Cheap flights from White Plains (HPN) to Chicago (CHI) from $107
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 5/7. 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 1 — May 81
From?
To?
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
The best prices from White Plains Westchester County to Chicago are usually found in March or February, booked 29 days in advance, depart on a Thursday or Wednesday and return on a Saturday
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 April 26, 2024.
Popular in | October |
|---|---|
Cheapest in | March |
Average price | $294 |
Round-trip from | $222 |
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 Saturday 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 48 days in advance to save up to 76% 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 48 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 $302, or $415 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 $268. Cheapflights users have found deals in the month of February for as cheap as $107. 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 evening. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the afternoon.
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 3,068,117 searches. Data last updated April 26, 2024.
Take a look at some of the lowest-priced American Airlines 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 6/227:20 amHPN - ORD
Nonstop2h 33mAmerican Airlines
Tue 6/256:31 amORD - HPN
1 stop7h 25mAmerican Airlines
Deal found 4/24$426
Wed 7/317:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 7/3112:48 pmORD - HPN
Nonstop2h 11mAmerican Airlines
Deal found 4/25$429
Sat 6/226:46 pmHPN - ORD
1 stop6h 12mAmerican Airlines
Tue 6/256:31 amORD - HPN
1 stop10h 45mAmerican Airlines
Deal found 4/24$434
Wed 5/154:30 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Sat 5/1812:51 pmORD - HPN
Nonstop2h 08mAmerican Airlines
Deal found 4/25$435
Wed 7/316:00 amHPN - ORD
1 stop5h 15mAmerican Airlines
Wed 7/3112:48 pmORD - HPN
Nonstop2h 11mAmerican Airlines
Deal found 4/25$437
Sat 5/254:30 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Tue 5/283:20 pmORD - HPN
1 stop6h 23mAmerican Airlines
Deal found 4/25$443
Tue 6/46:00 amHPN - ORD
1 stop5h 26mAmerican Airlines
Wed 6/58:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 4/25$444
Thu 7/114:30 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 7/178:09 amORD - HPN
Nonstop2h 20mAmerican Airlines
Deal found 4/25$445
Sat 5/256:00 amHPN - ORD
1 stop5h 26mAmerican Airlines
Sat 6/17:30 amORD - HPN
1 stop4h 40mAmerican Airlines
Deal found 4/25$451
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 3,068,117 searches. Data last updated April 26, 2024.
Take a gander at the lowest prices we've found on Delta flights from White Plains to Chicago. Check back soon if you're not seeing flights that suit your needs.
Wed 5/295:29 pmHPN - ORD
1 stop15h 11mDelta
Tue 6/47:09 amORD - HPN
1 stop8h 40mDelta
Deal found 4/25$339
Wed 5/295:29 pmHPN - ORD
1 stop15h 11mDelta
Tue 6/45:44 pmORD - HPN
2 stops17h 08mDelta
Deal found 4/25$367
Tue 6/43:00 pmHPN - MDW
1 stop8h 01mDelta
Wed 6/59:32 amMDW - HPN
1 stop6h 17mDelta
Deal found 4/25$454
Sat 8/35:25 pmHPN - ORD
1 stop4h 38mDelta
Sun 8/46:00 amORD - HPN
1 stop5h 09mDelta
Deal found 4/24$464
Fri 6/216:45 pmHPN - ORD
1 stop6h 11mDelta
Sun 6/236:05 amORD - HPN
1 stop4h 58mDelta
Deal found 4/25$474
Wed 5/2912:45 pmHPN - MDW
1 stop5h 21mDelta
Thu 5/309:32 amMDW - HPN
1 stop6h 17mDelta
Deal found 4/24$479
Sun 9/112:30 pmHPN - MDW
1 stop5h 33mDelta
Fri 9/62:05 pmMDW - HPN
1 stop7h 24mDelta
Deal found 4/25$504
Tue 5/712:45 pmHPN - ORD
1 stop4h 48mDelta
Sat 8/310:20 amORD - HPN
1 stop5h 25mDelta
Deal found 4/25$519
Wed 5/1512:45 pmHPN - MDW
1 stop5h 21mDelta
Sun 5/196:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/25$531
Cheap White Plains to Chicago flights in April & May 2024
Find cheap flight options from White Plains to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 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 5/171:10 pmHPN - ORD
2 stops11h 19mMultiple Airlines
Sun 5/197:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 4/24$317
Wed 5/297:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Tue 6/49:35 amORD - HPN
3 stops32h 33mMultiple Airlines
Deal found 4/25$326
Wed 5/295:29 pmHPN - ORD
1 stop15h 11mDelta
Tue 6/47:09 amORD - HPN
1 stop8h 40mDelta
Deal found 4/25$339
Fri 5/177:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Sun 5/197:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 4/24$345
Fri 5/171:10 pmHPN - ORD
2 stops11h 19mMultiple Airlines
Sun 5/197:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 4/25$350
Wed 5/295:29 pmHPN - ORD
1 stop15h 11mDelta
Tue 6/45:44 pmORD - HPN
2 stops17h 08mDelta
Deal found 4/25$367
Fri 5/171:10 pmHPN - ORD
2 stops11h 19mMultiple Airlines
Sun 5/1912:34 pmORD - HPN
3 stops22h 56mMultiple Airlines
Deal found 4/25$374
Mon 5/201:10 pmHPN - ORD
2 stops21h 45mMultiple Airlines
Sat 5/257:13 pmORD - HPN
2 stops23h 06mMultiple Airlines
Deal found 4/25$383
Tue 5/147:40 pmHPN - ORD
3 stops21h 55mMultiple Airlines
Thu 5/166:40 pmORD - HPN
3 stops23h 28mMultiple Airlines
Deal found 4/25$399
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 3,068,117 searches. Data last updated April 26, 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.
