Cheap Flights From Chicago (August 19)
👇 Click “Check Dates” to book directly with the airline
| Destination | Price | Dates | Airline |
|---|---|---|---|
|
Miami, Florida Check Dates |
$171 Save 58% |
Sep 2026 – Mar 2027 | United Airlines |
|
San Diego, California Check Dates |
$217 Save 41% |
Sep 2026 – Nov 2026 | United Airlines |
|
Rio de Janeiro, Brazil Check Dates |
$617 Save 36% |
Nov 2026 – Dec 2026 | Avianca |
|
Paris, France Check Dates |
$588 Save 43% |
Sep 2026 – Dec 2026 | TAP Portugal |
|
Split, Croatia Check Dates |
$669 Save 45% |
Oct 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
- 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.