$363+ Cheap flights from Illinois to St Kitts
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 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SKB
Mar 4 — Mar 111
1 adult, Economy
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to St Kitts
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Cheapest flights from Illinois to St KittsExplore the most affordable flight options available from Illinois to St Kitts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
Explore the most affordable flight options available from Illinois to St Kitts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:59 pm
ORD
- SKB
1 stop17h 23m
American Airlines
Tue 3/102:24 pm
SKB
- ORD
1 stop9h 53m
American Airlines
Deal found 2/1![American Airlines logo]()
$543
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:59 pm
ORD
- SKB
1 stop17h 22m
American Airlines
Sat 4/114:50 pm
SKB
- ORD
1 stop8h 35m
American Airlines
Deal found 2/1![American Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 pm
ORD
- SKB
1 stop17h 30m
American Airlines
Thu 5/212:40 pm
SKB
- ORD
1 stop8h 39m
American Airlines
Deal found 2/1![American Airlines logo]()
$587
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:55 pm
ORD
- SKB
2 stops15h 29m
American Airlines
Tue 3/242:24 pm
SKB
- ORD
2 stops17h 54m
American Airlines
Deal found 1/31![American Airlines logo]()
$588
This Delta deal was found by Cheapflights users on 1/31. 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 4/185:10 am
ORD
- SKB
1 stop8h 00m
Delta
Sat 4/251:55 pm
SKB
- ORD
1 stop11h 04m
Delta
Deal found 1/31![Delta logo]()
$603
This Delta deal was found by Cheapflights users on 1/31. 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 4/186:00 am
MDW
- SKB
1 stop7h 10m
Delta
Sat 4/251:55 pm
SKB
- MDW
1 stop9h 33m
Delta
Deal found 1/31![Delta logo]()
$603
This Delta deal was found by Cheapflights users on 2/1. 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 3/612:29 pm
ORD
- SKB
2 stops23h 04m
Delta
Sat 3/141:50 pm
SKB
- ORD
1 stop11h 04m
Delta
Deal found 2/1![Delta logo]()
$608
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:07 pm
ORD
- SKB
1 stop17h 13m
American Airlines
Sat 12/123:21 pm
SKB
- ORD
1 stop9h 36m
American Airlines
Deal found 2/1![American Airlines logo]()
$612
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:46 pm
ORD
- SKB
2 stops15h 44m
American Airlines
Sat 4/254:50 pm
SKB
- ORD
1 stop8h 35m
American Airlines
Deal found 2/1![American Airlines logo]()
$618
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:00 am
ORD
- SKB
1 stop7h 30m
American Airlines
Tue 6/302:40 pm
SKB
- ORD
2 stops17h 48m
American Airlines
Deal found 2/1![American Airlines logo]()
$632
This American Airlines deal was found by Cheapflights users on 1/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:53 pm
STL
- SKB
2 stops17h 37m
American Airlines
Sat 4/252:32 pm
SKB
- STL
2 stops18h 51m
American Airlines
Deal found 1/30![American Airlines logo]()
$679
This Delta deal was found by Cheapflights users on 1/30. 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 4/186:00 am
STL
- SKB
1 stop7h 10m
Delta
Sat 4/251:55 pm
SKB
- STL
1 stop10h 39m
Delta
Deal found 1/30![Delta logo]()
$699
Best flights from Illinois to St KittsDiscover carefully curated flight deals from Illinois to St Kitts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
Discover carefully curated flight deals from Illinois to St Kitts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:00 am
ORD
- SKB
1 stop7h 24m
American Airlines
Tue 3/242:24 pm
SKB
- ORD
1 stop9h 53m
American Airlines
Deal found 1/31![American Airlines logo]()
$543
This Delta deal was found by Cheapflights users on 2/1. 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 3/67:59 pm
ORD
- SKB
1 stop17h 14m
Delta
Sat 3/141:50 pm
SKB
- ORD
1 stop11h 04m
Delta
Deal found 2/1![Delta logo]()
$603
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:00 am
ORD
- SKB
1 stop7h 30m
American Airlines
Tue 6/302:40 pm
SKB
- ORD
1 stop10h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$587