Tue 6/47:40 pmHPN - ORD
3 stops23h 00mMultiple Airlines
Wed 6/58:02 pmORD - HPN
2 stops22h 17mMultiple Airlines
Deal found 4/25$267
Fri 5/171:10 pmHPN - ORD
2 stops11h 19mMultiple Airlines
Sun 5/197:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 4/24$317
Wed 5/297:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Tue 6/49:35 amORD - HPN
3 stops32h 33mMultiple Airlines
Deal found 4/25$326
Wed 5/295:29 pmHPN - ORD
1 stop15h 11mDelta
Tue 6/47:09 amORD - HPN
1 stop8h 40mDelta
Deal found 4/25$339
Fri 5/177:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Sun 5/197:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 4/24$345
Fri 5/171:10 pmHPN - ORD
2 stops11h 19mMultiple Airlines
Sun 5/197:07 pmORD - HPN
2 stops16h 23mMultiple Airlines
Deal found 4/25$350
Wed 5/295:29 pmHPN - ORD
1 stop15h 11mDelta
Tue 6/45:44 pmORD - HPN
2 stops17h 08mDelta
Deal found 4/25$367
Fri 5/171:10 pmHPN - ORD
2 stops11h 19mMultiple Airlines
Sun 5/1912:34 pmORD - HPN
3 stops22h 56mMultiple Airlines
Deal found 4/25$374
Mon 5/201:10 pmHPN - ORD
2 stops21h 45mMultiple Airlines
Sat 5/257:13 pmORD - HPN
2 stops23h 06mMultiple Airlines
Deal found 4/25$383
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 3,068,117 searches. Data last updated April 26, 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 4/25$429
Wed 5/154:30 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Sat 5/1812:51 pmORD - HPN
Nonstop2h 08mAmerican Airlines
Deal found 4/25$435
Tue 6/44:30 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 6/58:09 amORD - HPN
Nonstop2h 18mAmerican Airlines
Deal found 4/25$436
Thu 7/114:30 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 7/178:09 amORD - HPN
Nonstop2h 20mAmerican Airlines
Deal found 4/25$445
Thu 7/47:20 amHPN - ORD
Nonstop2h 33mAmerican Airlines
Thu 7/118:09 amORD - HPN
Nonstop2h 20mAmerican Airlines
Deal found 4/25$455
Sun 7/147:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Wed 7/178:09 amORD - HPN
Nonstop2h 20mAmerican Airlines
Deal found 4/25$460
Tue 5/147:04 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Tue 5/2112:51 pmORD - HPN
Nonstop2h 08mAmerican Airlines
Deal found 4/25$469
Mon 5/204:30 pmHPN - ORD
Nonstop2h 31mAmerican Airlines
Sat 5/258:15 amORD - HPN
Nonstop2h 11mAmerican Airlines
Deal found 4/25$479
Sun 7/77:29 amHPN - ORD
Nonstop2h 31mAmerican Airlines
Thu 7/116:35 pmORD - HPN
Nonstop2h 24mAmerican Airlines
Deal found 4/25$485
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 3,068,117 searches. Data last updated April 26, 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 5/67:49 pmHPN - ORD
3 stops29h 31mMultiple Airlines
Wed 5/85:41 pmORD - HPN
3 stops24h 27mMultiple Airlines
Deal found 4/25$495
Thu 5/23:14 pmHPN - ORD
2 stops20h 03mAmerican Airlines
Fri 5/312:39 pmORD - HPN
Nonstop2h 10mAmerican Airlines
Deal found 4/24$502
Mon 5/67:49 pmHPN - ORD
3 stops39h 06mMultiple Airlines
Wed 5/87:13 pmORD - HPN
2 stops22h 55mMultiple Airlines
Deal found 4/25$538
Wed 5/19:40 amHPN - MDW
1 stop4h 05mDelta
Wed 5/86:00 amMDW - HPN
1 stop5h 00mDelta
Deal found 4/25$543
Wed 5/14:29 pmHPN - ORD
1 stop5h 52mDelta
Sat 5/411:45 amORD - HPN
1 stop4h 04mDelta
Deal found 4/25$543
Fri 5/37:49 pmHPN - ORD
3 stops26h 16mMultiple Airlines
Sun 5/59:25 pmORD - HPN
2 stops14h 05mMultiple Airlines
Deal found 4/24$547
Thu 5/26:10 amHPN - MDW
1 stop6h 45mDelta
Mon 5/69:30 amMDW - HPN
1 stop6h 19mDelta
Deal found 4/25$551
Fri 5/35:50 amHPN - ORD
1 stop4h 35mDelta
Sun 5/55:34 amORD - HPN
1 stop5h 26mDelta
Deal found 4/25$551
Wed 5/15:50 amHPN - MDW
1 stop4h 00mDelta
Thu 5/29:30 amMDW - HPN
1 stop6h 19mDelta
Deal found 4/25$558
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 3,068,117 searches. Data last updated April 26, 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.
