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Lowest round trip fares by airline from Chicago and New York

Cheapest prices ($31 One Way, $70 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, May 30 - Tue, Jun 4
ORD
Chicago
LGA
New York
$70 Roundtrip, found 6 days ago
$70
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, May 30 from Chicago to New York, returning Tue, Jun 4, priced at $70 found 6 days ago
Tue, Jun 11 - Wed, Jun 12
ORD
Chicago
LGA
New York
$109 Roundtrip, found 3 days ago
$109
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jun 11 from Chicago to New York, returning Wed, Jun 12, priced at $109 found 3 days ago
Wed, Aug 21 - Sat, Sep 7
MDW
Chicago
LGA
New York
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Aug 21 from Chicago to New York, returning Sat, Sep 7, priced at $110 found 3 days ago
Wed, Jun 12 - Wed, Jun 19
ORD
Chicago
EWR
Newark
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Jun 12 from Chicago to Newark, returning Wed, Jun 19, priced at $119 found 3 days ago
Tue, Aug 6 - Tue, Aug 13
ORD
Chicago
JFK
New York
$127 Roundtrip, just found
$127
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Aug 6 from Chicago to New York, returning Tue, Aug 13, priced at $127 just found

Great Deals On Cheap Hotels in New York

Pod 51

Pod 51

3 out of 5
230 E 51st St, New York, NY
The price is $116 per night from May 27 to May 28
$116
per night
May 27 - May 28
Stay at this hotel in New York. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (1,328 reviews)
"Rooms can get stuffy and warm because there isn't air conditioning. Other than that it was great!"

Reviewed on May 16, 2024

Pod 51
Pod 39

Pod 39

3 out of 5
145 East 39th Street, New York, NY
The price is $134 per night from May 27 to May 28
$134
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in New York. Enjoy 2 bars/lounges, a rooftop terrace, and parking (surcharge). Our guests praise the bar and the ...
8.6/10 Excellent! (1,457 reviews)
"Pod39 is perfectly located for business trips as it is right across the street from my office. The young staff are energetic and helpful and in the case of this trip - went out of their way to get me a room for early check in. Rooms are as the describe - pods- spartan, small and well designed for ..."

Reviewed on May 19, 2024

Pod 39
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
The price is $250 per night from Jun 19 to Jun 20
$250
per night
Jun 19 - Jun 20
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (4,124 reviews)
"Staff were extremely helpful. Hotel is a bit dated, however, is a superb location if you want easy Subway/Rail and Bus options for exploring. Very close to Times Square, however, quiet considering. Lots of tourist and activities within walking distance. A good place to stay for seeing a Broadway ..."

Reviewed on May 22, 2024

Hotel St. James
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to New York

Origin
Chicago
Destination
New York
Number of Daily Flights
59
Earliest Flight Departure Date
May 30
Latest Flight Departure Date
May 30
Popular Airlines
American Airlines

Cheap flights from Chicago to New York

Whether you are visiting New York City for business or pleasure, you're going to love exploring and discovering all the exciting things to see and do. Getting around this large, metropolitan city is much easier with your own car. You'll find renting a car at John F. Kennedy International Airport (JFK) is both quick and easy. With a rental car, make your first stop Brighton Beach where you can shake off any jet lag and feel the sand under your toes.

Key Facts

New York City is one of the busiest cities in the world, but tucked away in between its streets and buildings is the iconic Central Park. This urban oasis consists of 778 acres of walking paths, lakes and outdoor enjoyment. You can start your visit to the park with a horse drawn carriage ride. For the youngest members of your group, there is the Central Park Zoo, a vintage carousel and boat rentals to keep you occupied.

Hints and Tips

Your flight from O'Hare International Airport (ORD) in Chicago to New York City will take less than three hours. You'll be arriving at one of the two airports in New York City. If you need to get to the other airport for a connecting flight, you'll find shuttles run between the two all the time.

Flights from Cities near Chicago

Flights to Cities near New York

Other Flights to New York

Other Flights from Chicago

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.