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Cheap flights from White Plains to Chicago from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from White Plains to Chicago departing on 1/6. 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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Find the cheapest flights from White Plains to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from White Plains to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from White Plains to Chicago.

Cheap last minute flights

Planning a quick getaway from White Plains to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from White Plains to Chicago

Find recent round-trip train or bus tickets from White Plains to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
5:10 pm - 7:46 amHPN-ORD
15h 36m1 stop
7:30 pm - 11:50 amORD-HPN
15h 20m1 stop
$318Delta
Find Deal
Tue, Dec 10 - Mon, Dec 16
7:15 am - 8:49 amHPN-ORD
2h 34mnonstop
12:47 pm - 3:59 pmORD-HPN
2h 12mnonstop
$325American Airlines
Find Deal
Tue, Dec 31 - Fri, Jan 3
5:10 pm - 7:46 amHPN-ORD
15h 36m1 stop
3:40 pm - 10:15 pmORD-HPN
5h 35m1 stop
$326Delta
Find Deal
Tue, Dec 10 - Wed, Dec 18
3:10 pm - 6:36 pmHPN-ORD
4h 26m1 stop
6:35 pm - 9:59 pmORD-HPN
2h 24mnonstop
$335American Airlines
Find Deal
Tue, Dec 31 - Fri, Jan 3
11:29 am - 4:16 pmHPN-ORD
5h 47m1 stop
12:01 pm - 6:07 pmORD-HPN
5h 06m1 stop
$344American Airlines
Find Deal
Tue, Dec 31 - Fri, Jan 3
4:29 pm - 10:06 pmHPN-MDW
6h 37m1 stop
6:00 am - 12:08 pmMDW-HPN
5h 08m1 stop
$348Delta
Find Deal
Sat, Dec 14 - Wed, Dec 18
6:46 pm - 11:58 pmHPN-ORD
6h 12m1 stop
7:05 am - 11:50 amORD-HPN
3h 45m1 stop
$348Delta
Find Deal
Sat, Dec 14 - Tue, Dec 17
5:10 pm - 7:46 amHPN-ORD
15h 36m1 stop
5:40 am - 2:15 pmORD-HPN
7h 35m1 stop
$352Delta
Find Deal
Tue, Dec 10 - Thu, Dec 19
7:15 am - 8:48 amHPN-ORD
2h 33mnonstop
12:46 pm - 3:53 pmORD-HPN
2h 07mnonstop
$355American Airlines
Find Deal
Sat, Dec 14 - Mon, Dec 16
5:14 pm - 11:08 amHPN-MDW
18h 54m3 stops
11:48 am - 11:50 amMDW-HPN
23h 02m3 stops
$1,986WestJet
Find Deal
Sat, Dec 21 - Thu, Dec 26
8:00 am - 10:43 pmHPN-ORD
15h 43m2 stops
Mon, Jan 6
8:00 am - 12:34 amHPN-ORD
17h 34m2 stops
Wed, Dec 4
8:00 am - 10:06 pmHPN-ORD
15h 06m2 stops
Fri, Nov 22
12:00 pm - 1:34 pmHPN-ORD
2h 34mnonstop
$135American Airlines
Find Deal
Fri, Nov 22
8:20 am - 8:13 pmHPN-ORD
12h 53m2 stops
Thu, Jan 16
12:49 pm - 5:54 pmHPN-MDW
6h 05m1 stop
$144Delta
Find Deal
Thu, Nov 21
6:00 am - 12:21 pmHPN-ORD
7h 21m1 stop
$144Delta
Find Deal
Fri, Nov 22
4:30 pm - 6:02 pmHPN-ORD
2h 32mnonstop
$191American Airlines
Find Deal
Fri, Dec 13
5:10 pm - 6:32 pmHPN-MDW
26h 22m3 stops
$499WestJet
Find Deal
Wed, Dec 4
5:14 pm - 11:08 amHPN-MDW
