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Chicago Midway (MDW) → New York

New York trip from Chicago Midway (MDW): what 4 nights cost

For 2 travelers, a 4-night New York trip from Chicago Midway (MDW) runs about $2,172 to $2,972 with the round-trip flight, hotel, food and things to do. Here are three ways to spend it.

Plan it with my dates and budget

Three plans

PlanFlightHotelFlightHotelFoodThings to doTotal
Best tripDelta non-stopHyatt Centric Times Square · 4★$500$1,240$880$352$2,972
Best valueSouthwest non-stopUpper West Side hostel, private room · 2★$380$560$880$352$2,172
Least cashSouthwest non-stopMoxy NYC Times Square · 3★$380$960$880$352$2,572

Best trip skips budget airlines, Basic Economy and hostels. Best value and Least cash may use them to save money.

The Best trip, day by day

Day 1

  • The Met$60 for 2
  • Peter Luger Steak HouseOrder: Porterhouse for two · $110 for 2 over your food budget

Day 2

  • Museum of Modern Art$60 for 2
  • Chelsea Market food hallOrder: Tacos at Los Tacos No. 1 · in your food budget

Day 3

  • American Museum of Natural History$56 for 2
  • Katz's DelicatessenOrder: Pastrami on rye · in your food budget

Day 4

  • High Line and Chelsea Marketfree
  • 9/11 Memorial and Museum$66 for 2
  • Xi'an Famous FoodsOrder: Spicy cumin lamb hand-ripped noodles · in your food budget

Flights from Chicago Midway (MDW)

Round trip for 2.

AirlineStopsTime each wayPrice
Southwest non-stopnon-stop2h 08m$380
American via Philadelphia1 stop4h 26m$400
JetBlue non-stopnon-stop2h 08m$420
United non-stopnon-stop2h 08m$470
Delta non-stopnon-stop2h 08m$500

Food: about $110 a person a day

Breakfast$18
Lunch$25
Dinner$55
Snacks and coffee$12

Restaurants worth the trip

Questions

How much is a 4-night trip to New York from Chicago Midway (MDW)?

About $2,172 to $2,972 for 2 travelers, including the round-trip flight, 4 nights of hotel, food and things to do.

What's the cheapest flight from Chicago Midway (MDW) to New York?

Southwest non-stop at about $380 round trip for 2.

How much should I budget for food in New York?

About $110 a person a day at mid-range places, or $880 for 2 over 4 days.

More from Chicago Midway (MDW)

New York costs from every airport

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Change the dates, budget, travelers and how you eat, or add your points and miles.

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