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Cheap flights from White Plains (HPN) to Midway (MDW) from $282

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 5/26. 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.
HPN — MDW
May 3 — May 101
From?
To?
Fri 5/3
Fri 5/10
1 adult, Economy
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Cheap flight deals from White Plains to Midway

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) 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 April 28, 2024.

Popular in

August

Cheapest in

December

Average price

$517

Round-trip from

$222
High demand for flights, 62% potential price rise
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Best time to find cheap flights, 77% potential price drop
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Average for round-trip flights in April 2024
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From White Plains Westchester County to Chicago Midway
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How far in advance should I book a flight from White Plains to Chicago Midway Airport?

To save up to 76% on this flight, we recommend booking at least 48 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from White Plains to Chicago Midway Airport from $302 1-2 weeks out and tickets from $415 for flights departing within the next 72 hours.

What is the cheapest month to fly from White Plains to Chicago Midway Airport?

The best pricing can be found in the month of February. Prices to Chicago Midway Airport from White Plains average $268. You can even find prices in February for less than $268, as users have found deals to Chicago Midway Airport from as low as $107. The month of June appears to be one of the more expensive times to travel to Chicago Midway Airport from White Plains. Flying in the targeted month can save you up to 34%.

When is the cheapest time to fly from White Plains to Chicago Midway Airport (HPN - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from White Plains to Chicago Midway Airport as you normally would.

Cheap Delta flights from White Plains to Midway

Explore cheap flight options specifically provided by Delta for the route between White Plains and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
Tue 6/1112:30 pmHPN - MDW
1 stop5h 34mDelta
Sun 6/166:00 amMDW - HPN
1 stop5h 03mDelta
Deal found 4/27$464
Thu 6/136:00 amHPN - MDW
1 stop4h 51mDelta
Sun 6/166:00 amMDW - HPN
1 stop5h 03mDelta
Deal found 4/27$474
Sat 5/254:20 pmHPN - MDW
1 stop6h 41mDelta
Sat 6/16:00 amMDW - HPN
1 stop7h 06mDelta
Deal found 4/27$519
Tue 6/44:20 pmHPN - MDW
1 stop6h 41mDelta
Mon 6/109:35 amMDW - HPN
1 stop6h 10mDelta
Deal found 4/27$531
Sat 5/116:20 amHPN - MDW
1 stop4h 51mDelta
Sun 5/126:00 amMDW - HPN
1 stop7h 06mDelta
Deal found 4/27$535
Tue 6/116:00 amHPN - MDW
1 stop6h 55mDelta
Thu 6/139:34 amMDW - HPN
1 stop6h 11mDelta
Deal found 4/27$538
Thu 9/124:16 pmHPN - MDW
1 stop6h 28mDelta
Mon 9/163:45 pmMDW - HPN
1 stop5h 31mDelta
Deal found 4/27$544
Mon 5/276:20 amHPN - MDW
1 stop6h 32mDelta
Mon 6/36:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$547
Fri 6/2112:30 pmHPN - MDW
1 stop5h 34mDelta
Sun 6/236:00 amMDW - HPN
1 stop5h 03mDelta
Deal found 4/27$551

Cheap White Plains to Midway flights in April & May 2024

Find cheap flight options from White Plains to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,991,349 searches. Prices were last updated on April 28, 2024.
Sat 5/254:20 pmHPN - MDW
1 stop6h 41mDelta
Sat 6/16:00 amMDW - HPN
1 stop7h 06mDelta
Deal found 4/27$519
Sat 5/46:45 pmHPN - MDW
1 stop5h 05mDelta
Mon 5/69:30 amMDW - HPN
1 stop6h 19mDelta
Deal found 4/27$535
Mon 5/276:20 amHPN - MDW
1 stop6h 32mDelta
Mon 6/36:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$547
Sun 5/55:50 amHPN - MDW
1 stop3h 59mDelta
Tue 5/79:32 amMDW - HPN
1 stop6h 17mDelta
Deal found 4/27$558
Sat 4/2712:45 pmHPN - MDW
1 stop4h 34mDelta
Tue 4/3010:00 amMDW - HPN
1 stop7h 05mDelta
Deal found 4/26$568
Tue 5/213:00 pmHPN - MDW
1 stop8h 01mDelta
Sun 5/269:32 amMDW - HPN
1 stop6h 17mDelta
Deal found 4/27$618
Thu 5/1612:45 pmHPN - MDW
1 stop5h 21mDelta
Sun 5/196:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$631
Thu 5/912:50 pmHPN - MDW
1 stop6h 08mDelta
Thu 5/168:45 amMDW - HPN
1 stop5h 55mDelta
Deal found 4/27$634
Fri 5/35:50 amHPN - MDW
1 stop3h 59mDelta
Sun 5/56:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$652

