Find Cheap Flights toChicago!
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From $61•100 cities•~15h 29m avg
Featured deals to Chicago
Cheapest routes to Chicago
FromPriceDuration
Fort LauderdaleFLL$616h 36m
NewarkEWR$716h 31m
Dallas-Fort WorthDFW$835h 12m
MiamiMIA$855h 6m
New YorkJFK$1135h 39m
BostonBOS$1174h 57m
AtlantaATL$1256h 13m
New YorkLGA$1262h 42m
Fly to Chicago from these cities
Fort Lauderdale
FLLORD6h 36m
from $61 · one way
Newark
EWRORD6h 31m
from $71 · one way
Dallas-Fort Worth
DFWORD5h 12m
from $83 · one way
Miami
MIAORD5h 6m
from $85 · one way
New York
JFKORD5h 39m
from $113 · one way
Boston
BOSORD4h 57m
from $117 · one way
Atlanta
ATLORD6h 13m
from $125 · one way
New York
LGAORD2h 42m
from $126 · one way
Denver
DENORD5h 42m
from $129 · one way
Los Angeles
LAXORD7h 50m
from $187 · one way
Cancún
CUNORD8h 34mMexico
from $217 · one way
Las Vegas
LASORD7h 4m
from $222 · one way
San Juan
SJUORD9h 21mPuerto Rico
from $289 · one way
Ciudad de México
MEXORD10h 47mMexico
from $306 · one way
Dulles
IADORD5h 53m
from $315 · one way
Seattle
SEAORD7h 11m
from $327 · one way
Montréal
YULORD6hCanada
from $336 · one way
Toronto
YYZORD4h 34mCanada
from $338 · one way
Vancouver
YVRORD8h 44mCanada
from $356 · one way
Calgary
YYCORD8h 38mCanada
from $385 · one way
Bogota
BOGORD14h 29mColombia
from $394 · one way
Edmonton
YEGORD7h 46mCanada
from $410 · one way
Lima
LIMORD15h 54mPeru
from $437 · one way
Medellín
MDEORD14h 6mColombia
from $464 · one way
Ottawa
YOWORD5h 57mCanada
from $467 · one way
Nassau
NASORD12h 41mBahamas
from $468 · one way
Rio De Janeiro
GIGORD18h 8mBrazil
from $499 · one way
San Francisco
SFOORD7h 25m
from $504 · one way
Santiago
SCLORD18h 37mChile
from $589 · one way
Hyderabad
HYDORD22h 26mIndia
from $607 · one way
São Paulo
GRUORD17h 59mBrazil
from $614 · one way
Chennai
MAAORD22h 19mIndia
from $679 · one way
Bangaluru
BLRORD22h 18mIndia
from $696 · one way
Mumbai
BOMORD22h 14mIndia
from $739 · one way
Stockholm
ARNORD16h 24mSweden
from $782 · one way
Göteborg
GOTORD16h 16mSweden
from $783 · one way
Barcelona
BCNORD15h 25mSpain
from $824 · one way
Geneva
GVAORD15h 52mSwitzerland
from $825 · one way
Nice, Alpes-Maritimes
NCEORD16h 52mFrance
from $846 · one way
Ferno
MXPORD16h 1mItaly
from $856 · one way
Palermo
PMOORD18hItaly
from $878 · one way
Muscat/Seeb
MCTORD20h 11mOman
from $896 · one way
Kuwait City
KWIORD20h 14mKuwait
from $923 · one way
Arnavutköy, Istanbul
ISTORD18h 43mTurkey
from $946 · one way
Vienna
VIEORD15h 8mAustria
from $952 · one way
Manama
BAHORD21h 17mBahrain
from $952 · one way
Porto
OPOORD16h 3mPortugal
from $955 · one way
Riyadh
RUHORD20h 56mSaudi Arabia
from $962 · one way
New Delhi
DELORD22h 54mIndia
from $989 · one way
Hong Kong
HKGORD19h 27mHong Kong
from $1,004 · one way
Helsinki
HELORD17h 28mFinland
from $1,010 · one way
Spata-Artemida
ATHORD18h 3mGreece
from $1,020 · one way
Copenhagen
CPHORD16h 15mDenmark
from $1,030 · one way
Budapest
BUDORD16h 52mHungary
from $1,058 · one way
Buenos Aires
EZEORD19h 21mArgentina
from $1,059 · one way
Dubai
DXBORD21h 10mUnited Arab Emirates
from $1,078 · one way
Berlin
BERORD14h 40mGermany
from $1,082 · one way
Balice
KRKORD17h 27mPoland
from $1,083 · one way
Warsaw
WAWORD16h 56mPoland
from $1,087 · one way
Abu Dhabi
AUHORD19h 36mUnited Arab Emirates
from $1,090 · one way
Sepang
KULORD23h 30mMalaysia
from $1,094 · one way
Firenze
FLRORD18hItaly
from $1,095 · one way
Oslo
OSLORD16h 38mNorway
from $1,102 · one way
