Flights from Chicago to Saint Thomas from $201

Compare All CHI to STT Flights

Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.

1 of 1 flight

Airline	Schedule	Stops	Duration	Price
NK NK · 154	17:26 CHI 22:02 STT	0 stop(s)	28h 36m	$201 Best	Book →

Airport Information

Key details about departure and arrival airports for this route

STT

Cyril E. King Airport

City: Charlotte Amalie
Country: VI
Type: Large Airport
Elevation: 23 ft

STT Airport Guide →

Tips for Chicago to Saint Thomas Flights

Save money and travel smarter with these route-specific tips

📅 When to Book

Book CHI–STT flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.

💰 Price Trends

The average fare is $201, but prices as low as $201 are available.

✈ Direct vs Connecting

No direct flights currently listed. Consider flexible dates or nearby airports for better connections.

📍 Flexible Dates

Flying midweek (Tuesday–Thursday) on CHI–STT is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.

Top Hotels in Saint Thomas

Book accommodation at your destination — top-rated stays near STT airport

Virgin Islands Campground

Frequently Asked Questions

Everything you need to know about flying CHI to STT

What is the cheapest flight from Chicago to Saint Thomas?

The cheapest flight from Chicago (CHI) to Saint Thomas (STT) currently starts at $201 with NK. Prices are updated regularly and may vary by date and availability.

How many airlines fly from CHI to STT?

We found 1 airline(s) operating on the CHI–STT route, including NK.

Are there direct flights from Chicago to Saint Thomas?

No direct flights are currently listed on this route. All available options involve at least one stop. Consider flexible dates or nearby airports for better connection options.

What is the average flight price on this route?

The average flight price from Chicago to Saint Thomas is approximately $201. Prices range from $201 to $201 depending on airline, time, and class.

How long is the flight from CHI to STT?

The average flight duration from Chicago to Saint Thomas is approximately 28 hours 36 minutes. Direct flights are typically shorter than connecting options.

What is the baggage allowance on CHI–STT flights?

Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.