Find cheap flights from Simpson Bay to Chicago from $312

In the last 3 days, the lowest price for a flight from Simpson Bay to Chicago was $312 for a one-way ticket and $570 for a round-trip.

Yes, you'll most likely have to show a valid passport before boarding the plane in Simpson Bay and on arrival in Chicago.

When flying out of Simpson Bay you will be using Simpson Bay Princess Juliana. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

The Boeing 737-700 is the aircraft model that flies most regularly on the Simpson Bay to Chicago flight route.

Star Alliance is the only airline alliance operating flights between Simpson Bay and Chicago.

You can catch a nonstop flight from Simpson Bay to Chicago on on Saturday.

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Simpson Bay to Chicago.

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Simpson Bay is likely to change within 7 days, so travelers know whether to wait or book now.

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Simpson Bay with another airline.

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Simpson Bay up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.