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$448+ Cheap flights from Midway (MDW) to Saint Thomas Island (STT)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — STT
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
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Cheap flight deals from Midway to Saint Thomas Island

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Saint Thomas Island (STT). 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 July 25, 2024.

Popular in

May

Cheapest in

September

Average price

$1,020

Round-trip from

$448
(Delta)
High demand for flights, 39% potential price rise
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Best time to find cheap flights, 37% potential price drop
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Average for round-trip flights in July 2024
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From Chicago Midway to Saint Thomas Island Cyril E King
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What is the cheapest day to fly round-trip from Chicago Midway Airport to Saint Thomas Island?

Tuesday is generally a great day to depart. Flying on this day could help you save up to 149%.

How far in advance should I book a flight from Chicago Midway Airport to Saint Thomas Island?

Travelers have found it’s best to book a flight 45 days in advance to save up to 156% 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 45 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 Midway Airport to Saint Thomas Island 1-2 weeks in advance for as low as $268, or $656 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago Midway Airport to Saint Thomas Island?

October is one of the best times of the year to fly to Saint Thomas Island from Chicago Midway Airport. Prices for October average $572 per person but you can even find prices for as low as $227. The most expensive prices can be found in the month of December. Opting for a October flight can save you 30% on your journey compared to booking in December

What is the cheapest time of day to fly from MDW to STT?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Saint Thomas Island as you normally would.

Cheap Midway to Saint Thomas Island flights in July & August 2024

Find cheap flight options from Midway to Saint Thomas Island specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 2024.
This Delta deal was found by Cheapflights users on 7/25. 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.
Thu 8/226:11 amMDW - STT
1 stop6h 37mDelta
Wed 8/282:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/25$553
This Delta deal was found by Cheapflights users on 7/23. 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.
Sat 8/246:11 amMDW - STT
1 stop6h 37mDelta
Fri 8/302:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/23$598
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 8/206:11 amMDW - STT
1 stop6h 37mDelta
Sat 8/311:21 pmSTT - MDW
1 stop9h 25mDelta
Deal found 7/25$638
This Delta deal was found by Cheapflights users on 7/23. 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.
Sat 8/316:11 amMDW - STT
1 stop7h 43mDelta
Wed 9/42:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/23$653
This Delta deal was found by Cheapflights users on 7/24. 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.
Fri 8/236:11 amMDW - STT
1 stop6h 37mDelta
Fri 8/302:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/24$698
This mytrip.com deal was found by Cheapflights users on 7/24. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/158:13 pmMDW - STT
3 stops36h 32mMultiple Airlines
Mon 8/1910:35 amSTT - MDW
3 stops24h 12mMultiple Airlines
Deal found 7/24$699
This Delta deal was found by Cheapflights users on 7/24. 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.
Tue 8/66:11 amMDW - STT
1 stop6h 37mDelta
Thu 8/152:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/24$823
This mytrip.com deal was found by Cheapflights users on 7/23. 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.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/138:00 amMDW - STT
3 stops28h 53mMultiple Airlines
Sat 8/1710:35 amSTT - MDW
3 stops36h 02mMultiple Airlines
Deal found 7/23$915
This Delta deal was found by Cheapflights users on 7/25. 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.
Sat 8/316:11 amMDW - STT
1 stop6h 37mDelta
Tue 9/32:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/25$936