This Delta deal was found by Cheapflights users on 1/31. 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 4/185:10 am
ORD
- SKB
1 stop8h 00m
Delta
Sat 4/251:55 pm
SKB
- ORD
1 stop11h 04m
Delta
Deal found 1/31![Delta logo]()
$603
This Delta deal was found by Cheapflights users on 1/31. 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 4/186:00 am
MDW
- SKB
1 stop7h 10m
Delta
Sat 4/251:55 pm
SKB
- MDW
1 stop9h 33m
Delta
Deal found 1/31![Delta logo]()
$603
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:30 am
STL
- SKB
2 stops32h 43m
United Airlines
Thu 4/309:50 am
SKB
- STL
2 stops13h 40m
United Airlines
Deal found 1/30![United Airlines logo]()
$1,349
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:44 pm
ORD
- SKB
2 stops15h 46m
American Airlines
Sat 4/254:35 pm
SKB
- ORD
2 stops15h 45m
American Airlines
Deal found 1/31![American Airlines logo]()
$618
This Delta deal was found by Cheapflights users on 2/1. 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 5/157:45 pm
ORD
- SKB
1 stop17h 08m
Delta
Sat 5/233:15 pm
SKB
- ORD
1 stop9h 44m
Delta
Deal found 2/1![Delta logo]()
$637
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:00 am
ORD
- SKB
1 stop7h 21m
American Airlines
Sat 3/214:30 pm
SKB
- ORD
2 stops15h 55m
American Airlines
Deal found 2/1![American Airlines logo]()
$642
This Delta deal was found by Cheapflights users on 2/1. 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 5/166:00 am
ORD
- SKB
1 stop6h 53m
Delta
Sat 5/233:15 pm
SKB
- ORD
1 stop9h 44m
Delta
Deal found 2/1![Delta logo]()
$637
This American Airlines deal was found by Cheapflights users on 1/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:53 pm
STL
- SKB
2 stops17h 37m
American Airlines
Sat 4/252:32 pm
SKB
- STL
2 stops18h 51m
American Airlines
Deal found 1/30![American Airlines logo]()
$679
This Delta deal was found by Cheapflights users on 1/30. 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 4/186:00 am
STL
- SKB
1 stop7h 10m
Delta
Sat 4/251:55 pm
SKB
- STL
1 stop10h 39m
Delta
Deal found 1/30![Delta logo]()
$699
Last-minute flights from Illinois to St KittsDiscover last-minute flight deals from Illinois to St Kitts. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to St Kitts. Data last updated February 2, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 1/31. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/74:38 pm
ORD
- SKB
3 stops23h 52m
Multiple Airlines
Sat 2/1412:30 pm
SKB
- ORD
2 stops13h 17m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$687
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/78:28 pm
ORD
- SKB
1 stop16h 19m
American Airlines
Sat 2/285:30 pm
SKB
- ORD
1 stop17h 23m
American Airlines
Deal found 2/1![American Airlines logo]()
$747
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1412:17 pm
ORD
- SKB
1 stop28h 13m
Multiple Airlines
Wed 2/1812:30 pm
SKB
- ORD
2 stops13h 17m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$765
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:01 am
ORD
- SKB
1 stop8h 29m
American Airlines
Wed 2/183:24 pm
SKB
- ORD
1 stop10h 10m
American Airlines
Deal found 1/31![American Airlines logo]()
$993
One-way flights from Illinois to St KittsSearch for one-way flight options from Illinois to St Kitts. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
Search for one-way flight options from Illinois to St Kitts. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/296:59 pm
ORD
- SKB
1 stop17h 22m
American Airlines
Deal found 1/31![American Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/282:57 pm
ORD
- SKB
1 stop21h 24m
American Airlines
Deal found 1/31![American Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/284:51 pm
ORD
- SKB
3 stops24h 39m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/293:21 pm
ORD
- SKB
3 stops25h 24m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 1/31. 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 3/286:00 am
MDW
- SKB
1 stop7h 10m
Delta
Deal found 1/31![Delta logo]()
$639
Find flight deals from Illinois to St Kitts
Keep the following information in mind while searching for Illinois to St Kitts flight deals. Data was last updated February 2, 2026.
