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$201+ Cheap flights from New Windsor (SWF) to Midway (MDW)

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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MDW
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Stewart to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Stewart to Midway

One-way flights from Stewart to Midway
Search for one-way flight options from Stewart to Midway. Find affordable one-way fares based on user searches. Data last updated November 20, 2024.

This eDestinos deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2311:01 amSWF - MDW
1 stop29h 02mAllegiant Air
Deal found 11/19$201
This eDestinos deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/226:30 pmSWF - MDW
2 stops27h 34mMultiple Airlines
Deal found 11/19$220

Find flights from Stewart to Midway within your budget

Customize your flight search to find flights from Stewart to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New WindsorChicago

SWF - MDW

SWFMDW

New Windsor Stewart

Mon 12/23

11:01 am-3:03 pm

1 stop29h 02m

$201

New WindsorChicago

SWF - MDW

SWFMDW

New Windsor Stewart

Sun 12/22

6:30 pm-9:04 pm

2 stops27h 34m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Compare providers for flights from Stewart to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Midway in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Travel insights for flights from Stewart to Midway

Get recent, data-driven insights about flights from Stewart to Midway including ideal travel times, pricing trends, and more.

What is the cheapest month 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 $159). Flying from New Windsor to Chicago Midway Airport in July is currently the most expensive (average of $231). 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.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 November 20, 2024.
Allegiant Air
7.4
Good
850 reviews

Food

6.0

Comfort

6.9

Entertainment

5.6

Overall

7.4

Boarding

7.7

Crew

8.2

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Allegiant Air
7.4
Good
850 reviews
Allegiant Air
7.4
Good
850 reviews

Food

6.0

Comfort

6.9

Entertainment

5.6

Overall

7.4

Boarding

7.7

Crew

8.2

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

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.

  • 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.

  • What is the cheapest month 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 $159). Flying from New Windsor to Chicago Midway Airport in July is currently the most expensive (average of $231). 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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