Cheap flights from Chicago to St Kitts from $361
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 to St Kitts departing on 6/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago to St Kitts
Cheap round-trip flights
Cheap one-way flights
American Airlines flights from Chicago to St Kitts
Our best American Airlines deals on Chicago to St Kitts flight tickets
See travel insights to St Kitts from
How to get the cheapest flight ticket from Chicago to St Kitts
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 month to fly to St Kitts?
The month of June is, on average, the cheapest month to fly to St Kitts from Chicago, with most prices found around $604. If you are unable to visit St Kitts during the month of June, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $661.
What is the cheapest day to depart on your flight to St Kitts?
Our data shows that Wednesday is the least expensive day to fly to St Kitts. Tickets to fly out on this day can be as low as $674. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to St Kitts for around $891.
What is the cheapest time of day to depart on your flight to St Kitts?
The cheapest time of day to fly to St Kitts is in the afternoon when flights can be purchased for as low as $611. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $826 on average. Flights to St Kitts from Chicago in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.
Can stopping save me money on Chicago to St Kitts flights?
No. A direct flight is the cheapest option for a flight between Chicago to St Kitts.
Cheap Chicago to St Kitts flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to St Kitts
When did momondo last update prices for flights from Chicago to St Kitts?
Prices for flights from Chicago to St Kitts are updated daily.
How many operators does momondo search for flights from Chicago to St Kitts?
As of June 2025, there are 2 operators available to choose from for flights from Chicago to St Kitts.
How old do you have to be to fly from Chicago to St Kitts?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to St Kitts.
What documentation or ID do you need to fly to St Kitts?
The necessary travel and health documents for your St Kitts 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.
What is the most popular plane model from Chicago to St Kitts?
momondo data reveals that the most frequently booked plane model on the route from Chicago to St Kitts is Boeing 737-800, representing 16.04% of all bookings. The subsequent popular models are Airbus A321neo at 10.43%, Airbus A320neo at 9.34%, and Boeing 737-900 at 7.32%.
Best airlines flying from Chicago to St Kitts
Compare and see reviews for airlines that fly from Chicago to St Kitts with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $606 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $614 | Free Cancellation | Rating 8.0 7,958 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to St Kitts?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to St Kitts. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Chicago to St Kitts with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to St Kitts from Chicago with this policy.
How can momondo help me find flights from Chicago to St Kitts?
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 St Kitts from Chicago.
I’m not ready to book a flight from Chicago to St Kitts right now. Can momondo alert me if prices change?
If you are simply researching potential flights to St Kitts, momondo offers a useful price alert feature which will track prices for flights to St Kitts from Chicago and alert you when they change.