug 3, 2025

The George
4.0-star property

The George

9.4/10 Exceptional! (437 reviews)

Dec 17 - Dec 21

4 night stay

Chicago (CHI) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Coach

Newark Liberty Intl. Airport (EWR) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,027, price is now $764 per person
$764
per person
found 20 hours ago
Beautiful little hotel. Highly recommended.

Reviewed on Aug 25, 2025

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More About Flying To Montclair from Chicago

Route Information for Flights from Chicago to Montclair

Origin Airport IATA Code
CHI
Destination Airport IATA Code
NYC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Montclair

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.