Cheap Flights from Chicago - June 6 2

Cheap Flights from Chicago – June 6

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Cheap Flights From Chicago (June 6)

👇 Click “Check Dates” to book directly with the airline

Destination Price Dates Airline
Aspen, Colorado
Check Dates 		$343
Save 43% 		Jul 2026 – Apr 2027 American Airlines
Boston
Check Dates 		$149
Save 58% 		Aug 2026 – Sep 2026 United Airlines
Florence, Italy
Check Dates 		$604
Save 44% 		Oct 2026 Scandinavian Airlines (SAS)
Grand Cayman, Cayman Islands
Check Dates 		$432
Save 39% 		Oct 2026 – Jan 2027 Air Canada
Rhodes, Greece
Check Dates 		$728
Save 57% 		Sep 2026 Scandinavian Airlines (SAS)

Note: Flight prices can change in the matter of minutes. On average we see these deals last 2-3 days.

⚡ How to Book

  1. Click the “Check Dates” button above.
  2. On Google Flights, click the Calendar icon to view the cheapest months.
  3. Select your specific dates and book directly with the airline.