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Simpson Bay

$131+ Cheap flights from O'Hare Intl (ORD) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
dic. 7 — dic. 141
sáb. 12/7
sáb. 12/14
1 adult, Economy
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The best prices from Chicago O'Hare Intl to Simpson Bay Princess Juliana are usually found in September or February, booked 26 days in advance, depart on a Monday or Wednesday and return on a Monday

Cheap flight deals from O'Hare Intl to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 2, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

March

Cheapest in

September

Round-trip from

$310
(Kiwi.com)

One-way from

$131
(Kiwi.com)
Provider with most accurate pricing for Chicago O'Hare Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Simpson Bay Princess Juliana flights.
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High demand for flights, 19% potential price rise
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Best time to find cheap flights, 19% potential price drop
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From Chicago O'Hare Intl to Simpson Bay Princess Juliana
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One-way flight from Chicago O'Hare Intl to Simpson Bay Princess Juliana
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Find flight deals from O'Hare Intl to Simpson Bay

Cheapest flights from O'Hare Intl to Simpson Bay
Explore the most affordable flight options available from O'Hare Intl to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 2, 2024.

This FlightHub deal was found by Cheapflights users on 12/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/249:15 pmORD - SXM
2 stops15h 15mSpirit Airlines
lun. 12/303:25 pmSXM - ORD
1 stop30h 26mSpirit Airlines
Deal found 12/1$473
This Kiwi.com deal was found by Cheapflights users on 11/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/101:00 pmORD - SXM
2 stops23h 30mMultiple Airlines
jue. 12/1211:55 amSXM - ORD
1 stop7h 52mMultiple Airlines
Deal found 11/30$515
This Priceline deal was found by Cheapflights users on 12/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/79:50 amORD - SXM
2 stops28h 05mAir Canada
sáb. 12/145:45 pmSXM - ORD
1 stop27h 47mAir Canada
Deal found 12/1$566
This American Airlines deal was found by Cheapflights users on 12/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/316:39 pmORD - SXM
1 stop18h 03mAmerican Airlines
mar. 1/215:19 pmSXM - ORD
1 stop17h 40mAmerican Airlines
Deal found 12/2$620
This United Airlines deal was found by Cheapflights users on 12/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/156:00 amORD - SXM
1 stop7h 51mUnited Airlines
dom. 12/222:46 pmSXM - ORD
Nonstop5h 54mUnited Airlines
Deal found 12/1$765
This Delta deal was found by Cheapflights users on 11/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/225:40 amORD - SXM
1 stop7h 31mDelta
dom. 12/291:50 pmSXM - ORD
1 stop12h 03mDelta
Deal found 11/30$810
This CheapOair deal was found by Cheapflights users on 12/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/254:11 pmORD - SXM
2 stops47h 08mFrontier
lun. 12/306:29 pmSXM - ORD
2 stops17h 59mFrontier
Deal found 12/1$834

Find flights from O'Hare Intl to Simpson Bay within your budget

Customize your flight search to find flights from O'Hare Intl to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,650,959 searches. Data last updated diciembre 2, 2024.

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Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

vie. 1/24

10:02 pm-5:19 pm

2 stops17h 17m

Simpson Bay Princess Juliana

sáb. 2/1

6:29 pm-12:51 am

1 stop8h 22m

$310

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

mié. 1/22

5:11 am-2:26 pm

1 stop7h 15m

Simpson Bay Princess Juliana

mié. 1/29

3:43 pm-11:32 pm

1 stop9h 49m

$384

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 12/7

3:35 pm-3:55 pm

1 stop22h 20m

Simpson Bay Princess Juliana

sáb. 12/14

5:45 pm-8:57 am

1 stop17h 12m

$566

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

mié. 1/15

5:10 am-4:11 pm

2 stops9h 01m

Simpson Bay Princess Juliana

mié. 1/22

5:19 pm-8:25 am

2 stops17h 06m

$613

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 2/9

5:45 am-3:16 pm

1 stop7h 31m

Simpson Bay Princess Juliana

dom. 2/16

12:43 pm-9:28 pm

1 stop10h 45m

$645

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 1/11

8:45 am-3:52 pm

Nonstop5h 07m

Simpson Bay Princess Juliana

sáb. 1/18

2:46 pm-6:40 pm

Nonstop5h 54m

$655

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 1/5

8:45 am-3:52 pm

Nonstop5h 07m

Simpson Bay Princess Juliana

dom. 1/12

2:46 pm-6:40 pm

Nonstop5h 54m

$716

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 2/15

8:44 pm-5:09 pm

2 stops42h 25m

$131

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 12/7

11:35 am-3:55 pm

1 stop26h 20m

$274

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 2/15

7:09 pm-3:10 pm

1 stop18h 01m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/30

Showing 1-10 of 14 results
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Compare providers for flights from O'Hare Intl to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Simpson Bay in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from O'Hare Intl to Simpson Bay

Get recent, data-driven insights about flights from O'Hare Intl to Simpson Bay including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Simpson Bay. Price data was last updated on November 22, 2024.

The best time to book flights from Chicago O'Hare Intl Airport to Simpson Bay is 26 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Simpson Bay (average of $459). Flying from Chicago O'Hare Intl Airport to Simpson Bay in July is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to SXM?

Find hourly flight availability from O'Hare Intl to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 2, 2024.

It’s optimal to fly from Chicago O'Hare Intl Airport to Simpson Bay at noon. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated diciembre 2, 2024.
Delta
8.0
Very good
8,698 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,698 reviews
Delta
8.0
Very good
8,698 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
9,141 reviews
Delta
8.0
Very good
8,698 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,698 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Canada
7.0
Good
8,296 reviews
Delta
8.0
Very good
8,698 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Lufthansa
6.8
Okay
7,132 reviews
Delta
8.0
Very good
8,698 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Comfort

7.9

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Chicago O'Hare Intl?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly into if you book a flight from Chicago O'Hare Intl to Simpson Bay. You should not have trouble finding flights to Princess Juliana from Chicago O'Hare Intl; the airport handles an average of 0 inbound flights from Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Simpson Bay airport from Chicago O'Hare Intl. It is only a 0.5 mi journey from Princess Juliana (SXM) to Simpson Bay’s city center.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Simpson Bay round-trip?

    Spirit Airlines, at $384, was found to be the cheapest airline from Chicago O'Hare Intl Airport to Simpson Bay.Alternate airlines to your destination round-trip include Air Canada and American Airlines. These flights start at 47% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Simpson Bay one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to Simpson Bay are Frontier ($131), Spirit Airlines ($153), and Air Canada ($274).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Simpson Bay?

    While on average a flight from Chicago O'Hare Intl Airport to Simpson Bay is generally $726, our data shows the cheapest flight currently is $375. When looking at the most popular route, (Chicago O'Hare Intl - Simpson Bay Princess Juliana), you can expect to pay $310 for that flight.

  • Can I find deals for flights from O'Hare Intl to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Simpson Bay.

  • Can I find deals for business class flights from O'Hare Intl to Simpson Bay?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Simpson Bay (average of $459). Flying from Chicago O'Hare Intl Airport to Simpson Bay in July is currently the most expensive (average of $684). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for O'Hare Intl to Simpson Bay

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Midway to Simpson Bay flights

Top 4 airlines flying from O'Hare Intl to Simpson Bay

Discover the top 4 airlines that operate flights from O'Hare Intl to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,650,959 searches. Data last updated diciembre 2, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$263Average$442FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$553Average$728FlexibilityNo cancel feeOn-time71%
DeltaCheapest$554Average$709FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$617Average$868FlexibilityNo cancel feeOn-time69%
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