Cheap Flights from Chicago - October 7 2

Cheap Flights from Chicago – October 7

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Cheap Flights From Chicago (October 7)

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

Destination Price Dates Airline
New York
Check Dates 		$195
Save 49% 		Oct 2026 – Mar 2027 United Airlines
Orlando, Florida
Check Dates 		$219
Save 47% 		Oct 2026 – Mar 2027 American Airlines
Porto, Portugal
Check Dates 		$582
Save 46% 		Oct 2026 – Dec 2026 TAP Portugal
Marrakesh, Morocco
Check Dates 		$611
Save 45% 		Jan 2027 American Airlines
Athens, Greece
Check Dates 		$570
Save 44% 		Jan 2027 – Feb 2027 American Airlines
Madrid, Spain
Check Dates 		$590
Save 41% 		Nov 2026 – May 2027 TAP Portugal

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.