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Cheap flights from White Plains to Chicago from $147

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from White Plains to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:29 pm - 10:17 pmHPN  White Plains Westchester County-MDW Chicago Midway
6h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 2:29 pmMDW  Chicago Midway-HPN White Plains Westchester County
7h 29m1 stop Atlanta Hartsfield-Jackson
$441Delta
Wed, Jan 6 - Sat, Jan 9
Delta Logo
6:00 am - 10:28 amHPN  White Plains Westchester County-MDW Chicago Midway
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:15 pm - 11:56 amMDW  Chicago Midway-HPN White Plains Westchester County
16h 41m1 stop Detroit Metropolitan Wayne County
$443Delta
Wed, Dec 16 - Sat, Dec 19
Delta Logo
6:40 pm - 10:54 pmHPN  White Plains Westchester County-MDW Chicago Midway
5h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:24 am - 4:35 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 11m1 stop Minneapolis St Paul
$467Delta
Tue, Dec 1 - Tue, Dec 8
Delta Logo
6:40 pm - 10:54 pmHPN  White Plains Westchester County-MDW Chicago Midway
5h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:37 am - 3:48 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 11m1 stop Detroit Metropolitan Wayne County
$477Delta
Sat, Dec 5 - Sun, Dec 6
Delta Logo
12:38 pm - 6:01 pmHPN  White Plains Westchester County-MDW Chicago Midway
6h 23m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 12:14 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 14m1 stop Atlanta Hartsfield-Jackson
$513Delta
Fri, Dec 11 - Mon, Dec 14
Delta Logo
12:45 pm - 5:44 pmHPN  White Plains Westchester County-MDW Chicago Midway
5h 59m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:29 am - 3:49 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 20m1 stop Detroit Metropolitan Wayne County
$527Delta
Sat, Dec 19 - Sun, Dec 27
Delta Logo
12:30 pm - 6:04 pmHPN  White Plains Westchester County-MDW Chicago Midway
6h 34m1 stop Detroit Metropolitan Wayne County
Delta Logo
10:34 am - 4:34 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 00m1 stop Minneapolis St Paul
$528Delta
Fri, Nov 13 - Tue, Nov 17
Delta Logo
4:29 pm - 10:22 pmHPN  White Plains Westchester County-MDW Chicago Midway
6h 53m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 10:15 pmMDW  Chicago Midway-HPN White Plains Westchester County
15h 15m1 stop Atlanta Hartsfield-Jackson
$533Delta
Sat, Dec 19 - Mon, Dec 28
Delta Logo
12:45 pm - 5:44 pmHPN  White Plains Westchester County-MDW Chicago Midway
5h 59m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:29 am - 3:49 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 20m1 stop Detroit Metropolitan Wayne County
$552Delta
Sat, Dec 19 - Sat, Dec 26
Delta Logo
6:00 am - 4:16 pmHPN  White Plains Westchester County-MDW Chicago Midway
11h 16m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:29 am - 3:49 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 20m1 stop Detroit Metropolitan Wayne County
$559Delta
Thu, Dec 17 - Sun, Dec 27

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Delta flights from White Plains to Chicago Midway Airport

Our best Delta deals on White Plains to Chicago Midway Airport flight tickets
Delta
Dec 30
HPN12:45 pmWhite Plains Westchester County
5h 59m
1 stop
MDW5:44 pmChicago Midway
Jan 2
MDW9:29 amChicago Midway
5h 20m
1 stop
HPN3:49 pmWhite Plains Westchester County
$441
Delta
Dec 30
HPN12:45 pmWhite Plains Westchester County
5h 59m
1 stop
MDW5:44 pmChicago Midway
Dec 31
MDW9:29 amChicago Midway
25h 27m
1 stop
HPN11:56 amWhite Plains Westchester County
$443
Delta
Dec 31
HPN12:45 pmWhite Plains Westchester County
21h 04m
1 stop
MDW8:49 amChicago Midway
Jan 1
MDW6:15 pmChicago Midway
16h 41m
1 stop
HPN11:56 amWhite Plains Westchester County
$445

momondo Fare Finder

 
Use the filters below to find and compare flights from White Plains to Chicago Midway Airport that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Wed 1/6

4:29 pm-10:17 pm

1 stop6h 48m

Chicago Midway

Sat 1/9

6:00 am-2:29 pm

1 stop7h 29m

$441

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Wed 12/16

6:00 am-10:28 am

1 stop5h 28m

Chicago Midway

Sat 12/19

6:15 pm-11:56 am

1 stop16h 41m

$443
Quickest round-trip

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Tue 12/1

6:40 pm-10:54 pm

1 stop5h 14m

Chicago Midway

Tue 12/8

10:24 am-4:35 pm

1 stop5h 11m

$467

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Sat 12/5

6:40 pm-10:54 pm

1 stop5h 14m

Chicago Midway

Sun 12/6

9:37 am-3:48 pm

1 stop5h 11m

$477

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Fri 12/11

12:38 pm-6:01 pm

1 stop6h 23m

Chicago Midway

Mon 12/14

6:00 am-12:14 pm

1 stop5h 14m

$513

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Sat 12/19

12:45 pm-5:44 pm

1 stop5h 59m

Chicago Midway

Sun 12/27

9:29 am-3:49 pm

1 stop5h 20m

$527

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Fri 11/13

12:30 pm-6:04 pm

1 stop6h 34m

Chicago Midway

Tue 11/17

10:34 am-4:34 pm

1 stop5h 00m

$528

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Sat 12/19

4:29 pm-10:22 pm

1 stop6h 53m

Chicago Midway

Mon 12/28

6:00 am-10:15 pm

1 stop15h 15m

$533

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Sat 12/19

12:45 pm-5:44 pm

1 stop5h 59m

Chicago Midway

Sat 12/26

9:29 am-3:49 pm

1 stop5h 20m

$552

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Thu 12/17

6:00 am-4:16 pm

1 stop11h 16m

Chicago Midway

Sun 12/27

9:29 am-3:49 pm

1 stop5h 20m

$559

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from White Plains to Chicago Midway Airport

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 Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from White Plains. The lowest ticket price found for a Thursday departure recently was $324. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from White Plains because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $402.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from White Plains in the evening is the least expensive time of day to depart. momondo users have found prices as low as $302 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $387. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from White Plains to Chicago Midway Airport

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

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

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

Best Price Found

$147

Fastest flight time

5h 14m

Direct flights

None
The best one-way flight to Chicago Midway Airport from White Plains in the past 72 hours is $147. The best round-trip flight deal from White Plains to Chicago Midway Airport found on momondo in the last 72 hours is $441.
The fastest flight from White Plains to Chicago Midway Airport takes 5h 14m
There are no direct flights from White Plains to Chicago Midway Airport. There are no popular flight routes from White Plains to Chicago Midway Airport.
Search flight deals

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

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

    There are 725.1 mi between White Plains Westchester County and Chicago Midway. Flights usually cover this in 5h 14m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from White Plains Westchester County Airport to Chicago Midway Airport are refreshed on a daily basis.

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

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Saint Joseph
Benton Harbor
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from White Plains to Chicago for you.

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

Flights from White Plains to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for White Plains to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from White Plains 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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