Title: £241 Cheap Flights from White Plains to Chicago (HPN to ORD) - Expedia.co.uk ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £241 Cheap Flights from White Plains (HPN) to Chicago (ORD) [View £241 flight on Thu, 25 Sept 2025](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:HPN,to:ORD,departure:25/09/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:240.30&airProductToken=AQqMAQotCMJsEgQyNjk1GOdrIMxwKKzU-AIw0dX4AjhMQABYAWoCRE5yCFNJN1FVRUwxCi0IwmwSBDEwODQYzHAgqVEoutb4AjDe1_gCOExAAVgBagJETnIIT0M3QVVFTDEKLAjCbBIDNDA1GKlRIK4cKITZ-AIwrdr4AjhMQAFYAWoCRE5yCE9DN0FVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:hpn,to:ord,departure:01/10/2025TANYT&leg2=from:ord,to:hpn,departure:08/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.co.uk/Flights-Search?leg1=from:hpn,to:ord,departure:01/10/2025TANYT&leg2=from:ord,to:hpn,departure:08/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![JetBlue Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.co.uk/Flights-Search?leg1=from:hpn,to:ord,departure:01/10/2025TANYT&leg2=from:ord,to:hpn,departure:08/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheap Flights from White Plains (HPN) to Chicago (ORD) Prices were available within the past 7 days and start at £241 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Return ## Find the cheapest month to fly from White Plains (HPN) to Chicago (ORD) ### November is typically the cheapest month to fly From £151 - £476 per traveller. Flight from White Plains to Chicago route information | Origin airport | Westchester County | | --- | --- | | Destination airport | O'Hare Intl. | | Distance | 1178 km | | Average flight time | 1 hour 33 mins | ## Compare flights from White Plains to Chicago easily and book with confidence For travelling on business or for pleasure, Expedia makes it easy to book your flights from White Plains to Chicago. Operating between them 8 flights per day, 11 airlines cover the route. And American Airlines, Qatar Airways, Alaska Airlines fly direct, getting you to O'Hare Intl. in just 0hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Westchester County to O'Hare Intl..   To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.  Grab a great deal on your flight from Westchester County (HPN) to O'Hare Intl. (ORD) The easiest way to view the best deals on flights from White Plains to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Westchester County to O'Hare Intl. start at just and range up to .   To find an even better deal, try   - being flexible on your dates – midweek flights can be cheaper - looking for other airports near White Plains and Chicago - booking your flight during , the cheapest month on this route - varying your flight times – early morning and late at night are sometimes cheaper  Why you should book your White Plains to Chicago flight with Expedia! We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Westchester County to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.   Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.   ## Frequently asked questions ### How much is a flight from HPN to O'Hare Intl. Airport (ORD)? > Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip flight between Westchester County Airport (HPN) and O'Hare Airport was . Cheap tickets don't last long, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Westchester County Airport (HPN) to ORD? > When it comes to cancellation fees, every airline has its own terms and conditions. If you decide to cancel your trip, visit our [Customer Service Portal](https://www.expedia.co.uk/service/?langid=1033). ### How do I find cheap flights from White Plains Airport to ORD that have flexible change policies? > Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for HPN to ORD flights, you'll see a "no change fees" filter for you to select. ### How far is the flight from Westchester County Airport (HPN) to O'Hare Airport? > That new movie you've been desperate to see will have to wait — the flight distance between HPN and ORD is only 1,200 kilometres. The captain will be instructing you to put your seat upright for landing before you know it. ### Which airlines fly direct from White Plains Airport to ORD? > American Airlines (AA) is the number one choice for many travellers. It offers 91 flights between HPN and ORD each month. You could also take a look at the fares available with United Airlines (UA). This carrier operates 91 flights a month between West Harrison and Chicago. ### Are White Plains Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute? > It is possible to find great last-minute deals from Westchester County Airport (HPN) to O'Hare Intl. Airport (ORD), but it's also possible to miss out entirely! As many airlines advertise prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to pounce when you spot a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can be sure you're always seeing the latest offers. ## Explore a world of travel with Expedia - Flights ### Flights - [Flights from Lake Of The Ozarks (AIZ) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/aiz/chi/lake-of-the-ozarks-to-chicago) - [Flights from Amsterdam (AMS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ams/chi/amsterdam-to-chicago) - [Flights from Atlanta (ATL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/atl/chi/atlanta-to-chicago) - [Flights