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Cheap flights from O'Hare Intl (ORD) to Simpson Bay (SXM) from $149

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 7/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
ORD — SXM
Jun 11 — Jun 181
From?
To?
Tue 6/11
Tue 6/18
1 adult, Economy
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The best prices from Chicago O'Hare Intl to Simpson Bay Princess Juliana are usually found in January or September, booked 64 days in advance, depart on a Wednesday or Monday 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 June 6, 2024.

Popular in

March

Cheapest in

January

Round-trip from

$522

One-way from

$172
High demand for flights, 20% potential price rise
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Best time to find cheap flights, 14% 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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What is the cheapest day to fly round-trip from Chicago O'Hare Intl Airport to Simpson Bay?

Travelers have found that booking a Tuesday departure is the best way to save up to 34% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

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

To save on the cost of your flight from Chicago O'Hare Intl Airport to Simpson Bay, book at least 55 days before your planned departure. Booking around this time can save you about 550% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $625 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $841.

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

September can be a great time to fly to Simpson Bay from Chicago O'Hare Intl Airport with a flight ticket averaging about $742. Cheapflights users have found deals in the month of September for as cheap as $481. The most expensive prices can be found in the month of July.

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

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

Cheap O'Hare Intl to Simpson Bay flights in June & July 2024

Find cheap flight options from O'Hare Intl to Simpson Bay specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 6, 2024.
These are some of the most attractive deals on flights from Chicago to Simpson Bay in 2024. Check back in a little while for more flight options.
Sat 7/65:05 amORD - SXM
1 stop7h 43mMultiple Airlines
Sat 7/134:30 pmSXM - ORD
1 stop26h 24mMultiple Airlines
Deal found 6/5$321
Wed 7/105:00 amORD - SXM
1 stop8h 05mSpirit Airlines
Mon 7/153:05 pmSXM - ORD
1 stop19h 09mSpirit Airlines
Deal found 6/5$329
Sat 7/65:05 amORD - SXM
1 stop7h 43mMultiple Airlines
Sat 7/134:30 pmSXM - ORD
1 stop26h 24mMultiple Airlines
Deal found 6/5$333
Wed 7/105:00 amORD - SXM
1 stop8h 05mMultiple Airlines
Mon 7/156:20 pmSXM - ORD
2 stops31h 09mMultiple Airlines
Deal found 6/5$364
Fri 7/56:40 pmORD - SXM
1 stop18h 08mSpirit Airlines
Fri 7/123:05 pmSXM - ORD
1 stop19h 09mSpirit Airlines
Deal found 6/5$372
Fri 7/56:40 pmORD - SXM
1 stop18h 08mSpirit Airlines
Fri 7/123:05 pmSXM - ORD
2 stops10h 33mSpirit Airlines
Deal found 6/5$400
Sat 7/65:05 amORD - SXM
1 stop7h 43mMultiple Airlines
Sat 7/134:30 pmSXM - ORD
1 stop26h 24mMultiple Airlines
Deal found 6/6$401
Tue 7/236:46 pmORD - SXM
1 stop18h 19mSpirit Airlines
Sat 8/173:07 pmSXM - ORD
1 stop19h 48mSpirit Airlines
Deal found 6/5$405
Sat 7/135:00 amORD - SXM
1 stop8h 05mMultiple Airlines
Sat 7/204:30 pmSXM - ORD
1 stop26h 24mMultiple Airlines
Deal found 6/4$406

O'Hare Intl to Simpson Bay 2024 flight deals

Discover exclusive flight deals for travel between O'Hare Intl and Simpson Bay in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
These are some of the most attractive deals on flights from Chicago to Simpson Bay in 2024. Check back in a little while for more flight options.
Fri 9/65:56 pmORD - SXM
1 stop20h 22mMultiple Airlines
Fri 9/133:07 pmSXM - ORD
1 stop26h 39mMultiple Airlines
Deal found 6/5$303
Sat 7/65:05 amORD - SXM
1 stop7h 43mMultiple Airlines
Sat 7/134:30 pmSXM - ORD
1 stop26h 24mMultiple Airlines
Deal found 6/5$321
Wed 7/105:00 amORD - SXM
1 stop8h 05mSpirit Airlines
Mon 7/153:05 pmSXM - ORD
1 stop19h 09mSpirit Airlines
Deal found 6/5$329
Sat 7/65:05 amORD - SXM
1 stop7h 43mMultiple Airlines
Sat 7/134:30 pmSXM - ORD
1 stop26h 24mMultiple Airlines
Deal found 6/5$333
Wed 7/105:00 amORD - SXM
1 stop8h 05mMultiple Airlines
Mon 7/156:20 pmSXM - ORD
2 stops31h 09mMultiple Airlines
Deal found 6/5$364
Fri 7/56:40 pmORD - SXM
1 stop18h 08mSpirit Airlines
Fri 7/123:05 pmSXM - ORD
1 stop19h 09mSpirit Airlines
Deal found 6/5$372
Fri 7/56:40 pmORD - SXM
1 stop18h 08mSpirit Airlines
Fri 7/123:05 pmSXM - ORD
2 stops10h 33mSpirit Airlines
Deal found 6/5$400
Sat 7/65:05 amORD - SXM
1 stop7h 43mMultiple Airlines
Sat 7/134:30 pmSXM - ORD
1 stop26h 24mMultiple Airlines
Deal found 6/6$401
Tue 7/236:46 pmORD - SXM
1 stop18h 19mSpirit Airlines
Sat 8/173:07 pmSXM - ORD
1 stop19h 48mSpirit Airlines
Deal found 6/5$405

