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Cheap Flights from Chicago (MDW) to New York (EWR)

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      Travellers and cabin class, 1 Adult, Economy

      Compare Chicago Midway to New York Newark flight deals

      Find the cheapest month or even day of the year to fly to New York Newark

      Book the best New York Newark fare with no extra fees

      Flight deals from Chicago Midway to New York Newark

      Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to New York Newark Airport? If you want to travel next month, return fares start from $292. Find the lowest prices on one-way and return tickets right here.
      New York.$236 per passenger.Departing Sat, 14 Nov, returning Tue, 17 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 14 Nov, arriving in New York Newark.Inbound indirect flight with Frontier Airlines, departs from New York Newark on Tue, 17 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $236, select.
      New York.$236 per passenger.Departing Sat, 31 Oct, returning Tue, 3 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 31 Oct, arriving in New York Newark.Inbound indirect flight with Frontier Airlines, departs from New York Newark on Tue, 3 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $236, select.
      New York.$236 per passenger.Departing Tue, 27 Oct, returning Thu, 29 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 27 Oct, arriving in New York Newark.Inbound indirect flight with Frontier Airlines, departs from New York Newark on Thu, 29 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $236, select.
      New York.$264 per passenger.Departing Tue, 9 Feb, returning Thu, 11 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 9 Feb, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Thu, 11 Feb, arriving in Chicago Midway.Price includes taxes and charges.From $264, select.
      New York.$292 per passenger.Departing Tue, 8 Sep, returning Wed, 16 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 8 Sep, arriving in New York Newark.Inbound indirect flight with Frontier Airlines, departs from New York Newark on Wed, 16 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $292, select.
      New York.$295 per passenger.Departing Thu, 28 Jan, returning Sun, 31 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 28 Jan, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Sun, 31 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $295, select.
      New York.$314 per passenger.Departing Wed, 16 Dec, returning Mon, 4 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 16 Dec, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Mon, 4 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $314, select.
      New York.$314 per passenger.Departing Wed, 16 Dec, returning Sat, 26 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 16 Dec, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Sat, 26 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $314, select.
      New York.$316 per passenger.Departing Tue, 25 Aug, returning Wed, 16 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 25 Aug, arriving in New York Newark.Inbound indirect flight with Frontier Airlines, departs from New York Newark on Wed, 16 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $316, select.
      New York.$324 per passenger.Departing Thu, 27 Aug, returning Tue, 27 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 27 Aug, arriving in New York Newark.Inbound indirect flight with Frontier Airlines, departs from New York Newark on Tue, 27 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $324, select.
      New York.$343 per passenger.Departing Tue, 25 Aug, returning Wed, 26 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 25 Aug, arriving in New York Newark.Inbound indirect flight with Frontier Airlines, departs from New York Newark on Wed, 26 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $343, select.
      New York.$371 per passenger.Departing Wed, 30 Sep, returning Sat, 3 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 30 Sep, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Sat, 3 Oct, arriving in Chicago Midway.Price includes taxes and charges.From $371, select.
      New York.$374 per passenger.Departing Fri, 5 Mar, returning Tue, 9 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 5 Mar, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Tue, 9 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $374, select.
      New York.$375 per passenger.Departing Thu, 26 Nov, returning Wed, 2 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 26 Nov, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Wed, 2 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $375, select.
      New York.$375 per passenger.Departing Mon, 15 Feb, returning Mon, 12 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 15 Feb, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Mon, 12 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $375, select.
      New York.$375 per passenger.Departing Sat, 1 May, returning Sun, 9 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 1 May, arriving in New York Newark.Inbound indirect flight with Delta, departs from New York Newark on Sun, 9 May, arriving in Chicago Midway.Price includes taxes and charges.From $375, select.

      Find the cheapest month to fly from Chicago Midway to New York Newark

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to New York Newark flights are currently cheapest in October.
      Aug
      from $343
      Sep
      from $292
      Oct
      from $236
      Nov
      from $236
      Dec
      from $314
      Jan
      from $295
      Feb
      from $264
      Mar
      from $374
      Apr
      from $470
      May
      from $375
      Jun
      from $511
      Jul
      from $502

      Chicago Midway to New York Newark: Alternative routes

      Compare routes from Chicago Midway to New York below. You may find an airport to fly into that's cheaper, faster, or easier than New York Newark.

