Title: Cheap flights from Chicago to Sterling (CHI to STK) - Expedia.com ![a county gravel road runs through farm land in north eastern Colorado east of Sterling](https://images.trvl-media.com/place/9935/c5b00589-7163-4b4a-b070-37cad68a0d32.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9935/c5b00589-7163-4b4a-b070-37cad68a0d32.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Chicago (CHI) to Sterling (STK) ## Popular airlines from Chicago to Sterling, CO (STK-Crosson Field) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:STK,departure:3/5/2026TANYT&leg2=from:STK,to:CHI,departure:3/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:STK,departure:3/5/2026TANYT&leg2=from:STK,to:CHI,departure:3/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:STK,departure:3/5/2026TANYT&leg2=from:STK,to:CHI,departure:3/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:STK,departure:3/5/2026TANYT&leg2=from:STK,to:CHI,departure:3/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:STK,departure:3/5/2026TANYT&leg2=from:STK,to:CHI,departure:3/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg) JetBlue Airways [](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:STK,departure:3/5/2026TANYT&leg2=from:STK,to:CHI,departure:3/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.com/Flights-Search?leg1=from:CHI,to:STK,departure:3/5/2026TANYT&leg2=from:STK,to:CHI,departure:3/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=FTG_SPRING_PROMO_) ## Travel information | Origin airport | CHI-All Airports | | ------------------- | ---------------- | | Destination airport | Crosson Field | | Distance | 763 mi | ## Book with confidence # Chicago to Sterling Flights The cheapest times to fly from Chicago to Sterling On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Sterling are during the month of . You can find some of the cheapest flights from Chicago to Sterling with Expedia's search tool and vast selection of airlines. The best time to book a flight from Chicago to Sterling Sunday is one of the best days to book for cheap flights from Chicago to Sterling: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance. How to find cheap round-trip tickets from Chicago to Sterling Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Sterling in 2026\. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members. Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Sterling flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps. You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Chicago to Sterling airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures. \*Terms apply. Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages. \*Flight schedules are subject to change. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Sterling Hotels ](https://www.expedia.com/Sterling-Hotels.d9935.Travel-Guide-Hotels) - [Hotels near Propst Park ](https://www.expedia.com/Propst-Park-Hotels.0-l6214946-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sterling ](https://www.expedia.com/Sterling-Hotels-Pet-Friendly-Hotel.0-0-d9935-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Sterling ](https://www.expedia.com/Sterling-Hotels-Cheap-Hotels.0-0-d9935-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Sterling ](https://www.expedia.com/Sterling-Hotels-Hotels-With-Restaurants.0-0-d9935-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Sterling ](https://www.expedia.com/Sterling-Hotels-Hotels-With-Hot-Tubs.0-0-d9935-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in Sterling ](https://www.expedia.com/Sterling-Hotels-Extended-Stay-Hotels.0-0-d9935-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - 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