Weeklong flight deals from 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 weeklong flight deals from Chicago every day. Note that deals are compiled on yesterday's lowest airfares and can change often.

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

• Chicago (ORD) to Fort Lauderdale (FLL)

  $106 less than average weeklong low on record

  $175

  Fares rising

  View dates
  See more: Low fares from Chicago to Fort Lauderdale
• Chicago (ORD) to Los Angeles (LAX)

  Save $93 off average weeklong low found

  $228

  Fares rising

  View dates
  See more: Low fares from Chicago to Los Angeles
• Chicago (MDW) to Boston (BOS)

  $97 less than average weeklong low on record

  $195

  Fares rising

  View dates
  See more: Low fares from Chicago to Boston
• Chicago (ORD) to Orlando (MCO)

  $95 less than average weeklong low on record

  $168

  Fares rising

  View dates
  See more: Low fares from Chicago to Orlando
• Chicago (ORD) to Las Vegas (LAS)

  $131 less than average weeklong low on record

  $208

  Fares rising

  View dates
  See more: Low fares from Chicago to Las Vegas
• Chicago (ORD) to Boston (BOS)

  $48 less than average weeklong low on record

  $174

  Fares steady

  View dates
  See more: Low fares from Chicago to Boston
• Chicago (ORD) to Denver (DEN)

  $107 less than average weeklong low on record

  $148

  Fares rising

  View dates
  See more: Low fares from Chicago to Denver
• Chicago (ORD) to Minneapolis (MSP)

  Record weeklong low - act fast

  $68

  Fares rising

  View dates
  See more: Low fares from Chicago to Minneapolis
• Chicago (MDW) to Denver (DEN)

  $128 less than average weeklong low on record

  $148

  Fares rising

  View dates
  See more: Low fares from Chicago to Denver
• Chicago (ORD) to London (LHR)

  Save $275 off average weeklong low found

  $867

  Fares rising

  View dates
  See more: Low fares from Chicago to London
• Chicago (ORD) to Tampa (TPA)

  Save $102 off average weeklong low found

  $204

  Fares rising

  View dates
  See more: Low fares from Chicago to Tampa
• Chicago (ORD) to Detroit (DTW)

  $99 less than average weeklong low on record

  $68

  Fares rising

  View dates
  See more: Low fares from Chicago to Detroit
• Chicago (ORD) to Honolulu (HNL)

  Save $165 off average weeklong low found

  $685

  Fares steady

  View dates
  See more: Low fares from Chicago to Honolulu
• Chicago (ORD) to Fort Myers (RSW)

  Save $89 off average weeklong low found

  $209

  Fares rising

  View dates
  See more: Low fares from Chicago to Fort Myers
• Chicago (ORD) to Atlanta (ATL)

  Save $77 off average weeklong low found

  $174

  Fares rising

  View dates
  See more: Low fares from Chicago to Atlanta
• Chicago (ORD) to Seattle (SEA)

  Save $111 off average weeklong low found

  $280

  Fares rising

  View dates
  See more: Low fares from Chicago to Seattle
• Chicago (ORD) to Phoenix (PHX)

  Save $86 off average weeklong low found

  $320

  Fares rising

  View dates
  See more: Low fares from Chicago to Phoenix
• Chicago (ORD) to San Juan (SJU)

  Save $124 off average weeklong low found

  $309

  Fares rising

  View dates
  See more: Low fares from Chicago to San Juan
• Chicago (ORD) to New York (LGA)

  Save $57 off average weeklong low found

  $168

  Fares rising

  View dates
  See more: Low fares from Chicago to New York
• Chicago (ORD) to Cancun (CUN)

  Save $67 off average weeklong low found

  $402

  Fares rising

  View dates
  See more: Low fares from Chicago to Cancun