HPN - MDW

$134 Find Cheap Flights from White Plains to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from White Plains to Midway departing on 5/29. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from White Plains to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from White Plains to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$415
Delta
Sat 5/23Tue 5/26
HPN - MDW • 1 stop
Cheapest one-way
$134
Multiple Airlines
Fri 5/29
HPN - MDW • 2 stops
Nonstop flights
Not available
There are currently no direct flights between White Plains and Midway. You'll need at least 1 connection.
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from White Plains to Midway (HPN-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from White Plains to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from White Plains to Midway

Sat, May 23 - Tue, May 26
Delta Logo
4:29 pm - 9:09 pm
HPN
-
MDW
5h 40m
1 stop
Delta Logo
9:22 am - 3:49 pm
MDW
-
HPN
5h 27m
1 stop
$415Delta
Tue, Sep 8 - Sat, Sep 19
Delta Logo
12:45 pm - 6:31 pm
HPN
-
MDW
6h 46m
1 stop
Delta Logo
6:00 am - 12:13 pm
MDW
-
HPN
5h 13m
1 stop
$435Delta
Sat, Jun 6 - Mon, Jun 8
Delta Logo
12:31 pm - 6:33 pm
HPN
-
MDW
7h 02m
1 stop
Delta Logo
6:05 am - 12:09 pm
MDW
-
HPN
5h 04m
1 stop
$449Delta
Tue, Jun 30 - Fri, Jul 3
Delta Logo
12:35 pm - 6:31 pm
HPN
-
MDW
6h 56m
1 stop
Delta Logo
9:54 am - 4:30 pm
MDW
-
HPN
5h 36m
1 stop
$459Delta
Sat, Jun 27 - Tue, Jun 30
Delta Logo
12:35 pm - 6:06 pm
HPN
-
MDW
6h 31m
1 stop
Delta Logo
9:17 am - 3:49 pm
MDW
-
HPN
5h 32m
1 stop
$465Delta
Fri, May 29 - Sun, May 31
Delta Logo
4:29 pm - 9:09 pm
HPN
-
MDW
5h 40m
1 stop
Delta Logo
9:22 am - 3:49 pm
MDW
-
HPN
5h 27m
1 stop
$469Delta
Sat, Apr 25 - Wed, Apr 29
Delta Logo
12:30 pm - 5:58 pm
HPN
-
MDW
6h 28m
1 stop
Delta Logo
10:41 am - 6:16 pm
MDW
-
HPN
6h 35m
1 stop
$475Delta
Fri, Jun 5 - Sat, Jun 6
Delta Logo
4:29 pm - 9:09 pm
HPN
-
MDW
5h 40m
1 stop
Delta Logo
9:22 am - 3:49 pm
MDW
-
HPN
5h 27m
1 stop
$477Delta
Mon, May 4 - Sat, May 9
Delta Logo
12:30 pm - 5:58 pm
HPN
-
MDW
6h 28m
1 stop
Delta Logo
6:23 am - 2:29 pm
MDW
-
HPN
7h 06m
1 stop
$479Delta
Fri, Sep 11 - Mon, Sep 14
Delta Logo
4:19 pm - 9:46 pm
HPN
-
MDW
6h 27m
1 stop
Delta Logo
6:00 am - 12:13 pm
MDW
-
HPN
5h 13m
1 stop
$483Delta
Booking Insights

Good to know

Cheapest flight$134
Flight from White Plains to Chicago Midway Airport

When to book flights from White Plains to Midway

Are your dates flexible? Find out the best times to travel from White Plains to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking White Plains to Chicago Midway Airport flights

  • What is the cheapest flight from White Plains to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from White Plains to Chicago Midway Airport was $134 for a one-way ticket and $415 for a round-trip.

  • Do I need a passport to fly between White Plains and Chicago Midway Airport?

    No

  • Which airports will I be using when flying from White Plains to Chicago Midway Airport?

    When flying out of White Plains you will be using White Plains Westchester County. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

  • Which aircraft models fly most regularly from White Plains to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from White Plains to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from White Plains to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from White Plains to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from White Plains is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from White Plains to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to White Plains with another airline. Booking your flights between White Plains and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from White Plains to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from White Plains up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from White Plains to Midway

Information on your arrival and departure airports

White Plains (HPN)
Midway (MDW)