18h 54m3 stops
$878WestJet
Find Deal
Sat, Dec 21
12:00 pm - 1:34 pmHPN-ORD
2h 34mnonstop
5:00 am - 1:01 pmORD-HPN
7h 01m1 stop
$344American Airlines
Find Deal
Tue, Nov 19 - Sun, Nov 24
5:10 pm - 8:25 pmHPN-ORD
4h 15m1 stop
7:10 am - 3:42 pmORD-HPN
7h 32m1 stop
$353Delta
Find Deal
Tue, Nov 19 - Sun, Nov 24
6:00 am - 11:58 amHPN-MDW
6h 58m1 stop
2:38 pm - 10:14 pmMDW-HPN
6h 36m1 stop
$383Delta
Find Deal
Sun, Nov 17 - Sat, Nov 23
6:40 pm - 11:59 pmHPN-ORD
6h 19m1 stop
3:35 pm - 10:14 pmORD-HPN
5h 39m1 stop
$383Delta
Find Deal
Sun, Nov 17 - Sat, Nov 23
6:00 am - 12:21 pmHPN-ORD
7h 21m1 stop
3:35 pm - 10:14 pmORD-HPN
5h 39m1 stop
$385Delta
Find Deal
Sun, Nov 17 - Sat, Nov 23
7:15 am - 8:54 amHPN-ORD
2h 39mnonstop
6:38 pm - 9:52 pmORD-HPN
2h 14mnonstop
$399American Airlines
Find Deal
Tue, Nov 19 - Tue, Dec 3
7:15 am - 8:54 amHPN-ORD
2h 39mnonstop
7:00 am - 1:01 pmORD-HPN
5h 01m1 stop
$409American Airlines
Find Deal
Tue, Nov 19 - Tue, Dec 3
12:30 pm - 5:02 pmHPN-MDW
5h 32m1 stop
10:41 am - 6:00 pmMDW-HPN
6h 19m1 stop
$418Delta
Find Deal
Sat, Nov 16 - Wed, Nov 20
4:29 pm - 11:59 pmHPN-ORD
8h 30m1 stop
7:05 am - 11:50 amORD-HPN
3h 45m1 stop
$418Delta
Find Deal
Tue, Nov 19 - Wed, Dec 4
8:20 am - 8:26 pmHPN-ORD
37h 06m3 stops
5:15 pm - 12:30 pmORD-HPN
18h 15m2 stops
Sun, Nov 17 - Sat, Nov 23
7:15 am - 8:49 amHPN-ORD
2h 34mnonstop
12:47 pm - 3:59 pmORD-HPN
2h 12mnonstop
$325American Airlines
Find Deal
Tue, Dec 31 - Fri, Jan 3
7:15 am - 8:48 amHPN-ORD
2h 33mnonstop
12:46 pm - 3:53 pmORD-HPN
2h 07mnonstop
$355American Airlines
Find Deal
Sat, Dec 14 - Mon, Dec 16
7:15 am - 9:00 amHPN-ORD
2h 45mnonstop
12:45 pm - 3:50 pmORD-HPN
2h 05mnonstop
$381American Airlines
Find Deal
Fri, Jan 17 - Sun, Jan 19
7:15 am - 8:54 amHPN-ORD
2h 39mnonstop
6:39 pm - 9:53 pmORD-HPN
2h 14mnonstop
$394American Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
7:15 am - 8:54 amHPN-ORD
2h 39mnonstop
8:20 am - 11:29 amORD-HPN
2h 09mnonstop
$399American Airlines
Find Deal
Tue, Nov 19 - Tue, Dec 3
7:15 am - 8:54 amHPN-ORD
2h 39mnonstop
6:39 pm - 9:53 pmORD-HPN
2h 14mnonstop
$401American Airlines
Find Deal
Sat, Nov 23 - Sat, Nov 30
7:15 am - 8:54 amHPN-ORD
2h 39mnonstop
6:38 pm - 9:52 pmORD-HPN
2h 14mnonstop
$419American Airlines
Find Deal
Wed, Nov 20 - Sat, Nov 23
7:15 am - 8:48 amHPN-ORD
2h 33mnonstop
6:30 pm - 9:53 pmORD-HPN
2h 23mnonstop
$420American Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
12:00 pm - 1:29 pmHPN-ORD
2h 29mnonstop
6:35 pm - 9:59 pmORD-HPN
2h 24mnonstop
$422American Airlines
Find Deal
Thu, Dec 12 - Thu, Dec 19
7:15 am - 8:48 amHPN-ORD
2h 33mnonstop
6:35 pm - 9:59 pmORD-HPN
2h 24mnonstop
$425American Airlines
Find Deal
Sun, Dec 15 - Sat, Dec 21

