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Cheap flights from Chicago Midway Airport to the U.S. Virgin Islands from $312

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to the U.S. Virgin Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:20 am - 2:30 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
7h 10m1 stop Orlando
Southwest Logo
2:40 pm - 12:10 amSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
11h 30m2 stops Orlando Nashville Intl
$555Southwest
Wed, Nov 11 - Sun, Nov 22
Southwest Logo
5:20 am - 2:30 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
7h 10m1 stop Orlando
Southwest Logo
2:40 pm - 11:00 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
10h 20m1 stop Orlando
$555Southwest
Wed, Nov 11 - Sun, Nov 22
Southwest Logo
5:05 am - 1:50 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
6h 45m1 stop Baltimore/Washington
Southwest Logo
2:40 pm - 8:35 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
7h 55m1 stop Orlando
$577Southwest
Sun, Nov 8 - Fri, Nov 13
Southwest Logo
5:05 am - 1:50 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
6h 45m1 stop Baltimore/Washington
Southwest Logo
2:40 pm - 10:45 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
10h 05m2 stops Orlando Lambert-St Louis
$577Southwest
Sun, Nov 8 - Fri, Nov 13
Southwest Logo
8:25 pm - 3:00 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
16h 35m2 stops Baltimore/Washington Orlando
Southwest Logo
2:40 pm - 11:15 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
10h 35m2 stops Orlando Baltimore/Washington
$597Southwest
Sun, Nov 8 - Fri, Nov 13
Delta Logo
6:00 am - 1:45 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
6h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:50 pm - 10:10 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
10h 20m1 stop Atlanta Hartsfield-Jackson
$600Delta
Tue, Mar 16 - Tue, Mar 23
Delta Logo
6:00 am - 3:05 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
7h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:10 pm - 10:10 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
9h 00m1 stop Atlanta Hartsfield-Jackson
$600Delta
Sun, Jan 31 - Tue, Feb 9
Delta Logo
6:00 am - 4:15 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
8h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:50 pm - 10:10 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
10h 20m1 stop Atlanta Hartsfield-Jackson
$600Delta
Wed, Jan 27 - Fri, Feb 5
Delta Logo
6:00 am - 4:15 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
8h 15m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:15 pm - 10:10 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
7h 55m1 stop Atlanta Hartsfield-Jackson
$600Delta
Wed, Jan 27 - Thu, Feb 4
Delta Logo
6:00 am - 3:05 pmMDW  Chicago Midway-STT Saint Thomas Island Cyril E King
7h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:15 pm - 10:10 pmSTT  Saint Thomas Island Cyril E King-MDW Chicago Midway
7h 55m1 stop Atlanta Hartsfield-Jackson
$600Delta
Wed, Jan 27 - Tue, Feb 9

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Southwest flights from Chicago Midway Airport to U.S. Virgin Islands

Our best Southwest deals on Chicago Midway Airport to U.S. Virgin Islands flight tickets
Southwest
Nov 11
MDW5:20 amChicago Midway
7h 10m
1 stop
STT2:30 pmSaint Thomas Island Cyril E King
Nov 22
STT2:40 pmSaint Thomas Island Cyril E King
11h 30m
2 stops
MDW12:10 amChicago Midway
$555
Southwest
Nov 8
MDW5:05 amChicago Midway
6h 45m
1 stop
STT1:50 pmSaint Thomas Island Cyril E King
Nov 13
STT2:40 pmSaint Thomas Island Cyril E King
7h 55m
1 stop
MDW8:35 pmChicago Midway
$577
Southwest
Nov 8
MDW8:25 pmChicago Midway
16h 35m
2 stops
STT3:00 pmSaint Thomas Island Cyril E King
Nov 13
STT2:40 pmSaint Thomas Island Cyril E King
10h 35m
2 stops
MDW11:15 pmChicago Midway
$597

Delta flights from Chicago Midway Airport to U.S. Virgin Islands

Our best Delta deals on Chicago Midway Airport to U.S. Virgin Islands flight tickets
Delta
Jan 27
MDW6:00 amChicago Midway
8h 15m
1 stop
STT4:15 pmSaint Thomas Island Cyril E King
Feb 3
STT4:15 pmSaint Thomas Island Cyril E King
7h 55m
1 stop
MDW10:10 pmChicago Midway
$600
Delta
Jan 28
MDW6:00 amChicago Midway
8h 15m
1 stop
STT4:15 pmSaint Thomas Island Cyril E King
Feb 9
STT4:15 pmSaint Thomas Island Cyril E King
7h 55m
1 stop
MDW10:10 pmChicago Midway
$605
Delta
Jan 30
MDW6:00 amChicago Midway
8h 15m
1 stop
STT4:15 pmSaint Thomas Island Cyril E King
Feb 6
STT4:15 pmSaint Thomas Island Cyril E King
7h 55m
1 stop
MDW10:10 pmChicago Midway
$610

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to the U.S. Virgin Islands that are best for you.

