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Cheap flights from Chicago Midway Airport to Saint Croix from $300

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Saint Croix departing on 1/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Saint Croix

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 2:33 pm
MDW
-
STX
6h 33m1 stop
Delta Logo
3:33 pm - 10:22 pm
STX
-
MDW
8h 49m1 stop
$421Delta
Sun, Jan 25 - Tue, Feb 3
Delta Logo
6:00 am - 2:33 pm
MDW
-
STX
6h 33m1 stop
Delta Logo
3:33 pm - 10:22 pm
STX
-
MDW
8h 49m1 stop
$446Delta
Tue, Jan 27 - Sun, Feb 1
Delta Logo
6:00 am - 2:33 pm
MDW
-
STX
6h 33m1 stop
Delta Logo
3:33 pm - 10:22 pm
STX
-
MDW
8h 49m1 stop
$471Delta
Thu, Jan 29 - Sat, Jan 31
Delta Logo
6:00 am - 2:56 pm
MDW
-
STX
6h 56m1 stop
Delta Logo
3:58 pm - 10:33 pm
STX
-
MDW
8h 35m1 stop
$518Delta
Wed, Feb 25 - Tue, Mar 3
Delta Logo
6:00 am - 2:56 pm
MDW
-
STX
6h 56m1 stop
Delta Logo
3:58 pm - 10:31 pm
STX
-
MDW
8h 33m1 stop
$543Delta
Wed, Feb 25 - Sun, Mar 1
Delta Logo
6:00 am - 2:56 pm
MDW
-
STX
6h 56m1 stop
Delta Logo
3:58 pm - 10:31 pm
STX
-
MDW
8h 33m1 stop
$603Delta
Wed, Feb 18 - Sun, Feb 22
Delta Logo
6:00 am - 2:56 pm
MDW
-
STX
6h 56m1 stop
Delta Logo
2:24 pm - 10:31 pm
STX
-
MDW
9h 07m1 stop
$615Delta
Wed, Mar 4 - Tue, Mar 10
Delta Logo
6:00 am - 2:56 pm
MDW
-
STX
6h 56m1 stop
Delta Logo
3:58 pm - 10:31 pm
STX
-
MDW
8h 33m1 stop
$640Delta
Tue, Mar 3 - Sat, Mar 7
Delta Logo
6:00 am - 2:56 pm
MDW
-
STX
6h 56m1 stop
Delta Logo
3:58 pm - 10:31 pm
STX
-
MDW
8h 33m1 stop
$700Delta
Sun, Mar 1 - Sat, Mar 7
Delta Logo
6:00 am - 2:56 pm
MDW
-
STX
6h 56m1 stop
Delta Logo
2:24 pm - 10:31 pm
STX
-
MDW
9h 07m1 stop
$931Delta
Sat, Mar 7 - Thu, Mar 12

Delta flights from Chicago Midway Airport to Saint Croix

Our best Delta deals on Chicago Midway Airport to Saint Croix flight tickets
Delta
Jan 25
MDW6:00 amChicago Midway
6h 33m
1 stop
STX2:33 pmChristiansted Henry Rohlsen
Feb 3
STX3:33 pmChristiansted Henry Rohlsen
8h 49m
1 stop
MDW10:22 pmChicago Midway
$421
Find similar
Delta
Jan 27
MDW6:00 amChicago Midway
6h 33m
1 stop
STX2:33 pmChristiansted Henry Rohlsen
Feb 1
STX3:33 pmChristiansted Henry Rohlsen
8h 49m
1 stop
MDW10:22 pmChicago Midway
$446
Find similar
Delta
Jan 29
MDW6:00 amChicago Midway
6h 33m
1 stop
STX2:33 pmChristiansted Henry Rohlsen
Feb 1
STX3:33 pmChristiansted Henry Rohlsen
8h 49m
1 stop
MDW10:22 pmChicago Midway
$471
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Saint Croix 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, momondo users made 832,500 searches. Data last updated December 24, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Saint Croix that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sun 1/25

6:00 am-2:33 pm

1 stop6h 33m

Christiansted Henry Rohlsen

Tue 2/3

3:33 pm-10:22 pm

1 stop8h 49m

$421

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Tue 1/27

6:00 am-2:33 pm

1 stop6h 33m

Christiansted Henry Rohlsen

Sun 2/1

3:33 pm-10:22 pm

1 stop8h 49m

$446

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Thu 1/29

6:00 am-2:33 pm

1 stop6h 33m

Christiansted Henry Rohlsen

Sat 1/31

3:33 pm-10:22 pm

1 stop8h 49m

$471

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Wed 2/25

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Tue 3/3

3:58 pm-10:33 pm

1 stop8h 35m

$518

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Wed 2/25

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Sun 3/1

3:58 pm-10:31 pm

1 stop8h 33m

$543

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Wed 2/18

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Sun 2/22

3:58 pm-10:31 pm

1 stop8h 33m

$603

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Wed 3/4

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Tue 3/10

2:24 pm-10:31 pm

1 stop9h 07m

$615

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Tue 3/3

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Sat 3/7

3:58 pm-10:31 pm

1 stop8h 33m

$640

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sun 3/1

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Sat 3/7

3:58 pm-10:31 pm

1 stop8h 33m

$700

ChicagoChristiansted

MDW - STX

MDWSTX

Chicago Midway

Sat 3/7

6:00 am-2:56 pm

1 stop6h 56m

Christiansted Henry Rohlsen

Thu 3/12

2:24 pm-10:31 pm

1 stop9h 07m

$931

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Saint Croix from

How to get the cheapest flight ticket from Chicago Midway Airport to Saint Croix

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 Saint Croix?

Delta is the most popular carrier operating from Chicago Midway to Saint Croix

Cheap Chicago Midway Airport to Saint Croix flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Saint Croix

Fastest flight time

6h 21m

Direct flights

None
The fastest flight from Chicago Midway Airport to Saint Croix takes 6h 21m
There are no direct flights from Chicago Midway Airport to Saint Croix. There are no popular flight routes from Chicago Midway Airport to Saint Croix.
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Saint Croix?

    Prices for flights from Chicago Midway Airport to Saint Croix are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to Saint Croix?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Saint Croix.

  • What documentation or ID do you need to fly to Saint Croix?

    The travel and health documents you'll need for your trip to Saint Croix may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Saint Croix. It is always advisable to seek 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 Saint Croix?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Saint Croix for you.

Can I find flights from Chicago to Saint Croix with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Saint Croix flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Saint Croix?

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 Saint Croix from Chicago.

I’m not ready to book a flight from Chicago to Saint Croix right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Saint Croix flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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