Delta flights from White Plains to Chicago

Our best Delta deals on White Plains to Chicago flight tickets
Delta
Dec 10
HPN5:10 pmWhite Plains Westchester County
15h 36m
1 stop
ORD7:46 amChicago O'Hare Intl
Dec 16
ORD7:30 pmChicago O'Hare Intl
15h 20m
1 stop
HPN11:50 amWhite Plains Westchester County
Delta
Dec 10
HPN5:10 pmWhite Plains Westchester County
15h 36m
1 stop
ORD7:46 amChicago O'Hare Intl
Dec 18
ORD3:40 pmChicago O'Hare Intl
5h 35m
1 stop
HPN10:15 pmWhite Plains Westchester County
Delta
Dec 14
HPN6:46 pmWhite Plains Westchester County
6h 12m
1 stop
ORD11:58 pmChicago O'Hare Intl
Dec 17
ORD7:05 amChicago O'Hare Intl
3h 45m
1 stop
HPN11:50 amWhite Plains Westchester County

American Airlines flights from White Plains to Chicago

Our best American Airlines deals on White Plains to Chicago flight tickets
American Airlines
Dec 31
HPN7:15 amWhite Plains Westchester County
2h 34m
ORD8:49 amChicago O'Hare Intl
Jan 3
ORD12:47 pmChicago O'Hare Intl
2h 12m
HPN3:59 pmWhite Plains Westchester County
American Airlines
Dec 31
HPN3:10 pmWhite Plains Westchester County
4h 26m
1 stop
ORD6:36 pmChicago O'Hare Intl
Jan 3
ORD6:35 pmChicago O'Hare Intl
2h 24m
HPN9:59 pmWhite Plains Westchester County
American Airlines
Dec 31
HPN11:29 amWhite Plains Westchester County
5h 47m
1 stop
ORD4:16 pmChicago O'Hare Intl
Jan 3
ORD12:01 pmChicago O'Hare Intl
5h 06m
1 stop
HPN6:07 pmWhite Plains Westchester County

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

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 month to fly from White Plains to Chicago?

January. The cheapest time of year to fly to Chicago from White Plains is January. Most expensive is December

What is the cheapest day to depart White Plains for Chicago?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

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

In the evening. White Plains to Chicago flights are approximately 70% more expensive in the morning than in the evening

What is the cheapest airline that flies to Chicago from White Plains?

Delta. Delta and American Airlines are the most popular carriers operating from White Plains to Chicago

What is the cheapest White Plains to Chicago flight route?

White Plains Westchester County - Chicago O'Hare Intl. Fly from White Plains Westchester County to Chicago O'Hare Intl for the best White Plains - Chicago flight prices

How far in advance should you book White Plains to Chicago flights?

49 days before. The cheapest time to buy a flight from White Plains to Chicago is approximately 49 days to departure

How many flights depart from White Plains to Chicago on average per day?

As of November 2024, 6 flights take off from White Plains and land in Chicago each day. The most common flight departure time for this route is 12:00PM, with 68% of daily flights taking off in the afternoon.

How many flights depart from White Plains to Chicago on average per week?

45 flights are operational weekly from White Plains to Chicago as of November 2024. The most popular departure day for this route is Sunday, with 16% of flights per week taking off on this day.

What cabin class options are available on White Plains to Chicago flights?

There are 2 cabin classes available to choose from on White Plains to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on White Plains to Chicago flights?

You could potentially save up to 25% on your flight if you consider stops on a White Plains to Chicago flight.

How have White Plains to Chicago flight prices changed over time?

As of November 2024, prices for White Plains to Chicago flights are approximately 36% more expensive when compared to flights at the same time last year.

When to book flights from White Plains to Chicago

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

Cheap White Plains to Chicago (HPN to CHI) flight deals and tips

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

Best Price Found

$100

Fastest flight time

2h 29m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from White Plains in the past 72 hours is $100. The best round-trip flight deal from White Plains to Chicago found on momondo in the last 72 hours is $318.
The fastest flight from White Plains to Chicago takes 2h 29m
Direct flights go from White Plains to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    Chicago is 719.0 mi away from White Plains Westchester County. A reasonable flight in good conditions will take 2h 29m.

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

    Prices for flights from White Plains Westchester County Airport to Chicago are updated daily.

  • How many operators does momondo search for flights from White Plains Westchester County Airport to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from White Plains Westchester County Airport to Chicago.

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

    The travel and health documents required for your trip to Chicago 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 Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from White Plains to Chicago?

  • What is the most popular airline from White Plains to Chicago?


Best airlines flying from White Plains to Chicago

Compare and see reviews for airlines that fly from White Plains to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $176Free CancellationRating
8.0
8,788 reviews
Search Delta flights
American AirlinesPriceFrom $274Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • American Airlines Flights From White Plains to Chicago

    Across 19 American Airlines flights from White Plains to Chicago this week, the average price was $471, with the best American Airlines deals starting from $274 round-trip. 10,000 users have rated American Airlines on momondo, with an average score of 7.2/10.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from White Plains to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from White Plains to Chicago.

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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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago