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Cheap flights from Chicago Midway Airport to New York from $131

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to New York departing on 6/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:45 am - 6:00 pm
MDW
-
HPN
6h 15m
1 stop
Delta Logo
12:38 pm - 6:31 pm
HPN
-
MDW
6h 53m
1 stop
$449Delta
Sat, Jun 6 - Sun, Jun 7
Delta Logo
9:23 am - 4:35 pm
MDW
-
HPN
6h 12m
1 stop
Delta Logo
6:00 am - 11:56 am
HPN
-
MDW
6h 56m
1 stop
$477Delta
Sun, May 24 - Sun, May 31
Delta Logo
9:22 am - 3:49 pm
MDW
-
HPN
5h 27m
1 stop
Delta Logo
12:38 pm - 6:31 pm
HPN
-
MDW
6h 53m
1 stop
$483Delta
Fri, Jun 5 - Sun, Jun 7
Delta Logo
10:59 am - 6:00 pm
MDW
-
HPN
6h 01m
1 stop
Delta Logo
12:38 pm - 6:31 pm
HPN
-
MDW
6h 53m
1 stop
$511Delta
Thu, Jun 4 - Sun, Jun 7
Delta Logo
9:22 am - 3:49 pm
MDW
-
HPN
5h 27m
1 stop
Delta Logo
6:00 am - 11:56 am
HPN
-
MDW
6h 56m
1 stop
$513Delta
Sun, May 10 - Mon, Jun 1
Delta Logo
9:22 am - 3:49 pm
MDW
-
HPN
5h 27m
1 stop
Delta Logo
4:29 pm - 9:09 pm
HPN
-
MDW
5h 40m
1 stop
$517Delta
Fri, May 29 - Sun, May 31
Delta Logo
6:00 am - 12:08 pm
MDW
-
HPN
5h 08m
1 stop
Delta Logo
12:36 pm - 6:07 pm
HPN
-
MDW
6h 31m
1 stop
$527Delta
Fri, Jul 17 - Sat, Jul 18
Delta Logo
9:23 am - 4:35 pm
MDW
-
HPN
6h 12m
1 stop
Delta Logo
6:00 am - 11:56 am
HPN
-
MDW
6h 56m
1 stop
$533Delta
Fri, May 22 - Mon, May 25
Delta Logo
9:22 am - 3:49 pm
MDW
-
HPN
5h 27m
1 stop
Delta Logo
12:31 pm - 6:33 pm
HPN
-
MDW
7h 02m
1 stop
$545Delta
Fri, May 29 - Sat, Jun 6
Delta Logo
6:00 am - 12:09 pm
MDW
-
HPN
5h 09m
1 stop
Delta Logo
4:29 pm - 10:17 pm
HPN
-
MDW
6h 48m
1 stop
$551Delta
Thu, Jun 18 - Mon, Jun 22

Delta flights from Chicago Midway Airport to White Plains

Our best Delta deals on Chicago Midway Airport to White Plains flight tickets
Delta
Jun 6
MDW10:45 amChicago Midway
6h 15m
1 stop
HPN6:00 pmWhite Plains Westchester County
Jun 7
HPN12:38 pmWhite Plains Westchester County
6h 53m
1 stop
MDW6:31 pmChicago Midway
$449
Delta
May 24
MDW9:23 amChicago Midway
6h 12m
1 stop
HPN4:35 pmWhite Plains Westchester County
May 31
HPN6:00 amWhite Plains Westchester County
6h 56m
1 stop
MDW11:56 amChicago Midway
$477
Delta
Jun 5
MDW9:22 amChicago Midway
5h 27m
1 stop
HPN3:49 pmWhite Plains Westchester County
Jun 7
HPN12:38 pmWhite Plains Westchester County
6h 53m
1 stop
MDW6:31 pmChicago Midway
$483

