Business class flights from Chicago (ORD) to Kaohsiung (KHH) start from $2,450 round-trip — up to 40% below published airline prices. The ~13 hours journey covers , with 3 airlines offering lie-flat seats on this route. Best time to book: 3–6 months in advance for best fares.
ORD → KHH
Chicago to Kaohsiung Business Class
From$2,450
Route Overview
Starting From
$2,450 round-trip
Flight Duration
~13 hours
Airlines
3 carriers
Best Value
Jan, Feb, Mar
Savings
Up to 60% off retail
Route Intelligence
Business Class from Chicago to Kaohsiung
Kaohsiung doesn't get the tourist crowds that Taipei does, and that's exactly the appeal for a lot of travelers who book this route. Taiwan's second city sits on the southern coast, with a working port, a genuinely good night market scene at Liuhe and Ruifeng, the Pier-2 Art Center's converted warehouses, and Lotus Pond's temple architecture. It's also the practical entry point for Kenting National Park and the hot springs around Chishan, and increasingly a base for business travelers tied to Taiwan's semiconductor and shipping industries. Since there's no nonstop from Chicago, every Chicago to Kaohsiung business class itinerary routes through a major Asian hub, which actually works in travelers' favor — you get two strong long-haul products instead of one grueling 15-hour slog.
Airlines & Cabin Experience
ANA and JAL both connect through Tokyo (Narita or Haneda), and either is a smart way to fly this route. ANA's Business Staggered seats give every passenger direct aisle access in a 1-2-1 layout, and the kaiseki-style multi-course meals are genuinely a highlight of the flight rather than an afterthought. JAL's Sky Suite uses a herringbone configuration, also 1-2-1 with direct aisle access, and their Sakura Lounge in Tokyo is one of the better business lounges in Asia if your layover runs long — decent for a shower and a real meal before the short hop down to Kaohsiung. Asiana routes through Seoul Incheon instead, with a lie-flat 1-2-1 Business Smartium cabin that's comfortable and consistent, and Incheon's transit facilities are excellent if you want to stretch a connection into a few hours of lounge time or even a quick city visit on a longer layover.
Pricing & Best Time to Fly
On pricing, our consolidator fares for this route run $2,450 to $6,800 round-trip, and where you land in that range depends heavily on the month and how far out you book. January through April and October through November are both the cheapest and most comfortable times to fly — you avoid Taiwan's brutal summer humidity and typhoon season, and carrier award and premium cabin inventory tends to open up more generously in these shoulder windows. Because these are wholesale fares tied to specific allotments, availability can disappear even when the airline's own site still shows seats, so booking 60-90 days ahead gives our Travel Managers the most room to find you a lie-flat seat rather than a last-minute upgrade scramble.
Why Book Through BestBusinessClass.com
On the flight experience itself: the Chicago-to-hub leg is the long one, typically 13-plus hours nonstop to Tokyo or Seoul, and that's where you want the lie-flat seat and the good meal service — sleep on this leg if you're heading toward Asian daytime. The second leg, hub to Kaohsiung, is short, often under three hours, so don't expect a full business service; it's more a matter of a quick meal or snack and a comfortable seat for landing. If you have flexibility, a same-day connection under two hours is usually fine on all three carriers, but building in a 3-4 hour buffer at Tokyo or Seoul gives you lounge access without the stress of a tight gate change. Coming home, jet lag tends to hit harder westbound into Chicago, so a daytime departure from Kaohsiung that lands you in the US evening is generally the easier direction to manage.
Airline Comparison
ANA (All Nippon Airways)
ANA Business Staggered
Lie-flat staggered, 1-2-1
Japanese hospitality, multi-course kaiseki meals
Japan Airlines
JAL Sky Suite
Lie-flat herringbone, 1-2-1
Japanese precision, Sakura Lounge
Read Full Review →
Asiana Airlines
Business Smartium
Lie-flat, 1-2-1
Korean service, Seoul hub
Read Full Review →Top Rated
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The Business Class Standard
Lie-Flat Guarantee
We only sell true Business Class. 180° fully flat beds on all long-haul routes, ensuring you arrive rested.
Premium Lounges
Access the world's finest lounges. Enjoy pre-flight dining, showers, and quiet workspaces before you board.
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Skip the queues. Your ticket includes fast-track security, priority boarding, and premium baggage handling.
The Business Class Standard
Lie-Flat Guarantee
We only sell true Business Class. 180° fully flat beds on all long-haul routes, ensuring you arrive rested.
Premium Lounges
Access the world's finest lounges. Enjoy pre-flight dining, showers, and quiet workspaces before you board.
Priority Service
Skip the queues. Your ticket includes fast-track security, priority boarding, and premium baggage handling.
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