Route
Chicago to Bermuda: what the flight costs
In the last 60 days we checked this route 2 times. The typical round trip was $1,039 per person and the lowest $966, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | $966 |
| Typical (median) | $1,039 |
| Price checks, 60 days | 2 |
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| Oct 12, 2026 | Oct 23–25, 2026 | $1,111 | B6 + 2T + PD | with a stop | 13h 30m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $966 | B6 + 2T | with a stop | 16h 5m | Kiwi.com |
About Bermuda
Bermuda is a British mid-Atlantic island of pink-sand beaches, pastel cottages and rum swizzles, less than two hours' flight from New York and nothing like the Caribbean.
Bermuda from every city: when to go, where to stay, what to do
Questions about Chicago to Bermuda
What does a round trip from Chicago to Bermuda usually cost?
Over the last 60 days the typical price we found was $1,039 per person, taxes and fees included, across 2 checks; the lowest was $966.
When is the best time to fly from Chicago to Bermuda?
Bermuda is at its best in May, June, July, August, September and October.
Do I need a passport to fly from Chicago to Bermuda?
Yes, US citizens need a valid passport.