White Plains to Midway 2024 flight deals

Discover exclusive flight deals for travel between White Plains and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
Tue 6/1112:30 pmHPN - MDW
1 stop5h 34mDelta
Sun 6/166:00 amMDW - HPN
1 stop5h 03mDelta
Deal found 4/27$464
Thu 6/136:00 amHPN - MDW
1 stop4h 51mDelta
Sun 6/166:00 amMDW - HPN
1 stop5h 03mDelta
Deal found 4/27$474
Sat 5/254:20 pmHPN - MDW
1 stop6h 41mDelta
Sat 6/16:00 amMDW - HPN
1 stop7h 06mDelta
Deal found 4/27$519
Tue 6/44:20 pmHPN - MDW
1 stop6h 41mDelta
Mon 6/109:35 amMDW - HPN
1 stop6h 10mDelta
Deal found 4/27$531
Sat 5/46:45 pmHPN - MDW
1 stop5h 05mDelta
Mon 5/69:30 amMDW - HPN
1 stop6h 19mDelta
Deal found 4/27$535
Tue 6/116:00 amHPN - MDW
1 stop6h 55mDelta
Thu 6/139:34 amMDW - HPN
1 stop6h 11mDelta
Deal found 4/27$538
Thu 9/124:16 pmHPN - MDW
1 stop6h 28mDelta
Mon 9/163:45 pmMDW - HPN
1 stop5h 31mDelta
Deal found 4/27$544
Mon 5/276:20 amHPN - MDW
1 stop6h 32mDelta
Mon 6/36:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$547
Fri 6/2112:30 pmHPN - MDW
1 stop5h 34mDelta
Sun 6/236:00 amMDW - HPN
1 stop5h 03mDelta
Deal found 4/27$551

White Plains to Midway flights leaving soon

Find last-minute flight options from White Plains to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
Tue 5/74:20 pmHPN - MDW
1 stop6h 41mDelta
Wed 5/86:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$519
Sat 5/46:45 pmHPN - MDW
1 stop5h 05mDelta
Mon 5/69:30 amMDW - HPN
1 stop6h 19mDelta
Deal found 4/27$535
Sun 5/55:50 amHPN - MDW
1 stop3h 59mDelta
Tue 5/79:32 amMDW - HPN
1 stop6h 17mDelta
Deal found 4/27$558
Thu 5/912:50 pmHPN - MDW
1 stop6h 08mDelta
Thu 5/168:45 amMDW - HPN
1 stop5h 55mDelta
Deal found 4/27$634
Fri 5/35:50 amHPN - MDW
1 stop3h 59mDelta
Sun 5/56:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$652
Tue 5/712:45 pmHPN - MDW
1 stop5h 21mDelta
Thu 5/96:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$658
Sun 5/55:50 amHPN - MDW
1 stop3h 59mDelta
Mon 5/66:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$667
Thu 5/26:10 amHPN - MDW
1 stop6h 45mDelta
Thu 5/96:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$683
Sat 5/45:50 amHPN - MDW
1 stop11h 28mDelta
Tue 5/76:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/27$777

One-way flights to Midway from White Plains

Search for one-way flight options from White Plains 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 2,991,349 searches. Data last updated April 28, 2024.
Sun 5/2612:45 pmHPN - MDW
1 stop4h 28mDelta
Deal found 4/27$282
Sun 5/55:50 amHPN - MDW
1 stop3h 59mDelta
Deal found 4/27$299
Mon 7/112:30 pmHPN - MDW
1 stop5h 35mDelta
Deal found 4/27$359
Fri 5/103:00 pmHPN - MDW
1 stop8h 01mDelta
Deal found 4/27$368
Fri 5/1012:45 pmHPN - MDW
1 stop5h 21mDelta
Deal found 4/26$399
Fri 5/1012:45 pmHPN - MDW
1 stop5h 21mDelta
Deal found 4/27$409
Fri 5/174:20 pmHPN - MDW
1 stop6h 41mDelta
Deal found 4/27$459
Sun 5/2612:45 pmHPN - MDW
3 stops25h 50mWestJet
Deal found 4/27$463

Find flights from White Plains to Midway within your budget

Customize your flight search to find flights from White Plains 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 2,991,349 searches. Data last updated April 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$464 - $551

