Cheap flights to Chicago

Travel > North America > United States > Chicago flights

Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals.... (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
Travelgrove
 

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
MayJunJulAugSepOctNovDecJanFebMarApr
$140check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$140check
fares
check
fares
check
fares
check
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
check
fares
$182$611$611check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$202check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$221check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$221check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$270check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$521check
fares
check
fares
check
fares
check
fares
$322check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$376check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$464check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$700check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$700check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$700$710check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$758check
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
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
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
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
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
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
Los Angeles 
Ontario, CA 
Las Vegas 
Philadelphia 
Burbank 
Anaheim 
Orange County 
Montreal 
Edmonton 
Saskatoon 
Windsor 
Buffalo 
Niagara Falls 
Cincinnati 
Fort Lauderdale 
Allentown 
Birmingham 
Billings 
San Jose 
Burlington 
Oklahoma City 
Calgary 
Roanoke 
Canton 
Syracuse 
Charleston 
Boise 
Charlotte 
Anchorage 
Chattanooga 
Providence 
Boston 
Salt Lake City 
Cleveland 
Scranton 
Colorado Springs 
Tucson 
Columbia 
Bozeman 
Columbus 
Norfolk 
Dallas 
Asheville 
Dayton 
Ottawa 
Denver 
Pittsburgh 
Des Moines 
Reno 
Detroit 
Sacramento 
Durham 
San Diego 
Baltimore 
Albuquerque 
El Paso 
Spartanburg 
Atlanta 
Toronto 
New Orleans 
Vancouver 
Newark 
Minneapolis 
Fort Myers 
Nashville 
Fort Worth 
New York City 
Fresno 
Newport News 
Greensboro 
Greenville 
Oakland 
Hartford 
Omaha 
Honolulu 
Ontario, London 
Houston 
Orlando 
Indianapolis 
Pensacola 
Jacksonville 
Phoenix 
Kansas City 
Portland 
Kitchener 
Rapid City 
Knoxville 
Richmond 
Austin 
Rochester 
Lihue 
Saint Louis 
Little Rock 
San Antonio 
London 
San Francisco 
Long Beach 
Sarasota 
West Palm Beach 
Savannah 
Albany 
Seattle 
Akron 
Spokane 
Maui 
Tampa 
Memphis 
Trenton 
Miami 
Tulsa 
Milwaukee 
Washington DC 
Louisville 
Westchester County 
Manchester, NH 
Winnipeg 
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:

  • $140Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Ontario, CA (ONT)Chicago, IL (ORD)05/08/202510:52 am
    Chicago, IL (ORD)Ontario, CA (ONT)05/09/202508:14 pm
    cheapoair.com check price
  • $140Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Los Angeles, CA (LAX)Chicago, IL (ORD)05/08/202503:11 pm
    Chicago, IL (ORD)Los Angeles, CA (LAX)05/09/202508:14 pm
    cheapoair.com check price
  • $151Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Las Vegas, NV (LAS)Chicago, IL (ORD)05/06/202511:03 pm
    Chicago, IL (ORD)Las Vegas, NV (LAS)05/20/202503:21 pm
    cheapoair.com check price
  • $182Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Philadelphia, PA (PHL)Chicago, IL (ORD)05/06/202503:30 pm
    Chicago, IL (ORD)Philadelphia, PA (PHL)05/20/202505:05 am
    cheapoair.com check price
  • $186Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Atlantic City, NJ (ACY)Chicago, IL (ORD)05/06/202511:59 am
    Chicago, IL (ORD)Atlantic City, NJ (ACY)05/13/202505:05 am
    cheapoair.com check price
Chicago travel guides

Travel information that may interest you

Chicago History

The Great Chicago Fire was considered one of the most tragic points in the history of Chicago.  The fact that firefighters were sent to a wrong neighborhood lead the fire to crumble up the walls of wooden houses and other properties found near the area.  It even reached the north and the east of DeKoven Street leaving a lot of infrastructures to ashes.  This left the city embarked to a rebuilding program replacing wooden buildings with stone.  They even created the first modern fire department in America [...]

cheap domestic and international flights

Recently found cheap flight deals

Royal Jordanian AirlinesSan Francisco To Jeddah Royal Jordanian Airlines airfares from San Francisco in April
$1213 Depart: 04/11/2024
Return: 04/25/2024

provided by Cheapoair.com

United AirlinesDenver To North Bend United Airlines airfares from Denver in November
$491 Depart: 11/12/2019
Return: 11/26/2019

provided by FlyFar

Swiss International Air LinesLos Angeles To Accra Swiss International Air Lines airfares from Los Angeles in April
$1629 Depart: 04/11/2025
Return: 04/21/2025

provided by Cheapoair.com

Emirates AirlinesOrange County To Beirut Emirates Airlines airfares from Orange County in March
$2334 Depart: 03/27/2025
Return: 04/06/2025

provided by Cheapoair.com

Lan AirlinesToronto To Brasilia Lan Airlines airfares from Toronto in February
$1024 Depart: 02/27/2025
Return: 03/14/2025

provided by Cheapoair.com

Multiple AirlinesHouston To Fort Lauderdale Multiple Airlines airfares from Houston in February
$158 Depart: 02/11/2025
Return: 02/23/2025

provided by Cheapoair.com

Multiple AirlinesWichita To Manila Multiple Airlines airfares from Wichita in March
$1662 Depart: 03/25/2025
Return: 04/06/2025

provided by Cheapoair.com

Frontier AirlinesPhiladelphia To Kansas City Frontier Airlines airfares from Philadelphia in June
$700 Depart: 06/03/2025
Return: 06/11/2025

provided by Cheapoair.com

Spirit AirlinesChicago To Detroit Spirit Airlines airfares from Chicago in April
$150 Depart: 04/11/2025
Return: 04/19/2025

provided by Cheapoair.com

 

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!
*