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O'Hare Intl

$199+ Cheap flights from Simpson Bay (SXM) to O'Hare Intl (ORD)

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Mar 8 — Mar 151
Sat 3/8
Sat 3/15
1 adult, Economy
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Cheap flight deals from Simpson Bay to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Simpson Bay (SXM) to O'Hare Intl (ORD). 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 March 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$478
(Cheapflightsfares)

One-way from

$199
(Cheapflightsfares)

Popular in

April

Cheapest in

February

Average price

$405

Good one-way deal

$452 or less
Provider with most accurate pricing for Simpson Bay Princess Juliana-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Chicago O'Hare Intl flights.
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From Simpson Bay Princess Juliana to Chicago O'Hare Intl
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One-way flight from Simpson Bay Princess Juliana to Chicago O'Hare Intl
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Highest demand for flights based on searches. 4% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a one-way flight from Simpson Bay Princess Juliana to Chicago O'Hare Intl.
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Find flight deals from Simpson Bay to O'Hare Intl

Cheapest flights from Simpson Bay to O'Hare Intl
Explore the most affordable flight options available from Simpson Bay to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/193:05 pmSXM - ORD
1 stop10h 53mSpirit Airlines
Fri 4/255:36 amORD - SXM
1 stop7h 24mSpirit Airlines
Deal found 3/3$478
This Mytrip deal was found by Cheapflights users on 3/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/312:05 pmSXM - ORD
3 stops24h 58mMultiple Airlines
Wed 4/95:36 amORD - SXM
1 stop7h 24mMultiple Airlines
Deal found 3/2$508
This American Airlines deal was found by Cheapflights users on 3/2. 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.
Thu 4/34:15 pmSXM - ORD
1 stop9h 05mAmerican Airlines
Wed 4/95:10 amORD - SXM
2 stops9h 14mAmerican Airlines
Deal found 3/2$623
This United Airlines deal was found by Cheapflights users on 3/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/191:25 pmSXM - ORD
Nonstop5h 43mUnited Airlines
Fri 4/259:05 pmORD - SXM
1 stop14h 24mUnited Airlines
Deal found 3/2$790
This Kissandfly.com deal was found by Cheapflights users on 3/2. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/191:25 pmSXM - ORD
Nonstop5h 43mLufthansa
Sat 4/2610:37 amORD - SXM
Nonstop5h 12mLufthansa
Deal found 3/2$850
This Air Canada deal was found by Cheapflights users on 3/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/194:45 pmSXM - ORD
2 stops19h 02mAir Canada
Fri 4/256:19 pmORD - SXM
2 stops20h 26mAir Canada
Deal found 3/3$947

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

Customize your flight search to find flights from Simpson Bay to O'Hare Intl 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 2,558,603 searches. Data last updated March 3, 2025.

Fly from

Simpson Bay

Fly to

O'Hare Intl

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

3:05 pm-12:58 am

1 stop10h 53m

Chicago O'Hare Intl

Fri 4/25

5:36 am-2:00 pm

1 stop7h 24m

$478

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 4/3

12:05 pm-12:03 pm

3 stops24h 58m

Chicago O'Hare Intl

Wed 4/9

5:36 am-2:00 pm

1 stop7h 24m

$508

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 4/3

4:15 pm-12:20 am

1 stop9h 05m

Chicago O'Hare Intl

Wed 4/9

5:10 am-3:24 pm

2 stops9h 14m

$623

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

1:25 pm-6:08 pm

Nonstop5h 43m

Chicago O'Hare Intl

Fri 4/25

9:05 pm-12:29 pm

1 stop14h 24m

$790

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

1:25 pm-6:08 pm

Nonstop5h 43m

Chicago O'Hare Intl

Sat 4/26

10:37 am-4:49 pm

Nonstop5h 12m

$850

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

4:45 pm-10:47 am

2 stops19h 02m

Chicago O'Hare Intl

Fri 4/25

6:19 pm-3:45 pm

2 stops20h 26m

$947

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 4/9

3:05 pm-12:20 am

1 stop10h 15m

$199

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Mon 3/17

6:35 pm-10:23 pm

2 stops28h 48m

$236

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 4/25

4:15 pm-10:47 am

2 stops19h 32m

$371

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 4/10

4:25 pm-8:48 am

1 stop17h 23m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 12 results
1
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Compare providers for flights from Simpson Bay to O'Hare Intl

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 Simpson Bay to O'Hare Intl in March.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*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 Simpson Bay-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Simpson Bay-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Simpson Bay-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Simpson Bay-Chicago O'Hare Intl Airport 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 Simpson Bay-Chicago O'Hare Intl Airport 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 Simpson Bay to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Simpson Bay 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 Simpson Bay to O'Hare Intl

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

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

Find hourly flight availability from Simpson Bay to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Simpson Bay to Chicago O'Hare Intl Airport in the morning. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight at noon.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated March 3, 2025.
Delta
8.0
Very good
8,068 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,068 reviews
Delta
8.0
Very good
8,068 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,679 reviews
Delta
8.0
Very good
8,068 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,068 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,829 reviews
Delta
8.0
Very good
8,068 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Lufthansa
6.7
Okay
6,971 reviews
Delta
8.0
Very good
8,068 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Simpson Bay to O'Hare Intl. 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 from for flights from Simpson Bay to Chicago O'Hare Intl?

    Most people fly from Simpson Bay Princess Juliana (SXM) if they book a flight from Simpson Bay to Chicago O'Hare Intl. On average, Princess Juliana has 0 outbound flights to Chicago O'Hare Intl per day from 1 airline. Simpson Bay Princess Juliana is conveniently located just 0.5 mi from Simpson Bay’s city center.

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

    Cheapflights users have booked flights from Simpson Bay to Chicago O'Hare Intl Airport round-trip from $478. Other airlines that can offer you cheap pricing are American Airlines, from $623, and United Airlines, from $790.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $199. Users have also found prices from $371 and $390 on Air Canada and American Airlines, respectively.

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

    On average you can expect to pay $517 for a flight from Simpson Bay to Chicago O'Hare Intl Airport. The cheapest flight overall is $417 while the most popular route, (Simpson Bay Princess Juliana - Chicago O'Hare Intl) is currently priced at $406.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Simpson Bay to O'Hare Intl 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 Simpson Bay to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Simpson Bay to Chicago O'Hare Intl Airport (average of $245). Flying from Simpson Bay to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $322). 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.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Beloit
Rosemont
Naperville
Racine
Hoffman Estates
Schaumburg
Tinley Park
Rockford
Skokie
Kenosha
Arlington Heights
Northbrook
Orland Park
Merrillville
Evanston
Joliet
New Buffalo
Lake Geneva
Elgin
Glenview

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Alternative routes for Simpson Bay to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Simpson Bay to Midway flights

Top airline flying from Simpson Bay to O'Hare Intl

Discover the top airline that operate flights from Simpson Bay to O'Hare Intl. 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 2,558,603 searches. Data last updated March 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$554Average$755FlexibilityNo cancel feeOn-time71%
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