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Cheap flights from Chicago (CHI) to Simpson Bay (SXM) from $60

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 5/18. 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.
CHI — SXM
May 1 — May 81
From?
To?
Wed 5/1
Wed 5/8
1 adult, Economy
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The best prices from Chicago to Simpson Bay Princess Juliana are usually found in September or August, booked 23 days in advance, depart on a Wednesday or Monday and return on a Monday

Cheap flight deals from Chicago to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 April 26, 2024.

Popular in

March

Cheapest in

September

Round-trip from

$544

One-way from

$108
High demand for flights, 16% potential price rise
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Best time to find cheap flights, 24% potential price drop
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From Chicago (CHI) to Simpson Bay Princess Juliana
Search Deals
One-way flight from Chicago (CHI) to Simpson Bay Princess Juliana
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What is the cheapest day to fly round-trip from Chicago to Simpson Bay?

Departing on a Tuesday is a good option for securing a great price. You can expect to save up to 33% when planning your travel around this day of the week.

How far in advance should I book a flight from Chicago to Simpson Bay?

Travelers have found it’s best to book a flight 24 days in advance to save up to 105% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 24 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Simpson Bay 1-2 weeks in advance for as low as $825, or $1,267 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago to Simpson Bay?

Flights from Chicago to Simpson Bay lean towards being more expensive in March. Prices are generally better when you fly from Chicago to Simpson Bay in September, with the cheapest ticket starting at $484.

When is the cheapest time to fly from Chicago to Simpson Bay (CHI - SXM)?

When flying from Chicago to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 46% versus a flight in the morning.

Cheap Frontier flights from Chicago to Simpson Bay

Explore cheap flight options specifically provided by Frontier for the route between Chicago and Simpson Bay. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Peruse some of the lowest-priced Frontier flights we've found from Chicago to Simpson Bay. Make sure to check back often as deals are often changing.
Sat 5/185:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/25$179
Sat 5/185:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/26$205
Sat 5/255:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 6/14:27 pmSXM - ORD
1 stop9h 31mFrontier
Deal found 4/25$228
Sat 5/1811:00 amORD - SXM
2 stops27h 07mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/26$244
Sat 5/185:56 pmORD - SXM
2 stops20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/25$260
Sat 6/15:56 pmORD - SXM
1 stop20h 08mFrontier
Sat 6/84:20 pmSXM - ORD
1 stop26h 58mFrontier
Deal found 4/25$266
Sat 5/255:56 pmORD - SXM
2 stops20h 11mFrontier
Sat 6/14:27 pmSXM - ORD
1 stop9h 31mFrontier
Deal found 4/25$269
Sat 6/15:56 pmORD - SXM
1 stop20h 08mFrontier
Sat 6/84:20 pmSXM - ORD
1 stop26h 58mFrontier
Deal found 4/26$278
Sat 6/111:05 amORD - SXM
2 stops26h 59mFrontier
Sat 6/84:20 pmSXM - ORD
1 stop26h 58mFrontier
Deal found 4/25$317

Cheap United Airlines flights from Chicago to Simpson Bay

Explore cheap flight options specifically provided by United Airlines for the route between Chicago and Simpson Bay. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Have a look at some of the cheapest available United Airlines flights departing from Chicago and landing in Simpson Bay. Make sure to examine the flight information before completing your reservation.
Sat 7/610:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 7/131:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$680
Sat 7/275:56 pmORD - SXM
1 stop17h 39mUnited Airlines
Sat 8/31:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$685

Cheap Chicago to Simpson Bay flights in April & May 2024

Find cheap flight options from Chicago to Simpson Bay specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 2024.
These are some of the best deals we've found on flights to Simpson Bay in 2024 at this time. Check back soon for alternative fares.
Sat 5/185:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/25$179
Sat 5/185:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/26$205
Sat 5/255:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 6/14:27 pmSXM - ORD
1 stop9h 31mFrontier
Deal found 4/25$228
Sat 5/1811:00 amORD - SXM
2 stops27h 07mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/26$244
Sat 5/185:56 pmORD - SXM
2 stops20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/25$260
Tue 5/146:40 pmORD - SXM
1 stop18h 04mSpirit Airlines
Fri 5/172:44 pmSXM - ORD
1 stop9h 45mSpirit Airlines
Deal found 4/25$263
Tue 5/79:25 pmORD - SXM
1 stop15h 19mSpirit Airlines
Sat 5/112:44 pmSXM - ORD
1 stop9h 45mSpirit Airlines
Deal found 4/25$268
Sat 5/255:56 pmORD - SXM
2 stops20h 11mFrontier
Sat 6/14:27 pmSXM - ORD
1 stop9h 31mFrontier
Deal found 4/25$269
Wed 5/155:00 amORD - SXM
1 stop7h 44mSpirit Airlines
Mon 5/202:44 pmSXM - ORD
1 stop20h 11mSpirit Airlines
Deal found 4/25$300

