Cheap flights from White Plains (HPN) to Chicago (CHI) from $113
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/21. 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.
HPN — CHI
May 18 — May 251
From?
To?
1 adult, Economy
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The best prices from White Plains Westchester County to Chicago are usually found in February or May, booked 50 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday
Cheap flight deals from White Plains to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 13, 2024.
Popular in | December |
|---|---|
Cheapest in | February |
Average price | $405 |
Round-trip from | $223 |
What is the cheapest day to fly round-trip from White Plains to Chicago?
Users have found that flying from White Plains to Chicago on a Sunday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.
How far in advance should I book a flight from White Plains to Chicago?
Travelers have found it’s best to book a flight 56 days in advance to save up to 98% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 56 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from White Plains to Chicago 1-2 weeks in advance for as low as $278, or $423 for flights within the next 24 hours.
What is the cheapest month to fly from White Plains to Chicago?
February can be a great time to fly to Chicago from White Plains with a flight ticket averaging about $261. Cheapflights users have found deals in the month of February for as cheap as $81. The most expensive prices can be found in the month of June.
When is the cheapest time to fly from White Plains to Chicago (HPN - CHI)?
It’s optimal to fly from White Plains to Chicago in the afternoon. By choosing this option you can save up to 44% on the cost of your flight, compared to a flight at noon.
Cheap Delta flights from White Plains to Chicago
Explore cheap flight options specifically provided by Delta for the route between White Plains and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Take a look at some of the lowest-priced Delta flights heading from White Plains to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Sat 6/155:25 pmHPN - ORD
1 stop4h 38mDelta
Tue 6/257:10 amORD - HPN
1 stop3h 37mDelta
Deal found 5/12$226
Thu 7/46:00 amHPN - ORD
1 stop18h 56mDelta
Sat 7/1310:20 amORD - HPN
1 stop5h 25mDelta
Deal found 5/13$270
Fri 7/56:00 amHPN - MDW
1 stop9h 55mDelta
Sat 7/139:24 amMDW - HPN
1 stop6h 21mDelta
Deal found 5/13$310
Sat 7/66:00 amHPN - ORD
1 stop14h 47mDelta
Sat 7/1310:20 amORD - HPN
1 stop5h 25mDelta
Deal found 5/13$311
Thu 7/46:00 amHPN - ORD
1 stop18h 56mDelta
Wed 7/107:59 pmORD - HPN
1 stop12h 33mDelta
Deal found 5/13$334
Thu 7/46:00 amHPN - MDW
1 stop16h 46mDelta
Sat 7/139:24 amMDW - HPN
1 stop6h 21mDelta
Deal found 5/13$335
Thu 7/46:00 amHPN - ORD
2 stops16h 03mDelta
Sat 7/1310:20 amORD - HPN
1 stop5h 25mDelta
Deal found 5/13$339
Sat 7/66:00 amHPN - ORD
2 stops16h 03mDelta
Sat 7/1310:20 amORD - HPN
1 stop5h 25mDelta
Deal found 5/13$361
Fri 7/56:00 amHPN - ORD
2 stops17h 42mDelta
Sat 7/1310:20 amORD - HPN
1 stop5h 25mDelta
Deal found 5/13$363
Cheap American Airlines flights from White Plains to Chicago
Explore cheap flight options specifically provided by American Airlines for the route between White Plains and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Take a gander at the lowest prices we've found on American Airlines flights from White Plains to Chicago. Check back soon if you're not seeing flights that suit your needs.
