$227 Find Cheap Flights from Simpson Bay to Chicago - Compare and Save

These are the earliest and latest flight times available from Simpson Bay to Chicago O'Hare Intl Airport:

• Earliest: departs at 1:10 pm and lands at 7:10 pm
• Latest: departs at 4:28 pm and lands at 10:28 pm.

The flight takes about 6h.

Two cabin classes are available on flights from Simpson Bay to Chicago O'Hare Intl Airport:

• Economy Class
• Business Class

A nonstop flight from Simpson Bay to Chicago O'Hare Intl Airport takes 6h, covering 2,204 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Round-trip flights from Simpson Bay to Chicago O'Hare Intl Airport range from $604 to $814, with an average of $704 over the past 12 months. Anything below $604 counts as a good deal.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $347 round-trip via Montreal Pierre Elliott Trudeau Intl (YUL), compared to $902 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $55–$70 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Boeing 737 MAX 8 family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Boeing 737-700 variants.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $479 to $2,756. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from Simpson Bay to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $248, which is 55% below the typical average for this route.

Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates averaging $64 for economy cars. Top options include:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Ace
• Dollar

Flights from Simpson Bay to Chicago O'Hare Intl Airport usually depart from Simpson Bay Princess Juliana (SXM) and arrive at Chicago O'Hare Intl (ORD).

One-stop flights from Simpson Bay to Chicago O'Hare Intl Airport most commonly connect through:

• Fort Lauderdale (FLL) - 60% of one-stop connections
• Miami (MIA) - 27% of one-stop connections
• Montreal Pierre Elliott Trudeau Intl (YUL) - 7% of one-stop connections
• Toronto Pearson Intl (YYZ) - 7% of one-stop connections

Yes. Flexible dates can save you up to 44% on flights from Simpson Bay to Chicago O'Hare Intl Airport. Friday is the cheapest departure day at $604 round-trip on average, while Thursday is the most expensive at $1,073, a difference of $469.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

2 airlines operate flights between Simpson Bay and Chicago O'Hare Intl Airport. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines

Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 8h 50m, compared with 11h 55m via Toronto Pearson Intl (YYZ) and 11h 57m via Fort Lauderdale (FLL).

Chicago O'Hare Intl Airport is 1 hour behind Simpson Bay (Central Time vs Atlantic Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

Among airlines operating Simpson Bay to Chicago O'Hare Intl Airport flights:

• United Airlines: offers free seat selection
• American Airlines: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• American Airlines: a cabin bag and a checked bag in Business Class
• United Airlines: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.