App
Customer Support
AED
Find Bookings
Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system

Cheap flight deals from Saint Kitts to Chicago Starting at AED 1,518

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • SKB01:20 pm
        11h 20m
        1 stop
        ORD11:40 pm
        Sat, Apr 12|Saint Kitts - Chicago|United Airlines
        AED 1,518AED 10,572
        86% OFF
        86% OFF
        AED 10,572AED 1,518

        Choose United Airlines flights from Saint Kitts to Chicago. The one-way connecting flight with United Airlines departs from Robert L. Bradshaw International Airport on Sat, Apr 12, arriving at O'Hare International Airport. One-way Prices start from AED 1,518 including taxes and charges.

      • SKB01:00 pm
        23h 54m
        1 stop
        ORD11:54 am
        Mon, Mar 17|Saint Kitts - Chicago|United Airlines
        AED 1,578AED 10,572
        85% OFF
        85% OFF
        AED 10,572AED 1,578

        Choose United Airlines flights from Saint Kitts to Chicago. The one-way connecting flight with United Airlines departs from Robert L. Bradshaw International Airport on Mon, Mar 17, arriving at O'Hare International Airport. One-way Prices start from AED 1,578 including taxes and charges.

      • SKB01:40 pm
        10h 29m
        1 stop
        ORD11:09 pm
        Sat, Mar 15|Saint Kitts - Chicago|United Airlines
        AED 1,729AED 10,572
        84% OFF
        84% OFF
        AED 10,572AED 1,729

        Choose United Airlines flights from Saint Kitts to Chicago. The one-way connecting flight with United Airlines departs from Robert L. Bradshaw International Airport on Sat, Mar 15, arriving at O'Hare International Airport. One-way Prices start from AED 1,729 including taxes and charges.

      • SKB02:40 pm
        10h 29m
        1 stop
        ORD11:09 pm
        Sat, Feb 22|Saint Kitts - Chicago|United Airlines
        AED 2,267
        AED 2,267

        Choose United Airlines flights from Saint Kitts to Chicago. The one-way connecting flight with United Airlines departs from Robert L. Bradshaw International Airport on Sat, Feb 22, arriving at O'Hare International Airport. One-way Prices start from AED 2,267 including taxes and charges.

      • SKB07:40 pm
        23h 30m
        1 stop
        ORD06:10 pm
        Sat, Mar 15|Saint Kitts - Chicago|Winair
        AED 2,823
        AED 2,823

        Choose Winair flights from Saint Kitts to Chicago. The one-way connecting flight with Winair departs from Robert L. Bradshaw International Airport on Sat, Mar 15, arriving at O'Hare International Airport. One-way Prices start from AED 2,823 including taxes and charges.

      • SKB08:30 am
        12h 10m
        1 stop
        ORD06:40 pm
        Sat, Feb 22|Saint Kitts - Chicago|Winair
        AED 3,350
        AED 3,350

        Choose Winair flights from Saint Kitts to Chicago. The one-way connecting flight with Winair departs from Robert L. Bradshaw International Airport on Sat, Feb 22, arriving at O'Hare International Airport. One-way Prices start from AED 3,350 including taxes and charges.

      • SKB08:30 am
        10h 38m
        1 stop
        ORD06:08 pm
        Sat, Apr 12|Saint Kitts - Chicago|Winair
        AED 3,396
        AED 3,396

        Choose Winair flights from Saint Kitts to Chicago. The one-way connecting flight with Winair departs from Robert L. Bradshaw International Airport on Sat, Apr 12, arriving at O'Hare International Airport. One-way Prices start from AED 3,396 including taxes and charges.

      • SKB01:00 pm
        9h 11m
        1 stop
        ORD08:11 pm
        Mon, Feb 17|Saint Kitts - Chicago|United Airlines
        AED 4,883
        AED 4,883

        Choose United Airlines flights from Saint Kitts to Chicago. The one-way connecting flight with United Airlines departs from Robert L. Bradshaw International Airport on Mon, Feb 17, arriving at O'Hare International Airport. One-way Prices start from AED 4,883 including taxes and charges.