Wed 9/257:59 amHPN - ORD
1 stop12h 09mAmerican Airlines
Sat 9/285:30 amORD - HPN
1 stop13h 29mAmerican Airlines
Deal found 5/13$384
Wed 9/257:44 amHPN - ORD
Nonstop2h 36mAmerican Airlines
Sat 9/289:55 amORD - HPN
1 stop11h 31mAmerican Airlines
Deal found 5/13$415
Fri 9/2712:47 pmHPN - ORD
Nonstop2h 38mAmerican Airlines
Tue 10/15:30 amORD - HPN
1 stop10h 01mAmerican Airlines
Deal found 5/12$425
Fri 9/271:44 pmHPN - ORD
1 stop6h 24mAmerican Airlines
Tue 10/111:50 amORD - HPN
1 stop9h 36mAmerican Airlines
Deal found 5/12$433
Wed 7/317:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 7/3112:48 pmORD - HPN
Nonstop2h 11mAmerican Airlines
Deal found 5/12$440
Wed 6/264:30 pmHPN - ORD
Nonstop2h 33mAmerican Airlines
Sat 6/296:37 pmORD - HPN
Nonstop2h 22mAmerican Airlines
Deal found 5/12$445
Thu 9/1212:47 pmHPN - ORD
Nonstop2h 38mAmerican Airlines
Mon 9/168:20 pmORD - HPN
1 stop11h 50mAmerican Airlines
Deal found 5/12$446
Wed 7/317:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 7/3111:50 amORD - HPN
1 stop7h 39mAmerican Airlines
Deal found 5/12$448
Wed 6/2612:19 pmHPN - ORD
Nonstop2h 33mAmerican Airlines
Wed 6/263:21 pmORD - HPN
1 stop7h 02mAmerican Airlines
Deal found 5/12$449
Cheap White Plains to Chicago flights in May & June 2024
Find cheap flight options from White Plains to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,633,403 searches. Prices were last updated on May 13, 2024.
Listed are some of the best fares we've found on flights departing from White Plains to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Fri 5/317:49 pmHPN - ORD
3 stops25h 46mMultiple Airlines
Sun 6/27:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 5/12$291
Fri 5/311:10 pmHPN - ORD
2 stops21h 45mMultiple Airlines
Sun 6/212:34 pmORD - HPN
3 stops22h 56mMultiple Airlines
Deal found 5/12$315
Fri 5/317:49 pmHPN - ORD
3 stops25h 46mMultiple Airlines
Sun 6/212:34 pmORD - HPN
3 stops22h 56mMultiple Airlines
Deal found 5/12$327
Mon 6/107:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Sun 6/169:10 pmORD - HPN
2 stops20h 58mMultiple Airlines
Deal found 5/12$330
Mon 6/101:10 pmHPN - ORD
2 stops21h 51mMultiple Airlines
Sun 6/169:10 pmORD - HPN
2 stops20h 58mMultiple Airlines
Deal found 5/12$333
Tue 6/117:40 pmHPN - ORD
3 stops28h 13mMultiple Airlines
Thu 6/138:04 pmORD - HPN
3 stops22h 04mMultiple Airlines
Deal found 5/13$348
Mon 6/107:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Sun 6/166:25 amORD - HPN
3 stops35h 43mMultiple Airlines
Deal found 5/12$358
Tue 6/43:00 pmHPN - MDW
1 stop8h 01mDelta
Mon 6/106:00 amMDW - HPN
1 stop5h 03mDelta
Deal found 5/13$370
Sat 6/16:45 pmHPN - ORD
1 stop6h 13mDelta
Sun 6/96:00 amORD - HPN
1 stop5h 03mDelta
Deal found 5/13$370
White Plains to Chicago 2024 flight deals
Discover exclusive flight deals for travel between White Plains and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Listed are some of the best fares we've found on flights departing from White Plains to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Fri 5/317:49 pmHPN - ORD
3 stops25h 46mMultiple Airlines
Sun 6/27:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 5/12$291
Fri 7/56:00 amHPN - MDW
1 stop9h 55mDelta
Sat 7/139:24 amMDW - HPN
1 stop6h 21mDelta
Deal found 5/13$310
Sat 7/66:00 amHPN - MDW
1 stop16h 46mDelta
Sat 7/139:24 amMDW - HPN
1 stop6h 21mDelta
Deal found 5/13$311
Sat 7/66:00 amHPN - ORD
1 stop14h 47mDelta
Sat 7/1310:20 amORD - HPN
1 stop5h 25mDelta
Deal found 5/13$311
Fri 5/311:10 pmHPN - ORD
2 stops21h 45mMultiple Airlines
Sun 6/212:34 pmORD - HPN
3 stops22h 56mMultiple Airlines
Deal found 5/12$315
Fri 5/317:49 pmHPN - ORD
3 stops25h 46mMultiple Airlines
Sun 6/212:34 pmORD - HPN
3 stops22h 56mMultiple Airlines
Deal found 5/12$327
Mon 6/107:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Sun 6/169:10 pmORD - HPN
2 stops20h 58mMultiple Airlines
Deal found 5/12$330
Mon 6/101:10 pmHPN - ORD
2 stops21h 51mMultiple Airlines
Sun 6/169:10 pmORD - HPN
2 stops20h 58mMultiple Airlines
Deal found 5/12$333
Thu 7/46:00 amHPN - ORD
1 stop18h 56mDelta
Wed 7/107:59 pmORD - HPN
1 stop12h 33mDelta
Deal found 5/13$334
Non-stop flights to Chicago from White Plains
Discover non-stop flight options from White Plains to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
If you're seeking options on non-stop flights from White Plains to Chicago, check out these fares. Select from other flights from White Plains to Chicago by using the search form above.
