
Popular airlines from Sleepy Hollow
Delta
American Airlines
United
Frontier Airlines
Spirit Airlines
Southwest Airlines
Alaska Airlines
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 30% on select hotels after you book a flight*
Today's featured flight deals from Sleepy Hollow
- Chicago (ORD) to San Juan (SJU).American Airlines, nonstop.Departing on Sun, Dec 21 at 10:21pm from Chicago, arriving on Mon, Dec 22 at 5:00am in San Juan.Returning on Fri, Dec 26 at 10:03pm from San Juan, arriving on Sat, Dec 27 at 8:47am in Chicago.Select American Airlines flight departing on Sun, Dec 21 at 10:21pm from Chicago, returning on Fri, Dec 26 at 10:03pm from San Juan priced at $54135% less than typical$541
- Chicago (ORD) to London (LHR).American Airlines, nonstop.Departing on Mon, Dec 1 at 8:40pm from Chicago, arriving on Tue, Dec 2 at 10:25am in London.Returning on Sun, Dec 14 at 11:25am from London, arriving on Mon, Dec 15 at 2:55pm in Chicago.Select American Airlines flight departing on Mon, Dec 1 at 8:40pm from Chicago, returning on Sun, Dec 14 at 11:25am from London priced at $68140% less than typical$681
- Chicago (ORD) to London (LHR).United, nonstop.Departing on Thu, Dec 4 at 5:50pm from Chicago, arriving on Fri, Dec 5 at 7:55am in London.Returning on Tue, Dec 9 at 6:50am from London, arriving at 12:10pm in Chicago.Select United flight departing on Thu, Dec 4 at 5:50pm from Chicago, returning on Tue, Dec 9 at 6:50am from London priced at $66140% less than typical$661
- Chicago (ORD) to London (LHR).American Airlines, nonstop.Departing on Tue, Dec 9 at 6:35pm from Chicago, arriving on Wed, Dec 10 at 8:15am in London.Returning on Sat, Dec 13 at 9:20am from London, arriving on Sun, Dec 14 at 10:35am in Chicago.Select American Airlines flight departing on Tue, Dec 9 at 6:35pm from Chicago, returning on Sat, Dec 13 at 9:20am from London priced at $97925% less than typical$979
- Chicago (ORD) to Miami (MIA).American Airlines, nonstop.Departing on Tue, Dec 30 at 7:26pm from Chicago, arriving at 11:45pm in Miami.Returning on Sun, Jan 11 at 9:51pm from Miami, arriving on Mon, Jan 12 at 7:12am in Chicago.Select American Airlines flight departing on Tue, Dec 30 at 7:26pm from Chicago, returning on Sun, Jan 11 at 9:51pm from Miami priced at $25045% less than typical$250
- Chicago (ORD) to Miami (MIA).American Airlines, nonstop.Departing on Wed, Dec 10 at 8:10am from Chicago, arriving at 12:28pm in Miami.Returning on Sun, Dec 14 at 10:50pm from Miami, arriving on Mon, Dec 15 at 7:21am in Chicago.Select American Airlines flight departing on Wed, Dec 10 at 8:10am from Chicago, returning on Sun, Dec 14 at 10:50pm from Miami priced at $25645% less than typical$256
- Chicago (ORD) to Miami (MIA).American Airlines, nonstop.Departing on Thu, Nov 27 at 8:09am from Chicago, arriving at 12:13pm in Miami.Returning on Mon, Dec 1 at 3:19pm from Miami, arriving at 7:18pm in Chicago.Select American Airlines flight departing on Thu, Nov 27 at 8:09am from Chicago, returning on Mon, Dec 1 at 3:19pm from Miami priced at $34335% less than typical$343
- Chicago (ORD) to Paris (CDG).United, nonstop.Departing on Mon, Dec 1 at 6:45pm from Chicago, arriving on Tue, Dec 2 at 9:55am in Paris.Returning on Mon, Dec 8 at 9:55am from Paris, arriving on Tue, Dec 9 at 12:45pm in Chicago.Select United flight departing on Mon, Dec 1 at 6:45pm from Chicago, returning on Mon, Dec 8 at 9:55am from Paris priced at $54250% less than typical$542
- Chicago (ORD) to Paris (CDG).United, nonstop.Departing on Thu, Dec 4 at 6:45pm from Chicago, arriving on Fri, Dec 5 at 9:55am in Paris.Returning on Sat, Dec 13 at 12:00pm from Paris, arriving at 6:25pm in Chicago.Select United flight departing on Thu, Dec 4 at 6:45pm from Chicago, returning on Sat, Dec 13 at 12:00pm from Paris priced at $64145% less than typical$641
Cheapest flights from Sleepy Hollow
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Flights from Sleepy Hollow: Essential Travel Information
Cheapest flight from Sleepy Hollow | $58 (roundtrip) |
|---|---|
Best airlines to fly from Sleepy Hollow | Frontier Airlines, Spirit Airlines, American Airlines, United, Southwest Airlines, JetBlue Airways, Hawaiian Airlines |
Cheapest month to fly from Sleepy Hollow | February |
Sleepy Hollow IATA code | CHI |
Sleepy Hollow Country/State | Illinois |
Airline ticket deals from Sleepy Hollow | $58 - $197 |
How to Find Cheap Flights from Sleepy Hollow, IL
How much is a flight from Sleepy Hollow?
This week, flights from Sleepy Hollow are available between $58 – $197.
How to find cheap flights from Sleepy Hollow?
