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Cheap flights from White Plains to Chicago from $181

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 - 10:33 pmHPN  White Plains Westchester County-MDW Chicago Midway
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:59 am - 6:00 pmMDW  Chicago Midway-HPN White Plains Westchester County
6h 01m1 stop Atlanta Hartsfield-Jackson
$401Delta
Tue, Oct 20 - Tue, Oct 27
Delta Logo
6:00 am - 10:03 amHPN  White Plains Westchester County-MDW Chicago Midway
5h 03m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:29 am - 3:48 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 19m1 stop Detroit Metropolitan Wayne County
$421Delta
Wed, Oct 14 - Tue, Oct 20
Delta Logo
6:40 pm - 10:55 pmHPN  White Plains Westchester County-MDW Chicago Midway
5h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:14 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 14m1 stop Atlanta Hartsfield-Jackson
$437Delta
Wed, Dec 9 - Sun, Dec 13
Delta Logo
4:29 pm - 10:33 pmHPN  White Plains Westchester County-MDW Chicago Midway
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 12:08 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 04m1 stop Atlanta Hartsfield-Jackson
$447Delta
Sat, Oct 10 - Tue, Oct 13
Delta Logo
6:40 pm - 10:44 pmHPN  White Plains Westchester County-MDW Chicago Midway
5h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:05 am - 2:29 pmMDW  Chicago Midway-HPN White Plains Westchester County
7h 24m1 stop Atlanta Hartsfield-Jackson
$453Delta
Sat, Sep 26 - Wed, Sep 30
Delta Logo
6:40 pm - 10:55 pmHPN  White Plains Westchester County-MDW Chicago Midway
5h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:14 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 14m1 stop Atlanta Hartsfield-Jackson
$457Delta
Wed, Dec 9 - Sun, Dec 13
Delta Logo
4:29 pm - 10:33 pmHPN  White Plains Westchester County-MDW Chicago Midway
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 12:08 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 04m1 stop Atlanta Hartsfield-Jackson
$473Delta
Fri, Oct 30 - Sun, Nov 1
Delta Logo
12:30 pm - 6:00 pmHPN  White Plains Westchester County-MDW Chicago Midway
6h 30m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:29 am - 3:48 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 19m1 stop Detroit Metropolitan Wayne County
$480Delta
Tue, Oct 13 - Sat, Oct 17
Delta Logo
6:00 am - 11:54 amHPN  White Plains Westchester County-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 12:08 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 04m1 stop Atlanta Hartsfield-Jackson
$482Delta
Thu, Oct 15 - Tue, Oct 20
Delta Logo
12:30 pm - 6:00 pmHPN  White Plains Westchester County-MDW Chicago Midway
6h 30m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:04 am - 12:08 pmMDW  Chicago Midway-HPN White Plains Westchester County
5h 04m1 stop Atlanta Hartsfield-Jackson
$483Delta
Wed, Oct 7 - Sun, Oct 11

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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
Oct 20
HPN4:29 pmWhite Plains Westchester County
7h 04m
1 stop
MDW10:33 pmChicago Midway
Oct 27
MDW10:59 amChicago Midway
6h 01m
1 stop
HPN6:00 pmWhite Plains Westchester County
$401
Delta
Oct 14
HPN6:00 amWhite Plains Westchester County
5h 03m
1 stop
MDW10:03 amChicago Midway
Oct 20
MDW9:29 amChicago Midway
5h 19m
1 stop
HPN3:48 pmWhite Plains Westchester County
$421
Delta
Dec 9
HPN6:40 pmWhite Plains Westchester County
5h 15m
1 stop
MDW10:55 pmChicago Midway
Dec 13
MDW6:00 amChicago Midway
5h 14m
1 stop
HPN12:14 pmWhite Plains Westchester County
$437

momondo Fare Finder

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

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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

Tue 10/20

4:29 pm-10:33 pm

1 stop7h 04m

Chicago Midway

Tue 10/27

10:59 am-6:00 pm

1 stop6h 01m

$401
Quickest round-trip

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Wed 10/14

6:00 am-10:03 am

1 stop5h 03m

Chicago Midway

Tue 10/20

9:29 am-3:48 pm

1 stop5h 19m

$421

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Wed 12/9

6:40 pm-10:55 pm

1 stop5h 15m

Chicago Midway

Sun 12/13

6:00 am-12:14 pm

1 stop5h 14m

$437

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Sat 10/10

4:29 pm-10:33 pm

1 stop7h 04m

Chicago Midway

Tue 10/13

6:04 am-12:08 pm

1 stop5h 04m

$447

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Sat 9/26

6:40 pm-10:44 pm

1 stop5h 04m

Chicago Midway

Wed 9/30

6:05 am-2:29 pm

1 stop7h 24m

$453

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Wed 12/9

6:40 pm-10:55 pm

1 stop5h 15m

Chicago Midway

Sun 12/13

6:00 am-12:14 pm

1 stop5h 14m

$457

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Fri 10/30

4:29 pm-10:33 pm

1 stop7h 04m

Chicago Midway

Sun 11/1

6:04 am-12:08 pm

1 stop5h 04m

$473

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Tue 10/13

12:30 pm-6:00 pm

1 stop6h 30m

Chicago Midway

Sat 10/17

9:29 am-3:48 pm

1 stop5h 19m

$480

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Thu 10/15

6:00 am-11:54 am

1 stop6h 54m

Chicago Midway

Tue 10/20

6:04 am-12:08 pm

1 stop5h 04m

$482

White PlainsChicago

HPN White Plains Westchester County - MDW Chicago Midway

HPNMDW

White Plains Westchester County

Wed 10/7

12:30 pm-6:00 pm

1 stop6h 30m

Chicago Midway

Sun 10/11

6:04 am-12:08 pm

1 stop5h 04m

$483

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 $305. 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 $403.

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 $267 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $382. 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

$181

Fastest flight time

5h 05m

Direct flights

None
The best one-way flight to Chicago Midway Airport from White Plains in the past 72 hours is $181. The best round-trip flight deal from White Plains to Chicago Midway Airport found on momondo in the last 72 hours is $401.
The fastest flight from White Plains to Chicago Midway Airport takes 5h 05m
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 05m, 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
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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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