Round trips from $545 — the cheapest month right now is January 2027. Leaving in January 2027 instead of December 2026 saves about $846. These are the cheapest round trips other travellers found in the last few days for each departure month, not live quotes. Prices cover all Chicago airports.
| Leaving in | Round trip from | Dates | Stops |
|---|---|---|---|
| November 2026 | $1,275 | 2026-11-29 to 2027-01-08 (40 days) | 2 |
| December 2026 | $1,391 | 2026-12-24 to 2027-01-10 (17 days) | 2 |
| January 2027 | $545 | 2027-01-28 to 2027-02-18 (21 days) | 1 |
| April 2027 | $890 | 2027-04-01 to 2027-04-17 (16 days) | 1 |
| May 2027 | $1,066 | 2027-05-28 to 2027-06-07 (10 days) | 2 |
| June 2027 | $1,080 | 2027-06-17 to 2027-06-29 (12 days) | 1 |
| July 2027 | $1,142 | 2027-07-02 to 2027-07-11 (9 days) | 1 |
| August 2027 | $861 | 2027-08-31 to 2027-09-17 (17 days) | 1 |
Compare dates for a 2–8 week stay in Bangkok
January 2027, based on recent fares: round trips from $545 (2027-01-28 to 2027-02-18). Leaving in January 2027 instead of December 2026 saves about $846. Fares change daily.
Use Stay Finder: choose how many weeks you want to stay (2–8) and the window you can leave in, and it compares recent fares for every departure and return date and shows which tend to cost less. You can also get an email when the fare drops.
It depends on your passport. See the Thailand visa guide for US passport holders, or check any passport in Visa Intelligence.
Thailand visa for US passport holders