Route

Depart

Return

Price

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Tue 6/11

1 stop5h 34m

Chicago Midway

Sun 6/16

1 stop5h 03m

$464

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Thu 6/13

1 stop4h 51m

Chicago Midway

Sun 6/16

1 stop5h 03m

$474

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Sat 5/25

1 stop6h 41m

Chicago Midway

Sat 6/1

1 stop7h 06m

$519

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Tue 6/4

1 stop6h 41m

Chicago Midway

Mon 6/10

1 stop6h 10m

$531

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Sat 5/11

1 stop4h 51m

Chicago Midway

Sun 5/12

1 stop7h 06m

$535

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Tue 6/11

1 stop6h 55m

Chicago Midway

Thu 6/13

1 stop6h 11m

$538

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Thu 9/12

1 stop6h 28m

Chicago Midway

Mon 9/16

1 stop5h 31m

$544

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Mon 5/27

1 stop6h 32m

Chicago Midway

Mon 6/3

1 stop5h 00m

$547

White Plains Westchester CountyChicago Midway

HPN - MDW

HPNMDW

White Plains Westchester County

Fri 6/21

1 stop5h 34m

Chicago Midway

Sun 6/23

1 stop5h 03m

$551

Flights are sorted by cheapest first

Deals found on 4/27

When is the cheapest time to fly from White Plains to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from White Plains to Midway. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their White Plains to Chicago Midway Airport flight should consider departing on Tuesday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Midway by month

Plan your trip from White Plains to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from White Plains to Midway is currently $380 while a round-trip flight costs $523. Price data was last updated on April 21, 2024.

Currently, December is the cheapest month in which you can book a flight from White Plains to Chicago Midway Airport (average of $140). Flying from White Plains to Chicago Midway Airport in July is currently the most expensive (average of $254). 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.

January

$194

February

$190

March

$219

April

$159

May

$185

June

$235

July

$254

August

$196

September

$157

October

$143

November

$165

December

$140

Temperature and rainfall in Midway by month

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

CHI

Temperature

23 - 73.4 °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 April 28, 2024.
Delta
8.1
Very good
10,951 reviews
Check prices

Entertainment

8.0

Overall

8.1

Food

7.4

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Delta
8.1
Very good
10,951 reviews
Delta
8.1
Very good
10,951 reviews
Check prices

Entertainment

8.0

Overall

8.1

Food

7.4

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

WestJet
7.5
Good
2,977 reviews
Delta
8.1
Very good
10,951 reviews
Check prices

Entertainment

8.0

Overall

8.1

Food

7.4

Crew

8.6

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.

Related info for your journey

Find useful and relevant information for your journey from White Plains 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 White Plains to Chicago Midway?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly out of when you book flights from White Plains to Chicago Midway. 1 airline have flights from Westchester County to Chicago Midway on a regular basis. Booking flights from White Plains Westchester County to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • Can I find flights from White Plains to Chicago Midway Airport for under $500 on Cheapflights?

    Yes, there are multiple flights from White Plains to Chicago Midway Airport for under $500. The cheapest flight booked recently is on Delta for just $464, but on average you can expect to pay $594.

  • Are there last-minute flights available from White Plains to Chicago Midway Airport for under $600?

    There are currently 15+ open flights from White Plains to Chicago Midway Airport within the next 7 days for less than $600.

  • What is the cheapest airline to fly from White Plains to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from White Plains to Chicago Midway Airport round-trip from $464.

  • What does HPN to MDW mean?

    HPN stands for White Plains Westchester County Airport, while MDW stands for Chicago Midway Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry.

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

    The amount of baggage you can bring on your White Plains 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 White Plains to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter White Plains 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 White Plains to Midway that include hotel bookings?

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

  • How can I find direct flights from White Plains to Midway?

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

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

    Yes. Cheapflights offers flight deals from White Plains 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 White Plains to Midway that allow pets onboard?

    Many airlines flying from White Plains 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 White Plains to Midway?

    Yes, you can often find last-minute deals on White Plains 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.

  • How recently were the White Plains to Chicago Midway Airport flight deals updated?

    The White Plains to Chicago Midway Airport flight deals you see on this page were last updated on 4/27.

See more FAQs

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Alternative routes for White Plains to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from White Plains to Midway

Discover the top airline that operate flights from White Plains to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,991,349 searches. Data last updated April 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$197Average$379FlexibilityNo cancel feeOn-timeN/A
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Search flights from White Plains to Midway by cabin class

Find flights from White Plains to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from White Plains to Midway?

When you search for this flight from White Plains to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

Cheapflights simply makes it quick and affordable to book flights from White Plains to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from White Plains to Midway flexibly with Cheapflights today.

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

Yes! Start tracking prices for White Plains to Midway flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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