Cheap flights to Chicago

Travel > North America > United States > Chicago flights

Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (read more in our Chicago Travel Guide)

Check current prices for flights to Chicago at our partners' sites:

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
TravelocitySkyScannerCheapOairTravelgroveCheapTicketsOrbitz
 

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
SepOctNovDecJanFebMarAprMayJunJulAug
$438$86check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$88check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$142$96check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$98$113check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$106check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$117check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$132$121check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$147$146$125check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$133$133check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$133$471check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$133check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$136check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$139$166$327check
fares
check
fares
check
fares
check
fares
check
fares
$651check
fares
check
fares
check
fares
check
fares
$141$148$300check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$154$141check
fares
check
fares
$226check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$151check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$158$151check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$204$155$459check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$161check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$165$275check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$165check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$166check
fares
$435check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$167check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$173check
fares
$258check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$173check
fares
$258check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$242$174check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$174check
fares
$377check
fares
$237check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$197$178$378check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$178check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$257$181$386check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$198$182$232check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$276$183check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$183check
fares
check
fares
check
fares
$198check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$186$238$186check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$255$189check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$346$189$316check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$195check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$195check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$239check
fares
$263$198$338check
fares
$341check
fares
$383check
fares
check
fares
check
fares
$235$200check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$589check
fares
check
fares
check
fares
$236$219$203check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$204check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$814$215$2553check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$218$247check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$222check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$223check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$223$491check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$227check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$232check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$235check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$325$236check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$314$300$294$240$337check
fares
$355check
fares
$514check
fares
check
fares
check
fares
$271check
fares
$244$240$420check
fares
$401check
fares
$535check
fares
check
fares
check
fares
check
fares
$300check
fares
$240$337check
fares
$355check
fares
$514check
fares
check
fares
check
fares
check
fares
$243$252$946check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$243$248$257check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$250$267check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$255$323$3425check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$257check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$260check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$286$262check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$263check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$263check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$267check
fares
check
fares
$375check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$271check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$278check
fares
$314$302check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$316$279$315check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$316$279$315check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$286check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$287check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$289$448$477check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$367$294check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$314check
fares
$294check
fares
$599check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$314check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$324check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$327check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$327check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$352check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$361check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$366check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$380check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$424$381check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$470$381check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$384check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$386$422check
fares
$427check
fares
$535check
fares
check
fares
check
fares
check
fares
$395check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$396check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$428$2592check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$522$451check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$483check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$496check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$784$506check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$784$506check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$572check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$585check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$669$628check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$741$683check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
            
more
Denver 
Atlanta 
Durham 
Boston 
Houston 
Trenton 
Orlando 
New York City 
Cincinnati 
New Orleans 
Nashville 
Tampa 
Baltimore 
Oakland 
Fort Lauderdale 
Phoenix 
Las Vegas 
Seattle 
San Diego 
Saint Louis 
Providence 
Austin 
Columbus 
Dallas 
Fort Worth 
Norfolk 
Fort Myers 
San Francisco 
Sacramento 
San Jose 
Philadelphia 
Charlotte 
Syracuse 
Richmond 
Newark 
Asheville 
Niagara Falls 
Buffalo 
Los Angeles 
Washington DC 
Cleveland 
Indianapolis 
Toronto 
Jacksonville 
Rochester 
Miami 
Louisville 
Pittsburgh 
Salt Lake City 
Omaha 
West Palm Beach 
Anaheim 
Burbank 
Orange County 
Oklahoma City 
Spokane 
Greensboro 
Tulsa 
Hartford 
Burlington 
Colorado Springs 
Memphis 
San Antonio 
Tucson 
Montreal 
Detroit 
Canton 
Akron 
Portland 
Ottawa 
Pensacola 
Boise 
Long Beach 
Windsor 
El Paso 
Spartanburg 
Greenville 
Savannah 
Knoxville 
Sarasota 
Milwaukee 
Calgary 
Albany 
Anchorage 
Ontario, CA 
Vancouver 
Winnipeg 
Little Rock 
Fresno 
Westchester County 
Albuquerque 
Ontario, London 
London 
Honolulu 
Saskatoon 
Maui 
Lihue 
Reno 
Columbia 
Chattanooga 
Birmingham 
Bozeman 
Kansas City 
Edmonton 
Newport News 
Kitchener 
Charleston 
Billings 
Rapid City 
Allentown 
Roanoke 
Scranton 
Des Moines 
Dayton 
Minneapolis 
Manchester, NH 
more cities 