O'Hare Intl to Simpson Bay flights leaving soon

Find last-minute flight options from O'Hare Intl to Simpson Bay for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Consider one of these great deals we found on last-minute flights from Chicago to Simpson Bay. Users should be sure to double check the price, date, and time of their last-minute flight.
Tue 6/119:37 pmORD - SXM
2 stops15h 11mMultiple Airlines
Sun 6/1611:55 amSXM - ORD
1 stop23h 14mMultiple Airlines
Deal found 6/5$644
Tue 6/115:18 pmORD - SXM
1 stop19h 30mMultiple Airlines
Sun 6/1611:55 amSXM - ORD
1 stop23h 14mMultiple Airlines
Deal found 6/5$653
Tue 6/119:37 pmORD - SXM
2 stops15h 11mMultiple Airlines
Sun 6/162:10 pmSXM - ORD
2 stops24h 03mMultiple Airlines
Deal found 6/5$860
Tue 6/119:37 pmORD - SXM
2 stops15h 11mMultiple Airlines
Sun 6/162:10 pmSXM - ORD
3 stops31h 06mMultiple Airlines
Deal found 6/5$863
Tue 6/115:34 pmORD - SXM
3 stops19h 14mMultiple Airlines
Sun 6/162:10 pmSXM - ORD
3 stops31h 06mMultiple Airlines
Deal found 6/5$926
Sun 6/166:25 pmORD - SXM
1 stop17h 50mAmerican Airlines
Sun 6/234:09 pmSXM - ORD
1 stop17h 51mAmerican Airlines
Deal found 6/5$1,238
Sun 6/1612:00 pmORD - SXM
2 stops24h 45mAmerican Airlines
Sun 6/234:09 pmSXM - ORD
1 stop17h 51mAmerican Airlines
Deal found 6/5$1,257
Sun 6/168:24 pmORD - SXM
2 stops15h 51mAmerican Airlines
Sun 6/234:09 pmSXM - ORD
2 stops16h 02mAmerican Airlines
Deal found 6/5$1,513

One-way flights to Simpson Bay from O'Hare Intl

Search for one-way flight options from O'Hare Intl to Simpson Bay. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Take a look at some of the best available options we've come across on one-way flights from Chicago to Simpson Bay. Those needing a return flight from Chicago to Simpson Bay can use the search form above.
Sat 7/65:05 amORD - SXM
1 stop7h 43mSpirit Airlines
Deal found 6/6$149
Wed 10/235:05 amORD - SXM
1 stop8h 04mSpirit Airlines
Deal found 6/6$172
Sat 7/65:18 pmORD - SXM
2 stops15h 07mMultiple Airlines
Deal found 6/6$257
Sat 7/67:12 amORD - SXM
3 stops25h 13mMultiple Airlines
Deal found 6/6$274
Wed 10/235:41 pmORD - SXM
2 stops19h 19mMultiple Airlines
Deal found 6/6$298
Sat 7/610:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Deal found 6/6$343
Sat 7/610:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Deal found 6/6$662
Wed 10/239:18 pmORD - SXM
3 stops38h 17mMultiple Airlines
Deal found 6/6$1,122

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 3,050,429 searches. Data last updated June 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$303 - $680