Chicago to Simpson Bay 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Simpson Bay in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
These are some of the best deals we've found on flights to Simpson Bay in 2024 at this time. Check back soon for alternative fares.
Sat 5/185:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/25$179
Sat 5/185:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/26$205
Sat 5/255:56 pmORD - SXM
1 stop20h 11mFrontier
Sat 6/14:27 pmSXM - ORD
1 stop9h 31mFrontier
Deal found 4/25$228
Sat 5/1811:00 amORD - SXM
2 stops27h 07mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/26$244
Sat 5/185:56 pmORD - SXM
2 stops20h 11mFrontier
Sat 5/254:14 pmSXM - ORD
1 stop9h 44mFrontier
Deal found 4/25$260
Tue 5/146:40 pmORD - SXM
1 stop18h 04mSpirit Airlines
Fri 5/172:44 pmSXM - ORD
1 stop9h 45mSpirit Airlines
Deal found 4/25$263
Sat 6/15:56 pmORD - SXM
1 stop20h 08mFrontier
Sat 6/84:20 pmSXM - ORD
1 stop26h 58mFrontier
Deal found 4/25$266
Tue 5/79:25 pmORD - SXM
1 stop15h 19mSpirit Airlines
Sat 5/112:44 pmSXM - ORD
1 stop9h 45mSpirit Airlines
Deal found 4/25$268
Sat 5/255:56 pmORD - SXM
2 stops20h 11mFrontier
Sat 6/14:27 pmSXM - ORD
1 stop9h 31mFrontier
Deal found 4/25$269

Non-stop flights to Simpson Bay from Chicago

Discover non-stop flight options from Chicago to Simpson Bay. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Take a look at some of the direct flights traveling from Chicago to Simpson Bay in the near future. If you're looking for other options for flights from Chicago to Simpson Bay, make sure to update the search form at the top of page.
Sat 7/610:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 7/131:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$680
Sat 6/110:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 6/81:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$720
Sat 6/2910:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 7/61:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$810
Sat 6/2210:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 6/291:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/26$866
Sat 6/2210:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 6/291:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$920
Sat 5/2510:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 6/11:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$1,088
Sat 6/110:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 6/81:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$2,150
Sat 6/810:43 amORD - SXM
Nonstop5h 06mUnited Airlines
Sat 6/151:30 pmSXM - ORD
Nonstop5h 44mUnited Airlines
Deal found 4/25$3,212

Chicago to Simpson Bay flights leaving soon

Find last-minute flight options from Chicago 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 3,068,117 searches. Data last updated April 26, 2024.
Users seeking a last-minute flight from Chicago to Simpson Bay should consider booking one of these fares. Users should be sure to double check the price, date, and time of their last-minute flight.
Wed 5/15:00 amORD - SXM
1 stop7h 47mSpirit Airlines
Sat 5/42:44 pmSXM - ORD
1 stop10h 36mSpirit Airlines
Deal found 4/26$469
Wed 5/110:00 pmORD - SXM
3 stops36h 27mMultiple Airlines
Sat 5/42:44 pmSXM - ORD
1 stop10h 36mMultiple Airlines
Deal found 4/26$571
Wed 5/15:00 amORD - SXM
1 stop7h 47mSpirit Airlines
Sat 5/42:44 pmSXM - ORD
2 stops18h 50mSpirit Airlines
Deal found 4/26$580
Wed 5/110:00 pmORD - SXM
3 stops36h 27mMultiple Airlines
Sat 5/42:44 pmSXM - ORD
2 stops18h 50mMultiple Airlines
Deal found 4/26$636
Wed 5/110:00 pmORD - SXM
3 stops36h 27mMultiple Airlines
Sat 5/42:44 pmSXM - ORD
3 stops20h 48mMultiple Airlines
Deal found 4/26$712
Sat 5/46:30 pmORD - SXM
1 stop18h 01mAmerican Airlines
Tue 5/72:12 pmSXM - ORD
1 stop8h 17mAmerican Airlines
Deal found 4/26$822
Sat 5/46:30 pmORD - SXM
1 stop18h 01mAmerican Airlines
Tue 5/712:35 pmSXM - ORD
2 stops12h 24mAmerican Airlines
Deal found 4/26$826
Sat 5/48:30 pmORD - SXM
2 stops14h 10mAmerican Airlines
Tue 5/712:35 pmSXM - ORD
2 stops12h 24mAmerican Airlines
Deal found 4/26$828
Thu 5/25:30 amORD - SXM
1 stop7h 01mAmerican Airlines
Sun 5/54:00 pmSXM - ORD
1 stop18h 07mAmerican Airlines
Deal found 4/26$973

