Cheap flights from MDW to NYC (Midway Intl. to NYC-All Airports)

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Cheap Flights from MDW to NYC starting at $28 One Way, $63 Round Trip

Prices starting at $63 for return flights and $28 for one-way flights to NYC-All Airports were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Hotel Ideas near NYC-All Airports

Airport Hotels near NYC-All Airports

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
$209 nightly
The price is $243 total per night from Mar 29 to Mar 30
$243 total
Mar 29 - Mar 30
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.2/10 Very Good! (6,541 reviews)
Great stay!

Reviewed on Mar 16, 2026

Hyatt Grand Central New York
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
$199 nightly
The price is $232 total per night from Mar 22 to Mar 23
$232 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...
7.4/10 Good! (7,214 reviews)
Room was great!

Reviewed on Mar 16, 2026

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
$155 nightly
The price is $181 total per night from Mar 22 to Mar 23
$181 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the breakfast and the restaurant ...
8.6/10 Excellent! (5,291 reviews)
The building is a bit dated, my room looked a little drab but it was clean. The coffee machine is dirty, not sure how long it's been since someone washed it. Everything else was fine. Some bulbs needed changing and the TV cast option was a hit and miss.

Reviewed on Mar 16, 2026

Hotel Edison Times Square
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.

Hotels In New York

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
$209 nightly
The price is $243 total per night from Mar 29 to Mar 30
$243 total
Mar 29 - Mar 30
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.2/10 Very Good! (6,541 reviews)
Great stay!

Reviewed on Mar 16, 2026

Hyatt Grand Central New York
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave New York NY
$199 nightly
The price is $232 total per night from Mar 22 to Mar 23
$232 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...
7.4/10 Good! (7,214 reviews)
Room was great!

Reviewed on Mar 16, 2026

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St New York NY
$155 nightly
The price is $181 total per night from Mar 22 to Mar 23
$181 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, 2 restaurants, and room service. Our guests praise the breakfast and the restaurant ...
8.6/10 Excellent! (5,291 reviews)
The building is a bit dated, my room looked a little drab but it was clean. The coffee machine is dirty, not sure how long it's been since someone washed it. Everything else was fine. Some bulbs needed changing and the TV cast option was a hit and miss.

Reviewed on Mar 16, 2026

Hotel Edison Times Square
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.

New York Hotels With Airport Transportation

DoubleTree by Hilton New York LaGuardia Airport

DoubleTree by Hilton New York LaGuardia Airport

4 out of 5
104-04 Ditmars Blvd East Elmhurst NY
$134 nightly
The price is $158 total per night from Mar 29 to Mar 30
$158 total
Mar 29 - Mar 30
Total with taxes and fees
Stay at this hotel in East Elmhurst. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. ...
8.4/10 Very Good! (2,543 reviews)
The room was ready and clean and comfortable> Helpful and friendly staff. The problem was that there was not any hot water in the AM for a very long time. It was ice cold and had to run the faucet for 4 minutes until it became at least warm. Unfortunately, the room next door - 640 - had very noisy ...

Reviewed on Mar 16, 2026

DoubleTree by Hilton New York LaGuardia Airport
Best Western JFK Airport Hotel

Best Western JFK Airport Hotel

2.5 out of 5
14425 153rd Ln Jamaica NY
Book a stay at this business-friendly hotel in Jamaica. Enjoy free breakfast, free WiFi, and a free airport shuttle. Popular attractions Resorts World Casino ...
Best Western JFK Airport Hotel
Courtyard by Marriott New York JFK Airport

Courtyard by Marriott New York JFK Airport

3 out of 5
145-11 N Conduit Ave Jamaica NY
$222 nightly
The price is $258 total per night from Mar 26 to Mar 27
$258 total
Mar 26 - Mar 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Jamaica. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,326 reviews)
Smooth check in even in the middle of the night. The man working the front desk had a line out the door and he was still vey calm and in a good mood. The only bad thing is we booked this room to sleep during our 8 hour layover and we couldn’t get the light on the hall near our bathroom to turn off. ...

Reviewed on Mar 16, 2026

Courtyard by Marriott New York JFK Airport
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.

Low Priced New York Hotels

Pod 51

Pod 51

3 out of 5
230 E 51st St New York NY
$110 nightly
The price is $126 total per night from Mar 22 to Mar 23
$126 total
Mar 22 - Mar 23
Total with taxes and fees
Stay at this hotel in New York. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (2,036 reviews)
Always a great place to stay. Wonderful staff, clean rooms, accessible.

Reviewed on Mar 13, 2026

Pod 51
Pod 39

Pod 39

3 out of 5
145 East 39th Street New York NY
$130 nightly
The price is $150 total per night from Mar 22 to Mar 23
$150 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this family-friendly hotel in New York. Enjoy 2 bars/lounges, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
9.2/10 Wonderful! (1,700 reviews)
Huge credit to them — I didn’t have a charger, just a usb cable, and the usb in my first room was broken. Within 10 mins, they had me moved to a new room with a working outlet. Clean, quiet, and right in the middle of NYC

Reviewed on Mar 15, 2026

Pod 39
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST. New York NY
$173 nightly
The price is $202 total per night from Mar 22 to Mar 23
$202 total
Mar 22 - Mar 23
Total with taxes and fees
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 ...
8.8/10 Excellent! (7,066 reviews)
If you’re looking for a small, simple hotel in the heart of Manhattan within walking distance of Times Square—but without the constant lights and noise—Hotel St. James is a great option. The location is fantastic, making it easy to walk to many theaters, restaurants, and major attractions. The hotel ...

Reviewed on Mar 16, 2026

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.

Family Friendly Hotels in New York

The Belvedere Hotel

The Belvedere Hotel

3.5 out of 5
319 W 48th St New York NY
$140 nightly
The price is $166 total per night from Mar 22 to Mar 23
$166 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise ...
8.4/10 Very Good! (4,018 reviews)
Staff works well eith you to accommodate any needs

Reviewed on Mar 16, 2026

The Belvedere Hotel
TRYP by Wyndham New York City Times Square / Midtown

TRYP by Wyndham New York City Times Square / Midtown

4.5 out of 5
345 W 35th Street New York NY
$158 nightly
The price is $185 total per night from Mar 22 to Mar 23
$185 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this luxury hotel in New York. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
7.6/10 Good! (2,070 reviews)

Families like: Bicycle rentals nearby, cribs, rollaway beds, games and toys

Travelers say...
Nice place. Actually had a walkout balcony. Great view. Staying at this property again in April.

Reviewed on Mar 15, 2026

TRYP by Wyndham New York City Times Square / Midtown
Tempo by Hilton New York Times Square

Tempo by Hilton New York Times Square

4 out of 5
1568 Broadway New York NY
$184 nightly
The price is $215 total per night from Mar 29 to Mar 30
$215 total
Mar 29 - Mar 30
Total with taxes and fees
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (5,466 reviews)
This is my favorite NY hotel. The staff are friendly and helpful, rooms luxurious and clean, location is in the middle of everything but QUIET.

Reviewed on Mar 16, 2026

Tempo by Hilton New York Times Square
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.

MDW to NYC Route Info

Origin Airport
Destination Airport
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Shortest Flight Departure Date

Map To Nearby Hotels

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.