When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 38 days in advance, which can save you up to 14% on flights from Chicago to St. Maarten compared to booking the week you need them. Waiting 38 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $603. For sooner than that we have options available in the next 3 days from $653.
September can be a great time to fly to St. Maarten from Chicago with a flight ticket averaging about $578. Cheapflights users have found deals in the month of September for as cheap as $304. The most expensive prices can be found in the month of December.
When flying from Chicago to St. Maarten, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
||$190||$332||No cancel fee||62%|
||$203||$388||No cancel fee||65%|
||$275||$632||No cancel fee||71%|
||$277||$731||No cancel fee||N/A|
||$308||$806||No cancel fee||69%|