One-way flights to Simpson Bay from Chicago

Search for one-way flight options from Chicago 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 3,068,117 searches. Data last updated April 26, 2024.
Take a look at some of the best available options we've come across on one-way flights from Chicago to Simpson Bay. Users can also find round-trip Chicago to Simpson Bay flights by using the search form above.
Sat 5/185:56 pmORD - SXM
1 stop20h 11mFrontier
Deal found 4/24$60
Sat 5/187:13 pmORD - SXM
2 stops18h 54mMultiple Airlines
Deal found 4/24$83
Sat 5/255:56 pmORD - SXM
1 stop20h 11mFrontier
Deal found 4/25$108
Sat 5/257:13 pmORD - SXM
2 stops18h 54mMultiple Airlines
Deal found 4/25$110
Thu 5/306:40 pmORD - SXM
1 stop18h 04mSpirit Airlines
Deal found 4/24$131
Thu 5/306:21 pmORD - SXM
2 stops18h 23mSpirit Airlines
Deal found 4/24$154
Thu 5/307:00 amORD - SXM
3 stops29h 44mSpirit Airlines
Deal found 4/24$165
Wed 5/227:23 pmMDW - SXM
2 stops39h 04mMultiple Airlines
Deal found 4/26$196
Sat 5/187:30 amORD - SXM
3 stops26h 57mMultiple Airlines
Deal found 4/24$197

Find flights from Chicago to Simpson Bay within your budget

Customize your flight search to find flights from Chicago 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 3,068,117 searches. Data last updated April 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$179 - $580

Route

Depart

Return

Price

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/18

1 stop20h 11m

Simpson Bay Princess Juliana

Sat 5/25

1 stop9h 44m

$179

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/18

1 stop20h 11m

Simpson Bay Princess Juliana

Sat 5/25

1 stop9h 44m

$205

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/25

1 stop20h 11m

Simpson Bay Princess Juliana

Sat 6/1

1 stop9h 31m

$228

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/18

2 stops27h 07m

Simpson Bay Princess Juliana

Sat 5/25

1 stop9h 44m

$244

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 5/14

1 stop18h 04m

Simpson Bay Princess Juliana

Fri 5/17

1 stop9h 45m

$263

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 5/7

1 stop15h 19m

Simpson Bay Princess Juliana

Sat 5/11

1 stop9h 45m

$268

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 5/18

3 stops26h 57m

Simpson Bay Princess Juliana

Sat 5/25

1 stop9h 45m

$400

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 6/8

1 stop17h 51m

Simpson Bay Princess Juliana

Thu 6/13

1 stop10h 53m

$553

Chicago O'Hare IntlSimpson Bay Princess Juliana

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 6/6

1 stop16h 10m

Simpson Bay Princess Juliana

Thu 6/13

1 stop17h 44m

$580

Flights are sorted by cheapest first

Deals found on 4/25

When is the best time to book a flight from Chicago to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Simpson Bay. Price data was last updated on January 28, 2024.
The price you pay for your flight from Chicago to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 23 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

When is the cheapest time to fly from Chicago to Simpson Bay?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Simpson Bay. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Simpson Bay flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Simpson Bay by month

Plan your trip from Chicago to Simpson Bay by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Simpson Bay is currently $134 while a round-trip flight costs $324. Price data was last updated on April 21, 2024.