Midway to Saint Thomas Island 2024 flight deals

Discover exclusive flight deals for travel between Midway and Saint Thomas Island in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 12/106:00 amMDW - STT
1 stop6h 14mDelta
Thu 12/192:57 pmSTT - MDW
1 stop9h 07mDelta
Deal found 7/25$448
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 12/106:00 amMDW - STT
1 stop6h 14mDelta
Mon 12/232:57 pmSTT - MDW
1 stop9h 07mDelta
Deal found 7/25$458
This Delta deal was found by Cheapflights users on 7/25. 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.
Thu 9/196:00 amMDW - STT
1 stop6h 39mDelta
Mon 9/232:49 pmSTT - MDW
1 stop7h 49mDelta
Deal found 7/25$468
This Delta deal was found by Cheapflights users on 7/25. 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.
Tue 12/106:00 amMDW - STT
1 stop6h 14mDelta
Sun 12/222:57 pmSTT - MDW
1 stop9h 07mDelta
Deal found 7/25$493
This Delta deal was found by Cheapflights users on 7/25. 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.
Wed 12/116:00 amMDW - STT
1 stop6h 14mDelta
Thu 12/192:57 pmSTT - MDW
1 stop9h 07mDelta
Deal found 7/25$523
This Delta deal was found by Cheapflights users on 7/25. 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.
Wed 12/116:00 amMDW - STT
1 stop6h 14mDelta
Mon 12/232:57 pmSTT - MDW
1 stop9h 07mDelta
Deal found 7/25$533
This Delta deal was found by Cheapflights users on 7/25. 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.
Fri 9/206:00 amMDW - STT
1 stop6h 39mDelta
Mon 9/232:49 pmSTT - MDW
1 stop7h 49mDelta
Deal found 7/25$543
This Delta deal was found by Cheapflights users on 7/25. 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.
Thu 8/226:11 amMDW - STT
1 stop6h 37mDelta
Wed 8/282:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/25$553
This Delta deal was found by Cheapflights users on 7/25. 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.
Wed 12/116:00 amMDW - STT
1 stop6h 14mDelta
Fri 12/201:57 pmSTT - MDW
1 stop10h 07mDelta
Deal found 7/25$568

Midway to Saint Thomas Island flights leaving soon

Find last-minute flight options from Midway to Saint Thomas Island 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 2,752,877 searches. Data last updated July 25, 2024.
This Delta deal was found by Cheapflights users on 7/24. 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.
Wed 7/316:00 amMDW - STT
1 stop6h 48mDelta
Wed 8/72:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/24$2,096
This Delta deal was found by Cheapflights users on 7/24. 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.
Thu 8/16:00 amMDW - STT
1 stop7h 54mDelta
Thu 8/82:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/24$2,106
This Delta deal was found by Cheapflights users on 7/25. 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.
Sun 8/46:00 amMDW - STT
1 stop6h 48mDelta
Thu 8/82:58 pmSTT - MDW
1 stop7h 48mDelta
Deal found 7/25$2,166

Find flights from Midway to Saint Thomas Island within your budget

Customize your flight search to find flights from Midway to Saint Thomas Island 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 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$448 - $915

Route

Depart

Return

Price

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Tue 12/10

1 stop6h 14m

Saint Thomas Island Cyril E King

Wed 12/18

1 stop8h 20m

$448

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Tue 12/10

1 stop6h 14m

Saint Thomas Island Cyril E King

Mon 12/23

1 stop9h 07m

$458

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Thu 9/19

1 stop6h 39m

Saint Thomas Island Cyril E King

Mon 9/23

1 stop7h 49m

$468

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Tue 12/10

1 stop6h 14m

Saint Thomas Island Cyril E King

Fri 12/20

1 stop9h 07m

$493

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Wed 12/11

1 stop6h 14m

Saint Thomas Island Cyril E King

Thu 12/19

1 stop9h 07m

$523

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Wed 12/11

1 stop6h 14m

Saint Thomas Island Cyril E King

Mon 12/23

1 stop9h 07m

$533

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Fri 9/20

1 stop6h 39m

Saint Thomas Island Cyril E King

Mon 9/23

1 stop7h 49m

$543

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Thu 8/15

3 stops36h 32m

Saint Thomas Island Cyril E King

Mon 8/19

3 stops24h 12m

$699

Chicago MidwaySaint Thomas Island Cyril E King

MDW - STT

MDWSTT

Chicago Midway

Tue 8/13

3 stops28h 53m

Saint Thomas Island Cyril E King

Sat 8/17

3 stops36h 02m

$915

Flights are sorted by cheapest first

Deals found on 7/25

What is the cheapest day to fly from Chicago Midway Airport to Saint Thomas Island?