Didn't have an exact departure location, just looking for the cheapest price? Browse our cheap flights state directory:

Check our newest flight offers to Chicago:

  • $88Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Atlanta, GA (ATL)Chicago, IL (ORD)11/04/201908:50 pm
    Chicago, IL (ORD)Atlanta, GA (ATL)11/16/201903:00 pm
    flightnetwork.com check price
  • $113Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)11/05/201901:25 pm
    Chicago, IL (ORD)Boston, MA (BOS)11/11/201902:20 pm
    cheapoair.com check price
  • $143Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Tampa, FL (TPA)Chicago, IL (ORD)10/11/201911:32 am
    Chicago, IL (ORD)Tampa, FL (TPA)10/19/201905:34 pm
    cheapoair.com check price
  • $154Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Cincinnati, OH (CVG)Chicago, IL (MDW)10/03/201907:00 am
    Chicago, IL (MDW)Cincinnati, OH (CVG)10/11/201904:40 pm
    flightnetwork.com check price
  • $182Sun Country Airlines flight Sun Country Airlines 
    FromToDepartureTime
    Philadelphia, PA (PHL)Chicago, IL (ORD)11/05/201911:55 am
    Chicago, IL (ORD)Philadelphia, PA (PHL)11/20/201906:20 pm
    cheapoair.com check price
Chicago travel guides

Travel information that may interest you

Chicago Nightlife

Morton’s.  If you are craving for steaks and chops, Morton’s is your place.  It is located at 1050 N. State St. and is open Mondays to Saturdays from 5:30 to 11:00 PM and on Sundays from 5:00 to 10:00 PM [...]

cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesDurham To Santiago Multiple Airlines airfares from Durham in September
$508 Depart: 09/24/2019
Return: 09/30/2019

provided by Cheapoair.com

Multiple AirlinesLas Vegas To Charleston, WV Multiple Airlines airfares from Las Vegas in August
$806 Depart: 08/10/2019
Return: 08/17/2019

provided by FlyFar

Jetblue AirwaysChicago To Syracuse Jetblue Airways airfares from Chicago in October
$408 Depart: 10/12/2019
Return: 10/23/2019

provided by FlyFar

Frontier AirlinesBirmingham To Houston Frontier Airlines airfares from Birmingham in October
$316 Depart: 10/14/2019
Return: 10/23/2019

provided by Cheapoair.com

Emirates AirlinesChicago To Auckland Emirates Airlines airfares from Chicago in October
$1576 Depart: 10/09/2019
Return: 10/22/2019

provided by FlyFar

United AirlinesNew York City To South Bend United Airlines airfares from New York City in August
$389 Depart: 08/02/2019
Return: 08/17/2019

provided by FlyFar

Delta AirlinesSan Francisco To Newport News Delta Airlines airfares from San Francisco in March
$486 Depart: 03/27/2017
Return: 04/03/2017

provided by FlyFar

Multiple AirlinesHartford To Oranjestad Multiple Airlines airfares from Hartford in September
$1016 Depart: 09/26/2019
Return: 10/08/2019

provided by FlyFar

Cathay PacificLos Angeles To Male Cathay Pacific airfares from Los Angeles in August
$1453 Depart: 08/17/2019
Return: 08/24/2019

provided by Flightnetwork

 

Specify your search details. Browse the cheapest flights to Chicago, Chicago hotel rooms and Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.

Chicago Pictures
  • Bean - Chicagoview
  • City Reflections - Chicagoview
  • cool site - Chicagoview
  • Chicago Limousine Bus - Chicagoview
   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*