Cheap flights to the Chicago area

Bing travel utilizes over a billion airfares on a daily basis to bring you Price Predictors, and now we're using that data to uncover cheap flights to Chicago every day. Note that deals are compiled on yesterday's lowest airfares and can change often.

Top cheap flight deals to Chicago (best savings to top destinations)

• Boston (BOS) to Chicago (ORD)

  $182 less than average low on record

  $92

  Fares rising

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• Seattle (SEA) to Chicago (ORD)

  $224 less than average low on record

  $230

  Fares rising

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• Newark (EWR) to Chicago (ORD)

  $120 less than average low on record

  $158

  Fares rising

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Last minute cheap flight deals to Chicago (within the next 2 weeks)

• Boston (BOS) to Chicago (ORD)

  $182 less than average last minute low on record

  $92

  Fares rising

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  See more: Low fares from Boston to Chicago
• Newark (EWR) to Chicago (ORD)

  $120 less than average last minute low on record

  $158

  Fares rising

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  See more: Low fares from Newark to Chicago
• Dallas (DFW) to Chicago (ORD)

  $163 less than average last minute low on record

  $128

  Fares rising

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Weekend cheap flight deals to Chicago (2-3 night getaways)

• Atlanta (ATL) to Chicago (MDW)

  Record weekend low - act fast

  $118

  Fares rising

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• Dallas (DFW) to Chicago (ORD)

  $156 less than average weekend low on record

  $128

  Fares rising

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  See more: Low fares from Dallas to Chicago
• New York (LGA) to Chicago (ORD)

  $86 less than average weekend low on record

  $132

  Fares rising

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Weeklong cheap flight deals to Chicago (7-day trips)

• Seattle (SEA) to Chicago (ORD)

  $180 less than average weeklong low on record

  $230

  Fares rising

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• Los Angeles (LAX) to Chicago (ORD)

  $130 less than average weeklong low on record

  $178

  Fares rising

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  See more: Low fares from Los Angeles to Chicago
• Detroit (DTW) to Chicago (ORD)

  $77 less than average weeklong low on record

  $88

  Fares rising

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  See more: Low fares from Detroit to Chicago