Cheap flights from Colorado to Chicago

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Chicago is home to internationally recognized names in the entertainment scene: the Chicago Symphony, Lyric Opera, and Steppenwolf Theatre, Gutsy Steppenwolf Theater regularly showcase the talents of remarkable local actors. The Grammy-laden Chicago Symphony Orchestra is appreciated both at home and abroad and the Lyric Opera's lavish productions boast world-class singers and conductors. And let’s not forget film criticism, TV talk (who doesn't know Oprah!) and Second City... (read more in our Chicago Travel Guide)

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Cheapest flights found for the next 6 months

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Colorado Springs 
Denver 

Check our newest flight offers to Chicago:

  • $207Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Denver, CO (DEN)Chicago, IL (MDW)08/10/202207:15 am
    Chicago, IL (MDW)Denver, CO (DEN)08/24/202211:16 am
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  • $220Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Denver, CO (DEN)Chicago, IL (ORD)08/10/202210:00 am
    Chicago, IL (ORD)Denver, CO (DEN)08/24/202211:16 am
    cheapoair.com check price
  • $306Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Denver, CO (DEN)Chicago, IL (ORD)08/10/202210:00 am
    Chicago, IL (ORD)Denver, CO (DEN)08/24/202209:38 pm
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  • $322Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Denver, CO (DEN)Chicago, IL (MDW)07/05/202202:34 pm
    Chicago, IL (MDW)Denver, CO (DEN)07/19/202208:14 am
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  • $768Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Colorado Springs, CO (COS)Chicago, IL (MDW)07/16/202206:08 pm
    Chicago, IL (MDW)Colorado Springs, CO (COS)07/26/202209:45 am
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