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to White Plains 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, momondo users made 832,500 searches. Data last updated April 28, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to White Plains that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sat 6/6

10:45 am-6:00 pm

1 stop6h 15m

White Plains Westchester County

Sun 6/7

12:38 pm-6:31 pm

1 stop6h 53m

$449

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sun 5/24

9:23 am-4:35 pm

1 stop6h 12m

White Plains Westchester County

Sun 5/31

6:00 am-11:56 am

1 stop6h 56m

$477

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Fri 6/5

9:22 am-3:49 pm

1 stop5h 27m

White Plains Westchester County

Sun 6/7

12:38 pm-6:31 pm

1 stop6h 53m

$483

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Thu 6/4

10:59 am-6:00 pm

1 stop6h 01m

White Plains Westchester County

Sun 6/7

12:38 pm-6:31 pm

1 stop6h 53m

$511

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sun 5/10

9:22 am-3:49 pm

1 stop5h 27m

White Plains Westchester County

Mon 6/1

6:00 am-11:56 am

1 stop6h 56m

$513
Quickest round-trip

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Fri 5/29

9:22 am-3:49 pm

1 stop5h 27m

White Plains Westchester County

Sun 5/31

4:29 pm-9:09 pm

1 stop5h 40m

$517

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Fri 7/17

6:00 am-12:08 pm

1 stop5h 08m

White Plains Westchester County

Sat 7/18

12:36 pm-6:07 pm

1 stop6h 31m

$527

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Fri 5/22

9:23 am-4:35 pm

1 stop6h 12m

White Plains Westchester County

Mon 5/25

6:00 am-11:56 am

1 stop6h 56m

$533

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Fri 5/29

9:22 am-3:49 pm

1 stop5h 27m

White Plains Westchester County

Sat 6/6

12:31 pm-6:33 pm

1 stop7h 02m

$545

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Thu 6/18

6:00 am-12:09 pm

1 stop5h 09m

White Plains Westchester County

Mon 6/22

4:29 pm-10:17 pm

1 stop6h 48m

$551

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to White Plains

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to White Plains?

According to our data, Saturday is the cheapest day to fly to White Plains from Chicago Midway Airport. The lowest ticket price found for a Saturday departure recently was $449. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $533. These prices are subject to change though, so be sure to set up a Price Alert for flights to White Plains.

What is the cheapest time of day to depart on your flight to White Plains?

The cheapest time of day to fly to White Plains is in the morning when flights can be purchased for as low as $468. In the afternoon is when there is more demand to fly to White Plains, so prices are often more expensive at around $493 per ticket.

When to book flights from Chicago Midway Airport to White Plains

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to White Plains according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to White Plains (MDW to HPN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to White Plains

Fastest flight time

3h 45m

Direct flights

None
The fastest flight from Chicago Midway Airport to White Plains takes 3h 45m
There are no direct flights from Chicago Midway Airport to White Plains. There are no popular flight routes from Chicago Midway Airport to White Plains.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to White Plains

  • How far is Chicago Midway to White Plains Westchester County by plane?

    Chicago Midway and White Plains Westchester County are 725.1 mi apart from one another. By plane, this route typically takes 3h 45m.

  • When did momondo last update prices for flights from Chicago Midway Airport to White Plains Westchester County Airport?

    Prices for flights from Chicago Midway Airport to White Plains Westchester County Airport refresh daily.

  • How old do you have to be to fly from Chicago Midway Airport to White Plains Westchester County Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to White Plains Westchester County Airport.

  • What documentation or ID do you need to fly to White Plains Westchester County Airport?

    The travel and health documents required for your trip to White Plains Westchester County Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at White Plains Westchester County Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to White Plains?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to White Plains from Chicago.

Can I find flights from Chicago to White Plains with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to White Plains flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to White Plains?

Once all potential Chicago to White Plains flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to White Plains right now. Can momondo alert me if prices change?

Price alerts on flights to White Plains from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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