Route

Depart

Return

Price

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 9/6

1 stop20h 22m

Simpson Bay Princess Juliana

Fri 9/13

1 stop26h 39m

$303

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 7/6

1 stop7h 43m

Simpson Bay Princess Juliana

Sat 7/13

1 stop26h 24m

$321

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 7/10

1 stop8h 05m

Simpson Bay Princess Juliana

Mon 7/15

1 stop19h 09m

$329

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 8/11

2 stops21h 11m

Simpson Bay Princess Juliana

Sat 8/17

2 stops18h 04m

$438

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/9

1 stop17h 35m

Simpson Bay Princess Juliana

Fri 11/15

1 stop18h 03m

$555

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 12/2

1 stop6h 49m

Simpson Bay Princess Juliana

Tue 12/10

1 stop21h 50m

$564

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 8/22

1 stop26h 32m

Simpson Bay Princess Juliana

Sun 8/25

1 stop12h 45m

$582

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/30

2 stops23h 00m

Simpson Bay Princess Juliana

Sun 12/8

2 stops21h 31m

$603

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 7/6

Nonstop5h 06m

Simpson Bay Princess Juliana

Sat 7/13

Nonstop5h 44m

$680

Flights are sorted by cheapest first

Deals found on 6/5

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 May 31, 2024.
The best time to book flights from Chicago O'Hare Intl Airport to Simpson Bay is 64 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.
Search Deals

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Simpson Bay?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Simpson Bay. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Simpson Bay flight should consider departing on Saturday at noon when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

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.

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 June 6, 2024.
See what other customers who have flown with American Airlines, Copa Airlines and Spirit Airlines from Chicago to Simpson Bay have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.0
Very good
10,368 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Copa Airlines
8.0
Very good
2,561 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

United Airlines
7.4
Good
10,696 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

American Airlines
7.3
Good
14,227 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Air Canada
7.0
Good
7,044 reviews
Delta
8.0
Very good
10,368 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Food

7.4

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

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.

  • Can I find flights from Chicago O'Hare Intl Airport to Simpson Bay for under $400 on Cheapflights?

    Yes, there are multiple flights from Chicago O'Hare Intl Airport to Simpson Bay for under $400. The cheapest flight booked recently is on Multiple Airlines for just $303, but on average you can expect to pay $383.

  • Are there nonstop flights from Chicago O'Hare Intl Airport to Simpson Bay for under $600 on Cheapflights?

    Cheapflights has at least 9 direct flights from Chicago O'Hare Intl Airport to Simpson Bay under $600. A good price for a nonstop flight from Chicago O'Hare Intl Airport to Simpson Bay is less than $1,722.

  • Are there last-minute flights available from Chicago O'Hare Intl Airport to Simpson Bay for under $700?

    There are currently 8+ open flights from Chicago O'Hare Intl Airport to Simpson Bay within the next 7 days for less than $700.

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

    Spirit Airlines, at $329, was found to be the cheapest airline from Chicago O'Hare Intl Airport to Simpson Bay. An alternate airline flying to your destination would be Frontier. These flights start at 56% lower than the current average price 3 months from now.

  • 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 $837, our data shows the cheapest flight currently is $299. When looking at the most popular route, (Chicago O'Hare Intl - Simpson Bay Princess Juliana), you can expect to pay $280 for that flight.

  • What does ORD to SXM mean?

    Chicago O'Hare Intl Airport is ORD and Simpson Bay Princess Juliana Airport is SXM. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • Can I find deals for flights from O'Hare Intl to Simpson Bay that include extra baggage allowance?

    The amount of baggage you can bring on your O'Hare Intl to Simpson Bay flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from O'Hare Intl to Simpson Bay with specific airlines?

    Yes, Cheapflights allows you to browse and filter O'Hare Intl to Simpson Bay flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from O'Hare Intl to Simpson Bay that allow pets onboard?

    Many airlines flying from O'Hare Intl to Simpson Bay offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from O'Hare Intl to Simpson Bay?

    Yes, you can often find last-minute deals on O'Hare Intl to Simpson Bay flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago O'Hare Intl Airport to Simpson Bay flight deals updated?

    The Chicago O'Hare Intl Airport to Simpson Bay flight deals you see on this page were last updated on 6/6.

  • What are the most popular airlines that fly from Chicago O'Hare Intl Airport to Simpson Bay?

    Before booking your flight from Chicago O'Hare Intl Airport to Simpson Bay check out the most popular airlines for this route: American Airlines, Delta or Spirit Airlines.

  • 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 $522). Flying from Chicago O'Hare Intl Airport to Simpson Bay in July is currently the most expensive (average of $726). 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

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Alternative routes for O'Hare Intl to Simpson Bay
See prices for flight routes from nearby airports that may be better suited for you.

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 3,050,429 searches. Data last updated June 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$261Average$568FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$462Average$879FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$551Average$754FlexibilityNo cancel feeOn-time71%
DeltaCheapest$554Average$741FlexibilityNo cancel feeOn-timeN/A
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Search flights from O'Hare Intl to Simpson Bay by cabin class

Find flights from O'Hare Intl to Simpson Bay, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Weekly flight availability from O'Hare Intl to Simpson Bay

Explore weekly flight availability from O'Hare Intl to Simpson Bay. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 6, 2024.
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