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Route

Depart

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Price

Cheapest round-trip

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Wed 11/11

5:20 am-2:30 pm

1 stop7h 10m

Saint Thomas Island Cyril E King

Sun 11/22

2:40 pm-12:10 am

2 stops11h 30m

$555

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Wed 11/11

5:20 am-2:30 pm

1 stop7h 10m

Saint Thomas Island Cyril E King

Sun 11/22

2:40 pm-11:00 pm

1 stop10h 20m

$555
Quickest round-trip

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Sun 11/8

5:05 am-1:50 pm

1 stop6h 45m

Saint Thomas Island Cyril E King

Fri 11/13

2:40 pm-8:35 pm

1 stop7h 55m

$577

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Sun 11/8

5:05 am-1:50 pm

1 stop6h 45m

Saint Thomas Island Cyril E King

Fri 11/13

2:40 pm-10:45 pm

2 stops10h 05m

$577

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Sun 11/8

8:25 pm-3:00 pm

2 stops16h 35m

Saint Thomas Island Cyril E King

Fri 11/13

2:40 pm-11:15 pm

2 stops10h 35m

$597

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Tue 3/16

6:00 am-1:45 pm

1 stop6h 45m

Saint Thomas Island Cyril E King

Tue 3/23

12:50 pm-10:10 pm

1 stop10h 20m

$600

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Sun 1/31

6:00 am-3:05 pm

1 stop7h 05m

Saint Thomas Island Cyril E King

Tue 2/9

3:10 pm-10:10 pm

1 stop9h 00m

$600

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Wed 1/27

6:00 am-4:15 pm

1 stop8h 15m

Saint Thomas Island Cyril E King

Fri 2/5

1:50 pm-10:10 pm

1 stop10h 20m

$600

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Wed 1/27

6:00 am-4:15 pm

1 stop8h 15m

Saint Thomas Island Cyril E King

Thu 2/4

4:15 pm-10:10 pm

1 stop7h 55m

$600

ChicagoSaint Thomas Island

MDW Chicago Midway - STT Saint Thomas Island Cyril E King

MDWSTT

Chicago Midway

Wed 1/27

6:00 am-3:05 pm

1 stop7h 05m

Saint Thomas Island Cyril E King

Tue 2/9

4:15 pm-10:10 pm

1 stop7h 55m

$600

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the U.S. Virgin Islands from

How to get the cheapest flight ticket from Chicago Midway Airport to U.S. Virgin Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to U.S. Virgin Islands?

Southwest and Delta are the most popular carriers operating from Chicago Midway to U.S. Virgin Islands

Cheap Chicago Midway Airport to U.S. Virgin Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to U.S. Virgin Islands

Best Price Found

$312

Fastest flight time

6h 20m

Direct flights

None
The best one-way flight to U.S. Virgin Islands from Chicago Midway Airport in the past 72 hours is $312. The best round-trip flight deal from Chicago Midway Airport to U.S. Virgin Islands found on momondo in the last 72 hours is $555.
The fastest flight from Chicago Midway Airport to U.S. Virgin Islands takes 6h 20m
There are no direct flights from Chicago Midway Airport to U.S. Virgin Islands. There are no popular flight routes from Chicago Midway Airport to U.S. Virgin Islands.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to the U.S. Virgin Islands

  • When did momondo last update prices for flights from Chicago Midway Airport to U.S. Virgin Islands?

    Prices for flights from Chicago Midway Airport to U.S. Virgin Islands are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to U.S. Virgin Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to U.S. Virgin Islands.

  • What documentation or ID do you need to fly to U.S. Virgin Islands?

    The necessary travel and health documents for your U.S. Virgin Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to U.S. Virgin Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to U.S. Virgin Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to U.S. Virgin Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to U.S. Virgin Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to U.S. Virgin Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to U.S. Virgin Islands from Chicago.

I’m not ready to book a flight from Chicago to U.S. Virgin Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to U.S. Virgin Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the U.S. Virgin Islands

Popular cities in the U.S. Virgin Islands

Flights to Saint Thomas Islandfrom $261