Use this chart to determine the cheapest time to fly round-trip from Midway to Saint Thomas Island. Price data was last updated on July 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to Saint Thomas Island flight should consider departing on Wednesday mornings when fares are most often at their lowest. Friday mornings 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 Midway to Saint Thomas Island

Have a flexible travel schedule? Discover the best time to fly to Saint Thomas Island from Midway 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 Saint Thomas Island

Get insights into the airlines that provide service to Saint Thomas Island. 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 Saint Thomas Island. Reviews last updated July 25, 2024.
Delta
8.0
Very good
9,630 reviews

Comfort

7.9

Overall

8.0

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

Delta
8.0
Very good
9,630 reviews
Delta
8.0
Very good
9,630 reviews

Comfort

7.9

Overall

8.0

Food

7.4

Boarding

8.2

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

Related info for your journey

Find useful and relevant information for your journey from Midway to Saint Thomas Island. 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 Saint Thomas Island from Chicago Midway?

    Most people fly into Saint Thomas Island Cyril E King (STT) if they book a flight to Saint Thomas Island from Chicago Midway. On average, Cyril E King has 0 inbound flights from Chicago Midway per day from 1 airline. Saint Thomas Island Cyril E King is conveniently located just 2.8 mi from Saint Thomas Island’s city center.

  • Can I find flights from Chicago Midway Airport to Saint Thomas Island for under $500 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Saint Thomas Island for under $500. The cheapest flight booked recently is on Delta for just $448, but on average you can expect to pay $586.

  • Are there last-minute flights available from Chicago Midway Airport to Saint Thomas Island for under $2,100?

    There are currently 3+ open flights from Chicago Midway Airport to Saint Thomas Island within the next 7 days for less than $2,100.

  • What is the cheapest airline to fly from Chicago Midway Airport to Saint Thomas Island round-trip?

    Flying on Delta is currently your cheapest option to Saint Thomas Island, with prices starting at $448. Delta is 55% cheaper than the average price of flights available within the next 90 days to this destination.

  • What does MDW to STT mean?

    MDW and STT are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MDW to STT refers to a flight route from Chicago Midway Airport to Saint Thomas Island Cyril E King Airport.

  • Can I find deals for flights from Midway to Saint Thomas Island that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Saint Thomas Island 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 Midway to Saint Thomas Island with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Saint Thomas Island 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 Midway to Saint Thomas Island that include hotel bookings?

    Yes. In addition to deals on Midway to Saint Thomas Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Saint Thomas Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Saint Thomas Island.

  • Can I find deals for business class flights from Midway to Saint Thomas Island?

    Yes. Cheapflights offers flight deals from Midway to Saint Thomas Island 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 Midway to Saint Thomas Island that allow pets onboard?

    Many airlines flying from Midway to Saint Thomas Island 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 Midway to Saint Thomas Island?

    Yes, you can often find last-minute deals on Midway to Saint Thomas Island 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 Midway Airport to Saint Thomas Island flight deals updated?

    The Chicago Midway Airport to Saint Thomas Island flight deals you see on this page were last updated on 7/25.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Saint Thomas Island?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Saint Thomas Island (average of $436). Flying from Chicago Midway Airport to Saint Thomas Island in June is currently the most expensive (average of $624). 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 Midway to Saint Thomas Island
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Saint Thomas Island flights
O'Hare Intl to Christiansted flights

Top airline flying from Midway to Saint Thomas Island

Discover the top airline that operate flights from Midway to Saint Thomas Island. 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 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$584Average$1,103FlexibilityNo cancel feeOn-timeN/A
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Search flights from Midway to Saint Thomas Island by cabin class

Find flights from Midway to Saint Thomas Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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