Cheap Flights from Chicago - September 27 2

Cheap Flights from Chicago – September 27

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Cheap Flights From Chicago (September 27)

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

Destination Price Dates Airline
Memphis, Tennessee
Check Dates 		$117
Save 64% 		Oct 2026 – Mar 2027 American Airlines
Dallas, Texas
Check Dates 		$223
Save 42% 		Oct 2026 – Nov 2026 American Airlines
Montego Bay, Jamaica
Check Dates 		$451
Save 36% 		Feb 2027 – Mar 2027 American Airlines
Barcelona, Spain
Check Dates 		$616
Save 37% 		Oct 2026 – Jun 2027 TAP Portugal
Marrakesh, Morocco
Check Dates 		$597
Save 46% 		Jan 2027 American Airlines
Bangkok, Thailand
Check Dates 		$875
Save 40% 		Oct 2026 – Nov 2026 Ethiopian Airlines

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.