Wed 7/317:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 7/3112:48 pmORD - HPN
Nonstop2h 11mAmerican Airlines
Deal found 5/12$440
Wed 6/264:30 pmHPN - ORD
Nonstop2h 33mAmerican Airlines
Sat 6/296:37 pmORD - HPN
Nonstop2h 22mAmerican Airlines
Deal found 5/12$445
Tue 6/47:04 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Mon 6/108:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 5/12$455
Fri 7/197:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Sun 7/218:09 amORD - HPN
Nonstop2h 20mAmerican Airlines
Deal found 5/12$465
Tue 6/117:20 amHPN - ORD
Nonstop2h 33mAmerican Airlines
Thu 6/1312:52 pmORD - HPN
Nonstop2h 07mAmerican Airlines
Deal found 5/13$470
Sat 6/112:23 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Sun 6/98:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 5/13$489
Thu 7/187:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Fri 7/198:09 amORD - HPN
Nonstop2h 20mAmerican Airlines
Deal found 5/13$495
Tue 5/287:04 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 5/2912:51 pmORD - HPN
Nonstop2h 08mAmerican Airlines
Deal found 5/13$513
Thu 6/64:30 pmHPN - ORD
Nonstop2h 33mAmerican Airlines
Tue 6/118:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 5/12$529
White Plains to Chicago flights leaving soon
Find last-minute flight options from White Plains to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Users seeking a last-minute flight from White Plains to Chicago should consider booking one of these fares. Users should examine the flight details to ensure there are no surprises.
Mon 5/2012:45 pmHPN - MDW
1 stop5h 21mDelta
Tue 5/219:32 amMDW - HPN
1 stop6h 17mDelta
Deal found 5/12$452
Tue 5/215:25 pmHPN - ORD
2 stops16h 38mAmerican Airlines
Wed 5/2212:51 pmORD - HPN
Nonstop2h 08mAmerican Airlines
Deal found 5/12$523
Wed 5/223:00 pmHPN - MDW
1 stop8h 01mDelta
Wed 6/129:34 amMDW - HPN
1 stop6h 11mDelta
Deal found 5/12$536
Wed 5/223:00 pmHPN - ORD
1 stop7h 26mDelta
Wed 6/127:05 amORD - HPN
1 stop7h 44mDelta
Deal found 5/12$536
Thu 5/2312:45 pmHPN - ORD
1 stop6h 32mDelta
Sun 5/2611:59 amORD - HPN
1 stop3h 50mDelta
Deal found 5/12$548
Thu 5/2312:45 pmHPN - MDW
1 stop5h 21mDelta
Sun 5/269:32 amMDW - HPN
1 stop6h 17mDelta
Deal found 5/13$558
Thu 5/2312:45 pmHPN - ORD
1 stop6h 32mDelta
Sun 5/2611:59 amORD - HPN
1 stop3h 50mDelta
Deal found 5/13$558
Wed 5/2212:29 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 6/128:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 5/12$571
Wed 5/226:00 amHPN - ORD
1 stop5h 26mAmerican Airlines
Wed 6/128:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 5/12$579
One-way flights to Chicago from White Plains
Search for one-way flight options from White Plains to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Users traveling one-way from White Plains to Chicago can select one of these great deals. For those needing a return trip from White Plains, there is a search form available above.