from Abu Dhabi (AUH) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/auh/mdw/abu-dhabi-to-chicago) - [Flights from Wilkes-Barre (AVP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/avp/chi/wilkes-barre-to-chicago) - [Flights from Beirut (BEY) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bey/chi/beirut-to-chicago) - [Flights from Birmingham (BHX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bhx/chi/birmingham-to-chicago) - [Flights from Bitam (BMM) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bmm/chi/bitam-to-chicago) - [Flights from Basel (BSL) to Chicago (PWK)](https://www.expedia.co.uk/lp/flights/bsl/pwk/basel-to-chicago) - [Flights from Burbank (BUR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bur/mdw/burbank-to-chicago) - [Flights from Baltimore (BWI) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/bwi/chi/baltimore-to-chicago) - [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/bwi/mdw/baltimore-to-chicago) - [Flights from Carlisle (CAX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/cax/chi/carlisle-to-chicago) - [Flights from Cambridge (CBG) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/cbg/chi/cambridge-to-chicago) - [Flights from Concord (CCR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/ccr/mdw/concord-to-chicago) - [Flights from Chub Cay (CCZ) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ccz/chi/chub-cay-to-chicago) - [Flights from Craig (CGA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/cga/chi/craig-to-chicago) - [Flights from Charleston (CHS) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/chs/mdw/charleston-to-chicago) - [Flights from Champaign (CMI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/cmi/mdw/champaign-to-chicago) - [Flights from Washington (DCA) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/dca/ugn/washington-to-waukegan) - [Flights from Delhi (DEL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/del/chi/delhi-to-chicago) - [Flights from Dallas (DFW) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/dfw/chi/dallas-to-chicago) - [Flights from Derby (DRB) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/drb/chi/derby-to-chicago) - [Flights from Dublin (DUB) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/dub/chi/dublin-to-chicago) - [Flights from Wenatchee (EAT) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/eat/mdw/wenatchee-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/edi/chi/edinburgh-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/edi/mdw/edinburgh-to-chicago) - [Flights from Emden (EME) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/eme/chi/emden-to-chicago) - [Flights from Exeter (EXT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ext/chi/exeter-to-chicago) - [Flights from Frankfurt (FRA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/fra/chi/frankfurt-to-chicago) - [Flights from Galesburg (GBG) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gbg/mdw/galesburg-to-chicago) - [Flights from Glasgow (GLA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gla/mdw/glasgow-to-chicago) - [Flights from Geneva (GVA) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/gva/mdw/geneva-to-chicago) - [Flights from Gary (GYY) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/gyy/chi/gary-to-chicago) - [Flights from Hull (HUY) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/huy/mdw/hull-to-chicago) - [Flights from Washington (IAD) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/iad/mdw/washington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/ind/mdw/indianapolis-to-chicago) - [Flights from Isle of Man (IOM) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/iom/chi/isle-of-man-to-chicago) - [Flights from Iowa City (IOW) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/iow/mdw/iowa-city-to-chicago) - [Flights from Istanbul (IST) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ist/chi/istanbul-to-chicago) - [Flights from Jacksonville (JAX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/jax/chi/jacksonville-to-chicago) - [Flights from New York (JFK) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/jfk/mdw/new-york-to-chicago) - [Flights from Kigali (KGL) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/kgl/mdw/kigali-to-chicago) - [Flights from Karachi (KHI) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/khi/chi/karachi-to-chicago) - [Flights from Kaluga (KLF) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/klf/chi/kaluga-to-chicago) - [Flights from Kitadaito (KTD) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ktd/chi/kitadaito-to-chicago) - [Flights from Los Angeles (LAX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lax/chi/los-angeles-to-chicago) - [Flights from Le Havre (LEH) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/leh/chi/le-havre-to-chicago) - [Flights from London (LGW) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/lgw/mdw/london-to-chicago) - [Flights from London (LHR) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/lhr/mdw/london-to-chicago) - [Flights from Milan (LIN) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lin/chi/milan-to-chicago) - [Flights from Little Rock (LIT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lit/chi/little-rock-to-chicago) - [Flights from Klamath Falls (LMT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lmt/chi/klamath-falls-to-chicago) - [Flights from London (LON) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/lon/ugn/london-to-waukegan) - [Flights from Liverpool (LPL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lpl/chi/liverpool-to-chicago) - [Flights from La Rochelle (LRH) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lrh/chi/la-rochelle-to-chicago) - [Flights from Lawrence (LWC) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/lwc/chi/lawrence-to-chicago) - [Flights from Manchester (MAN) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/man/mdw/manchester-to-chicago) - [Flights from Kansas City (MCI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/mci/mdw/kansas-city-to-chicago) - [Flights from Memphis (MEM) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/mem/ugn/memphis-to-waukegan) - [Flights from Mexico City (MEX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mex/chi/mexico-city-to-chicago) - [Flights from Miami (MIA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mia/chi/miami-to-chicago) - [Flights from Malta (MLK) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mlk/chi/malta-to-chicago) - [Flights from Durham (MME) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/mme/mdw/durham-to-chicago) - [Flights from Manila (MNL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/mnl/chi/manila-to-chicago) - [Flights from Minneapolis (MSP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/msp/chi/minneapolis-to-chicago) - [Flights from Naples (NAP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/nap/chi/naples-to-chicago) - [Flights from Nottingham (NQT) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/nqt/chi/nottingham-to-chicago) - [Flights from Newcastle (NTL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ntl/chi/newcastle-to-chicago) - [Flights from Norwich (NWI) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/nwi/mdw/norwich-to-chicago) - [Flights from Obock (OBC) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/obc/chi/obock-to-chicago) - [Flights from Chicago (ORD) to Waukegan (UGN)](https://www.expedia.co.uk/lp/flights/ord/ugn/chicago-to-waukegan) - [Flights from Paris (PAR) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/par/chi/paris-to-chicago) - [Flights from Portland (PDX) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/pdx/chi/portland-to-chicago) - [Flights from Portland (PDX) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/pdx/mdw/portland-to-chicago) - [Flights from Beijing (PEK) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/pek/chi/beijing-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/phl/chi/philadelphia-to-chicago) - [Flights from Philadelphia (PHL) to Chicago (PWK)](https://www.expedia.co.uk/lp/flights/phl/pwk/philadelphia-to-chicago) - [Flights from Phoenix (PHX) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/phx/mdw/phoenix-to-chicago) - [Flights from Port of Spain (POS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/pos/chi/port-of-spain-to-chicago) - [Flights from Los Angeles (QLA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/qla/chi/los-angeles-to-chicago) - [Flights from Yangon (RGN) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/rgn/chi/yangon-to-chicago) - [Flights from Rishiri (RIS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ris/chi/rishiri-to-chicago) - [Flights from Rome (ROM) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/rom/chi/rome-to-chicago) - [Flights from Rondon (RON) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/ron/chi/rondon-to-chicago) - [Flights from Ruteng (RTG) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/rtg/chi/ruteng-to-chicago) - [Flights from Louisville (SDF) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sdf/chi/louisville-to-chicago) - [Flights from Seattle (SEA) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sea/chi/seattle-to-chicago) - [Flights from Salt Lake City (SLC) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/slc/chi/salt-lake-city-to-chicago) - [Flights from Sacramento (SMF) to Chicago (PWK)](https://www.expedia.co.uk/lp/flights/smf/pwk/sacramento-to-chicago) - [Flights from St. Cloud (STC) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/stc/mdw/st-cloud-to-chicago) - [Flights from Stockholm (STO) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sto/chi/stockholm-to-chicago) - [Flights from Swansea (SWS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/sws/chi/swansea-to-chicago) - [Flights from Sydney (SYD) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/syd/chi/sydney-to-chicago) - [Flights from Topeka (TOP) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/top/chi/topeka-to-chicago) - [Flights from Winchester (WGO) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/wgo/chi/winchester-to-chicago) - [Flights from Winton (WIN) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/win/chi/winton-to-chicago) - [Flights from Tsiroanomandidy (WTS) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/wts/chi/tsiroanomandidy-to-chicago) - [Flights from Windsor (YQG) to Chicago (MDW)](https://www.expedia.co.uk/lp/flights/yqg/mdw/windsor-to-chicago) - [Flights from Toronto (YTO) to Chicago (CHI)](https://www.expedia.co.uk/lp/flights/yto/chi/toronto-to-chicago) \*Available to Expedia members.