Cheap flights from New Windsor (SWF) to Midway (MDW) from $205

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SWF — MDW
May 27 — Jun 31

How far in advance should I book a flight from New Windsor to Chicago Midway Airport?

Travelers have found it’s best to book a flight 56 days in advance to save up to 98% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 56 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New Windsor to Chicago Midway Airport 1-2 weeks in advance for as low as $278, or $423 for flights within the next 24 hours.

What is the cheapest month to fly from New Windsor to Chicago Midway Airport?

The best pricing can be found in the month of February. Prices to Chicago Midway Airport from New Windsor average $261. You can even find prices in February for less than $261, as users have found deals to Chicago Midway Airport from as low as $81. The month of June appears to be one of the more expensive times to travel to Chicago Midway Airport from New Windsor. Flying in the targeted month can save you up to 33%.

When is the cheapest time to fly from New Windsor to Chicago Midway Airport (SWF - MDW)?

When flying from New Windsor to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

One-way flights to Midway from Stewart

Search for one-way flight options from Stewart to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,730,072 searches. Data last updated May 22, 2024.
Sun 6/97:35 pmSWF - MDW
2 stops18h 49mAllegiant Air
Deal found 5/21$205
Thu 6/67:35 pmSWF - MDW
2 stops18h 49mAllegiant Air
Deal found 5/21$317
Thu 6/208:47 pmSWF - MDW
2 stops24h 31mAllegiant Air
Deal found 5/21$365

No data available for this route at this time. Please check back soon.

Best time to book a flight from Stewart to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Stewart with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated May 22, 2024.
7.5
Good
1,010 reviews

Food

6.2

Comfort

6.9

Crew

8.2

Boarding

7.7

Overall

7.5

Entertainment

5.9

Reviews

1 / 10

Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life

7.5
Good
1,010 reviews
7.5
Good
1,010 reviews

Food

6.2

Comfort

6.9

Crew

8.2

Boarding

7.7

Overall

7.5

Entertainment

5.9

Reviews

1 / 10

Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life

Related info for your journey

Find useful and relevant information for your journey from Stewart to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from New Windsor to Chicago Midway?

    For a flight from New Windsor to Chicago Midway, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city. Stewart is the only New Windsor airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from New Windsor Stewart on a regular basis.

  • What does SWF to MDW mean?

    SWF and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. SWF to MDW refers to a flight route from New Windsor Stewart Airport to Chicago Midway Airport.

  • Can I find deals for flights from Stewart to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Stewart to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Stewart to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Stewart to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Stewart to Midway that include hotel bookings?

    Yes. In addition to deals on Stewart to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Midway.

  • Can I find deals for business class flights from Stewart to Midway?

    Yes. Cheapflights offers flight deals from Stewart to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Stewart to Midway that allow pets onboard?

    Many airlines flying from Stewart to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Stewart to Midway?

    Yes, you can often find last-minute deals on Stewart to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • When is the best time to book a flight from New Windsor to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from New Windsor to Chicago Midway Airport (average of $141). Flying from New Windsor to Chicago Midway Airport in July is currently the most expensive (average of $250). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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How does Cheapflights help users find flights from Stewart to Midway?

Cheapflights helps you search for flights from Stewart to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Stewart to Midway?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Stewart to Midway.

Can Cheapflights find flights from Stewart to Midway with no change fees?

Certainly. Search results for flights to Midway from Stewart shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Stewart to Midway become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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