Currently, September is the cheapest month in which you can book a flight from Chicago to Simpson Bay (average of $544). Flying from Chicago to Simpson Bay in July is currently the most expensive (average of $801). 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.

January

$548

February

$592

March

$658

April

$608

May

$588

June

$675

July

$801

August

$648

September

$544

October

$664

November

$603

December

$638

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 April 26, 2024.
Get a feel of what it's like to fly with Frontier, United Airlines and Spirit Airlines from Chicago to Simpson Bay by reading reviews from past customers. 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
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
10,966 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
2,981 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

United Airlines
7.4
Good
11,228 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

American Airlines
7.3
Good
14,889 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Spirit Airlines
6.4
Okay
8,746 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Most people fly into Simpson Bay Princess Juliana (SXM) if they book a flight to Simpson Bay from Chicago. On average, Princess Juliana has 0 inbound flights from Chicago per day from 4 airlines. Simpson Bay Princess Juliana is conveniently located just 0.5 mi from Simpson Bay’s city center.

  • Can I find flights from Chicago to Simpson Bay for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago to Simpson Bay for under $200. The cheapest flight booked recently is on Frontier for just $179, but on average you can expect to pay $285.

  • Are there nonstop flights from Chicago to Simpson Bay for under $700 on Cheapflights?

    Cheapflights has at least 8 direct flights from Chicago to Simpson Bay under $700. A good price for a nonstop flight from Chicago to Simpson Bay is less than $1,305.

  • Are there last-minute flights available from Chicago to Simpson Bay for under $500?

    There are currently 10+ open flights from Chicago to Simpson Bay within the next 7 days for less than $500.

  • What days are nonstop flights available from Chicago to Simpson Bay?

    Days when nonstop flights are available for this flight are: Friday.

  • How many flights depart from Chicago to Simpson Bay on average per day?

    1 flight departure from Chicago to Simpson Bay per day on average.
    Morning (6am - Noon) - 100% of flight departures

  • How long is the flight from Chicago to Simpson Bay?

    Departing from Chicago to Simpson Bay will take you 18h 04m. The distance between Chicago and Simpson Bay is about 2217 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Simpson Bay round-trip?

    According to our current data, Frontier ($179), and Spirit Airlines ($263) offers the cheapest pricing from Chicago to Simpson Bay. Users have found that Frontier is 79% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Simpson Bay one-way?

    $60 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $131 and $298, respectively.

  • What are the most popular airlines that fly from Chicago to Simpson Bay?

    Consider American Airlines, Delta or Spirit Airlines when booking your flight. These represent the most popular airlines when flying from Chicago to Simpson Bay.

  • What are the cheapest flights from Chicago to Simpson Bay?

    On average you can expect to pay $640 for a flight from Chicago to Simpson Bay. The cheapest flight overall is $313 while the most popular route, (Chicago O'Hare Intl - Simpson Bay Princess Juliana) is currently priced at $246.

  • 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. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Chicago to Simpson Bay that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago 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 Chicago to Simpson Bay with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago 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 Chicago to Simpson Bay that include hotel bookings?

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

  • How can I find direct flights from Chicago to Simpson Bay?

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

  • Can I find deals for business class flights from Chicago to Simpson Bay?

    Yes. Cheapflights offers flight deals from Chicago 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 Chicago to Simpson Bay that allow pets onboard?

    Many airlines flying from Chicago 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 Chicago to Simpson Bay?

    Yes, you can often find last-minute deals on Chicago 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 to Simpson Bay flight deals updated?

    The Chicago to Simpson Bay flight deals you see on this page were last updated on 4/26.

See more FAQs

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

O'Hare Intl to Simpson Bay flights
Midway to Simpson Bay flights
St. Louis to Simpson Bay flights

Top 4 airlines flying from Chicago to Simpson Bay

Discover the top 4 airlines that operate flights from Chicago 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 3,068,117 searches. Data last updated April 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$267Average$577FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$443Average$895FlexibilityNo cancel feeOn-time69%
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Search flights from Chicago to Simpson Bay by cabin class

Find flights from Chicago 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 Chicago to Simpson Bay

Explore weekly flight availability from Chicago 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 April 26, 2024.
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Can Cheapflights find flights from Chicago to Simpson Bay with no change fees?

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