Round-trip from | $543 (American Airlines) |
|---|---|
One-way from | $363 (American Airlines) |
Popular in | August |
Cheapest in | July |
Average price | $705 |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to St Kitts 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 2,558,603 searches. Data last updated February 2, 2026.
Use the filters below to find and compare flights from Illinois to St Kitts that are best for you.
Fly from
Illinois
Fly to
St Kitts
Route
Depart
Return
Price
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Tue 3/17
5:00 am-1:24 pm
1 stop7h 24m
Basseterre Robert Bradshaw Intl
Tue 3/24
2:24 pm-11:17 pm
1 stop9h 53m
$543
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Wed 6/24
5:00 am-1:30 pm
1 stop7h 30m
Basseterre Robert Bradshaw Intl
Tue 6/30
2:40 pm-12:24 am
1 stop10h 44m
$587
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Fri 3/6
7:59 pm-3:13 pm
1 stop17h 14m
Basseterre Robert Bradshaw Intl
Sat 3/14
1:50 pm-11:54 pm
1 stop11h 04m
$603
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Sat 4/18
5:10 am-2:10 pm
1 stop8h 00m
Basseterre Robert Bradshaw Intl
Sat 4/25
1:55 pm-11:59 pm
1 stop11h 04m
$603
ChicagoBasseterre
MDW - SKB
MDWSKB
Chicago Midway
Sat 4/18
6:00 am-2:10 pm
1 stop7h 10m
Basseterre Robert Bradshaw Intl
Sat 4/25
1:55 pm-10:28 pm
1 stop9h 33m
$603
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Sat 4/18
8:44 pm-1:30 pm
2 stops15h 46m
Basseterre Robert Bradshaw Intl
Sat 4/25
4:35 pm-7:20 am
2 stops15h 45m
$618
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Fri 5/15
7:45 pm-1:53 pm
1 stop17h 08m
Basseterre Robert Bradshaw Intl
Sat 5/23
3:15 pm-11:59 pm
1 stop9h 44m
$637
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Sat 5/16
6:00 am-1:53 pm
1 stop6h 53m
Basseterre Robert Bradshaw Intl
Sat 5/23
3:15 pm-11:59 pm
1 stop9h 44m
$637
ChicagoBasseterre
ORD - SKB
ORDSKB
Chicago O'Hare Intl
Fri 3/13
5:00 am-1:21 pm
1 stop7h 21m
Basseterre Robert Bradshaw Intl
Sat 3/21
4:30 pm-7:25 am
2 stops15h 55m
$642
St. LouisBasseterre
STL - SKB
STLSKB
Lambert-St Louis
Sat 4/18
6:53 pm-1:30 pm
2 stops17h 37m
Basseterre Robert Bradshaw Intl
Sat 4/25
2:32 pm-8:23 am
2 stops18h 51m
$679
Showing 1-10 of 17 results
Best time to book a flight from Illinois to St Kitts
Have a flexible travel schedule? Discover the best time to fly to St Kitts from Illinois with our price prediction graph.
ORD-SKB
MDW-SKB
STL-SKB
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.
Cheapflights Insights
Everything you need to know about your flight from Illinois to St Kitts
USIL-zzLXK
ORD-SKB
MDW-SKB
STL-SKB
What is the cheapest month to book a flight from Illinois to St Kitts?
Currently, May is the cheapest month in which you can book a flight from Illinois to St Kitts (average of $465). Flying from Illinois to St Kitts in March is currently the most expensive (average of $780). 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.
Related info for your journey
Find useful and relevant information for your journey from Illinois to St Kitts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Illinois to St Kitts
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from Illinois to St Kitts
Discover the top airline that operate flights from Illinois to St Kitts. 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 2,558,603 searches. Data last updated February 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$737 | FlexibilityNo cancel fee | On-time71% |