Tue 5/77:40 pmHPN - ORD
3 stops23h 00mMultiple Airlines
Deal found 4/24$107
Tue 5/217:40 pmHPN - ORD
3 stops25h 44mMultiple Airlines
Deal found 4/25$124
Fri 5/107:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Deal found 4/24$171
Wed 5/297:49 pmHPN - ORD
3 stops22h 51mMultiple Airlines
Deal found 4/25$177
Sun 6/27:59 pmHPN - ORD
3 stops25h 36mMultiple Airlines
Deal found 4/25$197
Sun 6/97:59 pmHPN - ORD
2 stops20h 20mMultiple Airlines
Deal found 4/25$231
Fri 5/101:10 pmHPN - ORD
2 stops11h 19mMultiple Airlines
Deal found 4/24$235
Sun 6/27:59 pmHPN - ORD
2 stops20h 12mMultiple Airlines
Deal found 4/25$253
Thu 5/167:49 pmHPN - ORD
3 stops28h 40mMultiple Airlines
Deal found 4/25$258
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 3,068,117 searches. Data last updated April 26, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$267 - $429
Route
Depart
Return
Price
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Tue 6/4
3 stops23h 00m
Chicago O'Hare Intl
Wed 6/5
2 stops22h 17m
$267
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Fri 5/17
2 stops11h 19m
Chicago O'Hare Intl
Sun 5/19
2 stops16h 23m
$317
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Wed 5/29
3 stops22h 51m
Chicago O'Hare Intl
Tue 6/4
3 stops32h 33m
$326
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Wed 5/29
1 stop15h 11m
Chicago O'Hare Intl
Tue 6/4
1 stop8h 40m
$339
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Fri 5/17
3 stops22h 51m
Chicago O'Hare Intl
Sun 5/19
2 stops16h 23m
$345
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Fri 5/17
2 stops11h 19m
Chicago O'Hare Intl
Sun 5/19
2 stops16h 23m
$350
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Wed 5/29
1 stop15h 11m
Chicago O'Hare Intl
Tue 6/4
2 stops17h 08m
$367
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Sat 6/22
Nonstop2h 33m
Chicago O'Hare Intl
Tue 6/25
1 stop7h 25m
$426
White Plains Westchester CountyChicago O'Hare Intl
HPN - ORD
HPNORD
White Plains Westchester County
Wed 7/31
Nonstop2h 31m
Chicago O'Hare Intl
Wed 7/31
Nonstop2h 11m
$429
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 January 28, 2024.
The best time to book flights from White Plains to Chicago is 29 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 April 21, 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 at noon 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 $195 while a round-trip flight costs $352. Price data was last updated on April 21, 2024.
Currently, February is the cheapest month in which you can book a flight from White Plains to Chicago (average of $245). Flying from White Plains to Chicago in June is currently the most expensive (average of $356). 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
$245
March
$280
April
$273
May
$282
June
$356
July
$336
August
$276
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 April 26, 2024.
Read reviews from past customers who have flown American Airlines and Delta 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.
10,975 reviews
Comfort
7.9
Overall
8.1
Boarding
8.2
Crew
8.6
Entertainment
8.0
Food
7.4
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.
10,975 reviews
10,975 reviews
Comfort
7.9
Overall
8.1
Boarding
8.2
Crew
8.6
Entertainment
8.0
Food
7.4
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.
14,898 reviews
10,975 reviews
Comfort
7.9
Overall
8.1
Boarding
8.2
Crew
8.6
Entertainment
8.0
Food
7.4
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 3,068,117 searches. Data last updated April 26, 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 April 26, 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 April 26, 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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