Expedia makes it easy to compare cheap flights from Sleepy Hollow to many destinations. Check out excellent deals on domestic and international flights from Sleepy Hollow. Once you select an offer, use our filters and sort by “Price (Lowest)” to see some of the cheapest and suitable options.
How can I get the best deal on flights from Sleepy Hollow?
On Expedia, you have some of best airline ticket deals at your fingertips. Whether it’s a beach escape with your partner, a family vacation with your kids, or business trip with colleagues, these low airline ticket prices mean more savings for you. An excellent strategy for finding some of the best deals on flights from Sleepy Hollow is to be flexible with your dates. Within each offer, you can compare prices for similar timeframes using our “Show flexible dates” feature. Depending on your destination, direct flights from Sleepy Hollow may be more expensive. Airlines with strict bag policies or fees can also impact your costs.
What is the best airline to fly from Sleepy Hollow?
At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Sleepy Hollow with: Frontier Airlines, Spirit Airlines, American Airlines, United, Southwest Airlines, JetBlue Airways, Hawaiian Airlines.
What is the best month to fly from Sleepy Hollow?
One of the cheapest times to fly from Sleepy Hollow airport(s) is February, based on the current list of flights available now. Prices on plane tickets vary considerably throughout the year due to availability and seasonal demand.
Are there any last-minute flights from Sleepy Hollow?
Expedia is the place to find last-minute flights from Sleepy Hollow, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source some of the best deals for you and display some of the best offers available over the next 2 weeks.
Why book your ticket with Expedia?
Booking flights from Sleepy Hollow with Expedia is the obvious choice to get low prices, save money, and see more value from every dollar spent. We show you some of the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from, so you can find some of the cheapest flights from Sleepy Hollow. You can customize your journey to your timeline, route preferences, budget, rewards programs, and more.
Can I change/cancel my flight?
Some flights can be changed or canceled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our customer service portal. We recommend choosing flights with no change fees for the most flexibility. Filter by “Flexible change policies” to see flights with no change fees.
*Data specialists from both ARC and Expedia Group analysed ARC's global flight data to distil actionable information to help people save money on travel. While it's impossible to guarantee when to find the lowest prices, after examining the variables, we were able to observe trends. Analysis based on ARC, round-trip flight data between 1 October 2017 - 30 September 2018 for Economy and Premium cabin ATPs on a global basis.
Explore a world of travel with Expedia
Lodging
- West Dundee Hotels
- Apartments in West Dundee
- Casino Hotels in West Dundee
- Romantic Hotels in West Dundee
- Hotels with an Outdoor Pool in West Dundee
- Hotel Wedding Venues Hotels in West Dundee
- Hotels with Kitchenettes in West Dundee
- B&B in West Dundee
- La Quinta Inn & Suites Hotels in West Dundee
- Hotels with Restaurants in West Dundee
- Pet-friendly Hotels in West Dundee
- Historic Hotels in West Dundee
- Hotels with Hot Tubs in West Dundee
- Resorts in West Dundee
- Family Hotels in West Dundee
- Resorts & Hotels with Spas in West Dundee
- Hotels with a Pool in West Dundee
- Hotels with Balconies in West Dundee
- Motels in West Dundee
- 5 Star Hotels in West Dundee
- Hotels with an Indoor Pool in West Dundee
- Extended Stay America Hotels in West Dundee
- Motel 6 Hotels in West Dundee
- 4 Star Hotels in West Dundee
- East Dundee Hotels
- Hotels near Santa's Village
- Hotels near Randall Oaks Golf Club
- 5 Star Hotels in Carpentersville
- Carpentersville Hotels
- Red Roof Inn Hotels in Carpentersville
- Vacation Homes in Carpentersville
- La Quinta Inn & Suites Hotels in Carpentersville
- B&B in Carpentersville
- 4 Star Hotels in Carpentersville
- Apartments in Carpentersville
- Hotels near Elgin Big Timber Road Station
- Gilberts Hotels
- 3 Star Hotels in Gilberts
- Motels in Gilberts
- 5 Star Hotels in Gilberts
- 4 Star Hotels in Gilberts
- Apartments in Gilberts
- Hotels near Buffalo Park Forest Preserve
- Elgin Hotels
- Hotels near Hemmens Cultural Center
- Hotels near Brunswick Zone XL
- Cheap Hotels in Elgin
- Hotels near Elgin Station
- Motels in Elgin
- Hotels with an Indoor Pool in Elgin
- Luxury Hotels in Elgin
- Hotels with Hot Tubs in Elgin
- Pet-friendly Hotels in Elgin
- Hotels with Suites in Elgin
- Apartments in Elgin
- Family Hotels in Elgin
- Marriott Hotels & Resorts in Elgin
- B&B in Elgin
- Hilton Hotels in Elgin
- Cabin Rentals in Elgin
- Hotels with a Pool in Elgin
- Hotels with Kitchenettes in Elgin
- Hotel Wedding Venues Hotels in Elgin
- Hotels with an Outdoor Pool in Elgin
Cars
- Car rentals near West Dundee
- Car rentals near East Dundee
- Enterprise Rental Cars in Carpentersville
- Car rentals near Carpentersville
- Van Car Rentals in Carpentersville
- Mini Car Rentals in Carpentersville
- Car rentals near Gilberts
- Car rentals near Elgin
- Car rentals near Hemmens Cultural Center
- Hertz Rental Cars in Elgin
- Van Car Rentals in Elgin
- Enterprise Rental Cars in Elgin
- Budget Rental Cars in Elgin
- Avis Rental Cars in Elgin