Wed 8/2112:45 pmHPN - MDW
1 stop6h 14mDelta
Deal found 5/12$113
Wed 8/216:55 pmHPN - ORD
1 stop6h 04mDelta
Deal found 5/12$113
Mon 5/201:10 pmHPN - ORD
2 stops21h 45mMultiple Airlines
Deal found 5/13$122
Fri 5/311:10 pmHPN - ORD
2 stops21h 45mMultiple Airlines
Deal found 5/12$138
Wed 6/268:00 amHPN - ORD
3 stops31h 29mMultiple Airlines
Deal found 5/12$145
Tue 5/287:40 pmHPN - ORD
3 stops28h 49mMultiple Airlines
Deal found 5/12$153
Mon 6/101:10 pmHPN - ORD
2 stops21h 51mMultiple Airlines
Deal found 5/13$158
Mon 5/201:10 pmHPN - ORD
3 stops27h 48mMultiple Airlines
Deal found 5/13$164
Wed 6/268:00 amHPN - ORD
2 stops27h 01mMultiple Airlines
Deal found 5/12$174
Find flights from White Plains to Chicago within your budget
Customize your flight search to find flights from White Plains to Chicago 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, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$226 - $384
Route
Depart
Return
Price
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Sat 6/15
1 stop4h 38m
Chicago O'Hare Intl
Tue 6/25
1 stop3h 37m
$226
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Thu 7/4
1 stop18h 56m
Chicago O'Hare Intl
Sat 7/13
1 stop5h 25m
$270
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Fri 5/31
2 stops11h 19m
Chicago O'Hare Intl
Sun 6/2
2 stops16h 23m
$280
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Fri 5/31
2 stops11h 19m
Chicago O'Hare Intl
Sun 6/2
2 stops16h 23m
$282
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Fri 5/31
3 stops25h 46m
Chicago O'Hare Intl
Sun 6/2
2 stops16h 23m
$291
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Fri 7/5
1 stop9h 55m
Chicago Midway
Sat 7/13
1 stop6h 21m
$310
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Sat 7/6
1 stop16h 46m
Chicago Midway
Sat 7/13
1 stop6h 21m
$311
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Fri 5/31
2 stops21h 45m
Chicago O'Hare Intl
Sun 6/2
3 stops22h 56m
$315
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Wed 9/25
1 stop12h 09m
Chicago O'Hare Intl
Sat 9/28
1 stop13h 29m
$384
When is the best time to book a flight from White Plains to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from White Plains to Chicago. Price data was last updated on May 10, 2024.
The best time to book flights from White Plains to Chicago is 50 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
When is the cheapest time to fly from White Plains to Chicago?
Use this chart to determine the cheapest time to fly round-trip from White Plains to Chicago. Price data was last updated on May 12, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their White Plains to Chicago flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Average price of flights to Chicago by month
Plan your trip from White Plains to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from White Plains to Chicago is currently $142 while a round-trip flight costs $297. Price data was last updated on May 12, 2024.
Currently, February is the cheapest month in which you can book a flight from White Plains to Chicago (average of $244). Flying from White Plains to Chicago in June is currently the most expensive (average of $342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$248
February
$244
March
$280
April
$258
May
$278
June
$342
July
$327
August
$274
September
$258
October
$248
November
$270
December
$248
Temperature and rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 13, 2024.
Read reviews from past customers who have flown Delta and American Airlines from White Plains to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
10,736 reviews
Overall
8.0
Food
7.4
Boarding
8.2
Comfort
7.9
Crew
8.6
Entertainment
8.0
Reviews
1 / 10
In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.
10,736 reviews
10,736 reviews
Overall
8.0
Food
7.4
Boarding
8.2
Comfort
7.9
Crew
8.6
Entertainment
8.0
Reviews
1 / 10
In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.
14,608 reviews
10,736 reviews
Overall
8.0
Food
7.4
Boarding
8.2
Comfort
7.9
Crew
8.6
Entertainment
8.0
Reviews
1 / 10
In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.
Related info for your journey
Find useful and relevant information for your journey from White Plains to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for White Plains to ChicagoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from White Plains to Chicago
Discover the top 3 airlines that operate flights from White Plains to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,633,403 searches. Data last updated May 13, 2024.
Search flights from White Plains to Chicago by cabin class
Find flights from White Plains to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from White Plains to Chicago
Find hourly flight availability from White Plains to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 13, 2024.
| 1%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 59%of flight departures | Morning6 am to noon |
| 40%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Midnight
6 AM
Noon
6 PM
Weekly flight availability from White Plains to Chicago
Explore weekly flight availability from White Plains to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 13, 2024.
| Sunday | 13daily flights |
|---|---|
| Monday | 12daily flights |
| Tuesday | 9daily flights |
| Wednesday | 11daily flights |
| Thursday | 9daily flights |
| Friday | 14daily flights |
| Saturday | 10daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
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