Cheap Flights From Chicago (October 8)
👇 Click “Check Dates” to book directly with the airline
| Destination | Price | Dates | Airline |
|---|---|---|---|
|
Austin, Texas Check Dates |
$175 Save 55% |
Oct 2026 – Feb 2027 | Southwest Airlines |
|
Bergen, Norway Check Dates |
$651 Save 40% |
Oct 2026 – Nov 2026 | United Airlines |
|
Fort Lauderdale, Florida Check Dates |
$121 Save 69% |
Oct 2026 – Mar 2027 | United Airlines |
|
San Cristobal Island, Ecuador Check Dates |
$681 Save 50% |
Oct 2026 – Aug 2027 | Avianca |
|
San Juan, Puerto Rico Check Dates |
$196 Save 65% |
Nov 2026 – Feb 2027 | United Airlines |
|
Stockholm, Sweden Check Dates |
$543 Save 50% |
Mar 2027 – May 2027 | British Airways |
Note: Flight prices can change in the matter of minutes. On average we see these deals last 2-3 days.
âš¡ How to Book
- Click the “Check Dates” button above.
- On Google Flights, click the Calendar icon to view the cheapest months.
- Select your specific dates and book directly with the airline.