Today's drop ·
Cheap flights from Chicago Midway to Tokyo
$1493 round trip right now, 37% under the $2383 this route usually costs.

How cheap is this?
Telly prices every departure date six months out on this route, for trips of 2 to 14 nights, and measures each fare against what the route usually costs. The cheapest round trip right now is $1493 on Delta Air Lines, 2 stops, against a usual $2383. 37% below the usual fare.
When to go
The cheapest dates fall in Apr, for trips of 10 to 12 nights. Apr in Tokyo runs around 63°. The dates come picked because a cheap fare only exists on certain days; the exact ones and the booking link are in the app.
Passport required
Tokyo is outside the US and Canada, so you need a passport. Every flight on Telly leaves the country; that is the whole filter.
Questions about this route
How much is a flight from Chicago Midway to Tokyo?+
Right now $1493 round trip, on Delta Air Lines. The route usually costs $2383, so this fare is 37% under. Checked Nov 4, 2026.
When are the cheapest dates to fly to Tokyo?+
The cheapest dates Telly found are in Apr, for trips of 10 to 12 nights. It prices every departure date six months out on this route and keeps only the lowest. The exact dates are in the app.
Do I need a passport to fly from Chicago Midway to Tokyo?+
Yes. Tokyo is outside the US and Canada, and every flight on Telly leaves the country, so every one needs a passport.





