The cheapest times to fly from SKB to ORD are

  • January 8th to March 11th (except the weeks of February 5th and February 26th)
  • April 23rd to July 29th (except the week of May 14th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from SKB to ORD is mid January. Prices can be as high as $1961 for Sunday flights during early to mid December, or as low as $725 for Wednesday flights around mid January.


When to Fly to Chicago

Flying from St. Kitts (SKB) to Chicago, IL (ORD) will usually cost between $788 to $1094 per person if booking more than four weeks in advance. On average the very cheapest time to fly is mid January with an average ticket price of $817. Due to high demand the most expensive time to fly is early to mid December, with an average price of $1360. Planning your trip to low-cost times can easily save you $543 on economy flights and even more on first-class flights. Generally, any price below $840 can be considered a good price for a round-trip SKB to ORD flight.

See below for a graph of average weekly prices for the SKB to ORD route. All prices are for round-trip tickets in USD.

SKB to ORD Flight Prices

Compared to other flights, the SKB to ORD flight is cheaper than the average and costs less than the average flight leaving from Saint Kitts. The average price per mile (for a direct flight) is $0.23, which is below average.


Flight Prices by Day of the Week

Wednesday is usually the cheapest day to depart and return on this flight. Sundays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $107 (11%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Wednesday and returning a week later will cost an average of $811. Return trip prices are from the ORD to SKB flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from SKB to ORD can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 5 hour 3 minutes may not be realistic.


Flight Hacking SKB to ORD

Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from SKB to ORD — but Champion Traveler does!

Hack #1: Boston, MA (SKB > BOS > ORD)

  • Price for both tickets: $737
  • Average savings: $104 (12.32%)

See SKB to MIA flights

Hack #2: Miami, FL (SKB > MIA > ORD)

  • Price for both tickets: $738
  • Average savings: $102 (12.14%)

See SKB to BOS flights

Hack #3: Dallas/Fort Worth, TX (SKB > DFW > ORD)

  • Price for both tickets: $808
  • Average savings: $32 (3.81%)

See SKB to DFW flights


Flight Questions Answered

Still have questions about flying from SKB to ORD? We’ve got answers.

Which airlines fly this route?

You can find 7 major airlines flying this route most often: Air Canada, American, Delta, JetBlue, Seaborne Airlines, Silver Airways, United, and potentially more during busy seasons.

How far away is it from Chicago O’Hare International Airport to Robert L Bradshaw International Airport?

The distance between the two airports is roughly 2261 miles or 3639 kilometers.

How long does it take to fly from SKB to ORD?

The real-world flight time for a nonstop SKB to ORD flight is about 5 hour 3 minutes.

How many flights go between St. Kitts and Chicago, IL?

It depends on the day of the week and the date, but a typical day might have around 17 available flights from SKB to ORD.


Airport Location Info


Departing Airport

Origination code SKB
Origination airport name Robert L Bradshaw International Airport
City St. Kitts
Country St Kitts and Nevis
Latitude 17.3
Longitude -62.7

Return Airport

Destination code ORD
Destination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.