      • SKB01:00 pm
        8h 20m
        1 stop
        ORD07:20 pm
        Mon, Feb 17|Saint Kitts - Chicago|Silver Airways
        AED 9,303
        AED 9,303

        Choose Silver Airways flights from Saint Kitts to Chicago. The one-way connecting flight with Silver Airways departs from Robert L. Bradshaw International Airport on Mon, Feb 17, arriving at O'Hare International Airport. One-way Prices start from AED 9,303 including taxes and charges.

      • SKB01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sun, Feb 23|Saint Kitts - Chicago|United Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Saint Kitts to Chicago Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. UA1143

    United Airlines

    01:32 pm

    SKB

    4.8h

    06:20 pm

    EWR

    -----F-
    Search

  2. UA1994

    United Airlines

    06:00 am

    EWR

    6.9h

    11:54 am

    ORD

    SMTWTFS

  3. UA1143

    United Airlines

    01:32 pm

    SKB

    4.8h

    06:20 pm

    EWR

    -----F-
    Search

  4. UA1308

    United Airlines

    09:55 pm

    EWR

    2.8h

    11:45 pm

    ORD

    SMTWTFS

  5. UA3127

    United Airlines

    02:35 pm

    SKB

    1.3h

    03:50 pm

    SJU

    S--WTFS
    Search

  6. UA2036

    United Airlines

    04:55 pm

    SJU

    4.2h

    09:09 pm

    EWR

    SMTWTFS

  7. UA2389

    United Airlines

    06:25 am

    LGA

    2.6h

    08:00 am

    ORD

    SMTWTFS

  8. UA3127

    United Airlines

    02:35 pm

    SKB

    1.3h

    03:50 pm

    SJU

    S--WTFS
    Search

  9. UA2088

    United Airlines

    03:56 pm

    SJU

    5.3h

    08:12 pm

    ORD

    SMTWTFS

  10. 3M127

    Silver Airways

    02:35 pm

    SKB

    1.3h

    03:50 pm

    SJU

    S--WTFS
    Search

  11. AA2268

    American Airlines

    03:36 pm

    SJU

    5.5h

    07:06 pm

    ORD

    SMTWTFS

  12. B6297

    Jetblue Airways

    03:40 pm

    SKB

    4.4h

    07:03 pm

    JFK

    -M-W--S
    Search

  13. DL5612

    Delta Air Lines

    06:00 am

    LGA

    2.8h

    07:50 am

    ORD

    SMTWT--

  14. WM834

    Winair

    08:35 am

    SKB

    0.5h

    09:05 am

    SXM

    -M---F-
    Search

  15. UA1707

    United Airlines

    02:46 pm

    SXM

    4.9h

    06:40 pm

    ORD

    -----FS

  16. WM854

    Winair

    09:20 am

    SKB

    0.5h

    09:50 am

    SXM

    ---W--S
    Search

  17. UA1880

    United Airlines

    01:35 pm

    SXM

    4.7h

    06:16 pm

    EWR

    SMTWTFS

  18. UA1308

    United Airlines

    09:55 pm

    EWR

    2.8h

    11:45 pm

    ORD

    SMTWTFS

  19. WM854

    Winair

    09:20 am

    SKB

    0.5h

    09:50 am

    SXM

    ---W--S
    Search

  20. UA1707

    United Airlines

    02:46 pm

    SXM

    4.9h

    06:40 pm

    ORD

    -----FS

  21. WM304

    Winair

    09:55 am

    SKB

    0.5h

    10:25 am

    SXM

    S-T-T--
    Search

  22. UA1223

    United Airlines

    03:55 pm

    SXM

    4.4h

    08:20 pm

    IAD

    -----FS

  23. UA1738

    United Airlines

    10:10 pm

    IAD

    2.1h

    11:18 pm

    ORD

    SMTWTFS
Find more flights and airlines

When is the cheapest time to fly from Saint Kitts to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Saint Kitts (SKB) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Saint Kitts to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Saint Kitts (SKB) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AED 1,967.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

How to find a cheap flight from Saint Kitts to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Saint Kitts to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Saint Kitts to Chicago

Cheapest nonstop flight priceAED 1,518
Off-season for travelJanuary
Peak season for travelFebruary
Flight distance3,614.77 km
Popular airlineUnited Airlines

Contact Us

About

Other Services

Payment Methods
Our Partners
Copyright © 2025 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.