Prague
PRGORD16h 23mCzech Republic
from $1,106 · one way
Zurich
ZRHORD15h 4mSwitzerland
from $1,119 · one way
Dublin
DUBORD13h 38mIreland
from $1,124 · one way
Munich
MUCORD14h 43mGermany
from $1,124 · one way
Phuket
HKTORD23h 3mThailand
from $1,143 · one way
Doha
DOHORD20h 18mQatar
from $1,158 · one way
Seoul
ICNORD18h 49mSouth Korea
from $1,194 · one way
London
LHRORD13h 5mUnited Kingdom
from $1,208 · one way
Beijing
PEKORD21h 5mChina
from $1,271 · one way
Frankfurt am Main
FRAORD14h 56mGermany
from $1,300 · one way
Zaventem
BRUORD16h 24mBelgium
from $1,308 · one way
Lisbon
LISORD15h 41mPortugal
from $1,329 · one way
Seville
SVQORD16h 23mSpain
from $1,343 · one way
Colombier-Saugnieu, Rhône
LYSORD15h 34mFrance
from $1,370 · one way
Paris
CDGORD14h 40mFrance
from $1,398 · one way
Bangkok
BKKORD21h 32mThailand
from $1,407 · one way
Cape Town
CPTORD23h 40mSouth Africa
from $1,419 · one way
Tel Aviv
TLVORD19h 14mIsrael
from $1,438 · one way
Edinburgh
EDIORD15h 22mUnited Kingdom
from $1,441 · one way
Glasgow
GLAORD15hUnited Kingdom
from $1,456 · one way
Amsterdam
AMSORD14h 29mNetherlands
from $1,505 · one way
Jeddah
JEDORD19h 34mSaudi Arabia
from $1,507 · one way
Santorini Island
JTRORD20h 4mGreece
from $1,535 · one way
Rome
FCOORD15h 40mItaly
from $1,541 · one way
Madrid
MADORD14h 47mSpain
from $1,545 · one way
Napoli
NAPORD18h 26mItaly
from $1,555 · one way
Venezia
VCEORD16h 8mItaly
from $1,573 · one way
Osaka
KIXORD19h 44mJapan
from $1,614 · one way
Sydney
SYDORD21h 43mAustralia
from $1,649 · one way
Narita
NRTORD17h 27mJapan
from $1,657 · one way
Singapore
SINORD21h 18mSingapore
from $1,666 · one way
Melbourne
MELORD22h 38mAustralia
from $1,719 · one way
Gold Coast
OOLORD23h 49mAustralia
from $1,831 · one way
Adelaide
ADLORD23h 31mAustralia
from $1,874 · one way
Perth
PERORDAustralia
from $1,952 · one way
Brisbane
BNEORD21h 29mAustralia
from $2,107 · one way
Mykonos
JMKORDGreece
from $2,327 · one way
Explore flights from these cities
Travel guides for Chicago
Tips for flying to Chicago
Book at the right time: Many routes to Chicago are international. Aim to book 6–10 weeks ahead. Prices spike sharply within 2 weeks of departure.
Shift your dates by a day or two: Mid-week departures (Tuesday–Wednesday) are almost always cheaper than weekend flights. Even shifting by one day can make a meaningful difference.
Search in private browsing: Some booking sites use cookies to track repeat searches and may show higher prices after multiple lookups. Use an incognito window — or just use Booked AI, which pulls live prices without any tracking markup.
Flights to Chicago summary
The cheapest flights to Chicago start from $61, with prices ranging up to $2,327 depending on origin city and airline.
Chicago is connected to 100 cities with direct or connecting flights tracked on Booked AI.
The average flight time to Chicago is approximately 15 hours and 29 minutes, though this varies by origin city.
Frequently asked questions about flights to Chicago
How much do flights to Chicago cost? The cheapest flights to Chicago start from $61. Compare prices from 100 cities on Booked AI.
How long are flights to Chicago? Flight times to Chicago vary by origin. The average duration across 100 routes is approximately 15 hours and 29 minutes.
Prices sourced via Duffel and updated regularly. All fares shown are indicative one-way prices in AUD and may vary at time of booking. Booked AI is an IATA-accredited travel platform.