      New York LaGuardia

      13km from central New York
      ClosestCheapest
      from $226
      Search flights

      New York Newark

      14km from central New York
      from $236
      Search flights

      New York John F. Kennedy

      21km from central New York
      from $413
      Search flights

      Westchester County

      47km from central New York
      from $482
      Search flights

      Islip

      77km from central New York
      from $413
      Search flights

      Stewart International

      88km from central New York
      from $539
      Search flights

      Chicago to New York: Flight information

      The things to know before you go.
      Cheapest flight found$236
      Cheapest month to flyOctober

      Finding cheap flights from Chicago Midway to New York Newark: Frequently asked questions

      The best price we found for a return flight from Chicago Midway to New York Newark is $236. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      Currently, there are no airlines that fly direct from Chicago Midway to New York Newark. But we found flights with one or more stops from $236.
      As of August 2026, there are no flights flying from Chicago Midway to New York Newark.
      The cheapest month to fly from Chicago Midway to New York Newark is usually October.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to New York Newark Airport on Saturday, 31 October 2026.
      No airlines currently offer direct flights between Chicago Midway Airport and New York Newark Airport. Most routes have one or more stops.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to New York Newark but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to New York is around 40 days in advance, so don’t leave your flight to the last minute.

      Currently, Frontier Airlines offers the cheapest flight tickets to New York Newark.

      Travelling from Chicago Midway Airport (MDW) to New York Newark Airport (EWR): what you need to know

      • Around 2 hours 10 minutes is how long you'll be travelling on a direct flight from Chicago Midway Airport to New York Newark Airport.

      • New York's timezone is UTC-5, making New York one hour ahead of Chicago.

      • Arrive at the airport on time so you don't miss your MDW to EWR flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.

      • Flying during a peak month such as July? Public holidays and other high seasons can result in longer lines at security. Play things extra safe and arrive up to four hours ahead of an international flight and two hours before a domestic departure.

      • Getting to New York (and then discovering more of the United States!) is a snap with Frontier Airlines. This popular carrier offers direct flights from Chicago Midway Airport to New York Newark Airport.

      • The airline most travellers fly with on this route is Frontier Airlines.

      • Frontier Airlines is the most punctual carrier offering MDW to EWR flights.

      • We make it easy to book a flight with a stopover. To see all your options for tickets from Chicago Midway Airport to New York Newark Airport, deselect 'Direct flights only.' Then, pick a flight with a stop long enough to tour the city of your choice. Popular stopovers between MDW and EWR include:

        • Pittsburgh International Airport

        • Port Columbus Airport

        • Buffalo Niagara Airport

      How to find the cheapest flights from Chicago Midway Airport (MDW) to New York Newark Airport (EWR)

      • The cheapest price we've found for a one-way Chicago Midway Airport to New York Newark Airport flight is $116. A return plane ticket is currently $236. Depending on the availability when you book, these fares could change.

      • It's usually smart to book as early as possible if you're hoping to get cheap tickets from MDW to EWR. That's because airlines change prices based on demand, which tends to rise closer to departure.

      • Getting cheap flights from Chicago Midway Airport to New York Newark Airport is easy if you're flexible with your travel dates. Use the 'Whole month' function to see the best prices throughout the month and bag a great deal.

      • There's no need to check every day to find out if fares have dropped when you set up a Price Alert. We'll let you know as soon as the price changes on cheap flights from MDW to EWR.

      • Tailor your flights with filters. Choose your preferred arrival and departure times, total journey duration and airlines. You can also sort results by 'Cheapest,' 'Fastest' or 'Best' flights from Chicago Midway Airport to New York Newark Airport.

      Handy information about Chicago Midway Airport (MDW)

      • The address for MDW is 5700 South Cicero.

      • Of the flights that depart from Chicago Midway Airport, 76% touch down on time at their destination.

      • Central Chicago to Chicago Midway Airport is around 16 kilometres. Depending on traffic, it'll take you about 25 minutes to get there if you're ride-sharing, catching a taxi or driving.

      • Expect a trip time of about 30 minutes on public transport.

      • Searching for a handy hotel close to MDW? If you've booked an early flight from Chicago Midway Airport to New York Newark Airport, these stays will put you moments from check-in:

      Arriving at New York Newark Airport (EWR)

      When to fly to New York Newark Airport (EWR)

      • The quietest month for a flight from Chicago Midway Airport to New York Newark Airport is September, while December is the busiest. Pick the ideal time to visit New York based on whether you prefer a laid-back vibe or a more bustling atmosphere.

      • Lock in your flight from Chicago Midway Airport to New York Newark Airport for July if you want to explore New York during its warmest month. You can expect temperatures of between 18ºC (64ºF) and 30ºC (86ºF).

      • January has average temperatures of between -6ºC (21ºF) and 8ºC (46ºF). Look for cheap tickets from MDW to EWR around that time if you want to travel in cooler conditions.

      Explore more of the United States

      • You've visited New York, now it's time to discover more of the United States. Travel about 129 kilometres south-west to Philadelphia to check off its popular sights. From Independence Hall to Liberty Bell and Philadelphia Museum of Art, your itinerary will be busy.

      • If you're ready to explore another major destination in the United States, head for Boston, about 306 kilometres north-east of New York. Museum of Fine Arts Boston, Freedom Trail and Boston Tea Party Ships & Museum are key reasons to visit.

      Plan smart, explore more

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      Plan the rest of your trip from Chicago to New York

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.