Cheap flights to Chicago

Travel > North America > United States > Chicago flights

If you want to visit a vibrant, energetic city that's rich in heritage, culture, entertainment, and commerce, Chicago runs right up there with the big dogs. You could start by visiting downtown which is the center for government, finance, and commerce of Chicago and is encircled by The Loop, named for the elevated train tracks that loop around the central area. Tall skyscrapers such as the world's second-tallest building, the Sears Tower, and the Chicago Board of Trade are landmarks... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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$190$132$271check
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$239$232$197check
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$239$232$197check
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$299$326$206$226check
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$209$209$547check
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$415$286$287$434check
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Check our newest flight offers to Chicago:

  • $161Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Philadelphia, PA (PHL)Chicago, IL (MDW)10/21/201609:00 pm
    Chicago, IL (MDW)Philadelphia, PA (PHL)10/24/201609:30 pm
    flightnetwork.com check price
  • $183American Airlines flight American Airlines 
    FromToDepartureTime
    Phoenix, AZ (PHX)Chicago, IL (ORD)08/16/201608:55 am
    Chicago, IL (ORD)Phoenix, AZ (PHX)08/30/201607:10 am
    flighthub.com check price
  • $192Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Baltimore, MD (BWI)Chicago, IL (ORD)10/06/201610:30 am
    Chicago, IL (ORD)Baltimore, MD (BWI)10/10/201609:28 am
    flyfar.ca check price
  • $201United Airlines flight United Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (ORD)10/21/201607:00 pm
    Chicago, IL (ORD)New York, NY (LGA)10/24/201609:00 am
    flighthub.com check price
  • $216United Airlines flight United Airlines 
    FromToDepartureTime
    Washington DC, DC (IAD)Chicago, IL (ORD)10/06/201607:00 am
    Chicago, IL (ORD)Washington DC, DC (IAD)10/10/201607:30 am
    faredepot.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 [...]

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Jetblue AirwaysNashville To Charlotte Jetblue Airways airfares from Nashville in August
$435 Depart: 08/16/2016
Return: 09/06/2016

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$724 Depart: 12/26/2016
Return: 01/02/2017

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Emirates AirlinesOakland To Tokyo Emirates Airlines airfares from Oakland in September
$1544 Depart: 09/24/2016
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Alaska AirlinesMaui To Houston Alaska Airlines airfares from Maui in July
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Chicago Pictures
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