Cheap Flight Deals From Lexington (LEX) to Chicago (CHI) Starting at $224

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This Weekend's Flight Deals from Lexington to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $224 One Way, $188 Round Trip from Lexington to Chicago

Prices starting at $188 for return flights and $224 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Chicago from Lexington

Route Information for Flights from Lexington to Chicago

Origin Airport IATA Code LEX
Destination Airport IATA Code CHI
Distance 323 mi
Direct Flight Airlines American Airlines, Qatar Airways, Air Canada, Alaska Airlines, JAL, Aer Lingus, Iberia, ANA, Air New Zealand, United Airlines, British Airways
Earliest Flight Arrival 12:53PM UTC
Latest Flight Arrival 11:00PM UTC

Fly from Lexington to Chicago

Lexington's Airport Information

Orbitz.com can help you find flights from Lexington, Kentucky, by searching many airlines at once to find bargain tickets. The Blue Grass Airport serves Lexington and the surrounding areas. It is located at the intersection of US 60 and Man o'War Boulevard, four miles west of the city center. Seven airlines, including Allegiant, Eagle and Delta, provide scheduled domestic flights.

Airport Parking Information

The Blue Grass Airport has both short-term and long-term parking available. Fees are $2.00 for the first hour and $1.00 for each additional hour, with a daily maximum of $14.00 in the short-term lot and $11.00 per day in the long-term lots. There is an economy lot with a daily maximum of $8.00 per day. Any car with handicap plates or placards will be charged $8.00 per day, regardless of lot. Detailing service is available while you are traveling. Payment can be made with Visa, MasterCard, American Express or cash.

Ground Transportation Information

If you would prefer not to leave your car at the airport, metered taxis are available to transport you. Fares are approximately $2.50 per mile, with an initial $2.50 charge. There is also a bus stop at the airport. There is an express bus route from Blue Grass Airport to the downtown Transit Center on Vine Street, Monday through Friday, from 6 a.m. to 6 p.m. Let Orbitz.com help you plan your next trip. Not only can we find you great deals on an air ticket, we can find ground transportation too.

Blue Grass Airport Restaurants

There are several restaurant options available at the Blue Grass Airport. Market Fresh, Knob Creek Bourbon Lounge, The Taproom and Primo Cappuchino are all great places to grab a bite to eat while you are waiting for your flight. There are also several shops if you need to make any last minute purchases. Orbitz.com can help you find great deals on flights from Lexington.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

Am I able to catch a flight from Lexington to Chicago now?
If you’re baffled about quarantine requirements and travel restrictions when catching a flight from Lexington to Chicago, check out our Covid-19 Travel Advisor.
Are there non-stop flights from Lexington to Chicago?
Two airlines operate nonstop flights from Blue Grass Airport to Chicago, IL (ORD-O’Hare Intl.) — United Airlines and American Airlines. They’ll get you to your destination in style and comfort.
What is the shortest flight from Lexington to Chicago?
The trip from Lexington to Chicago can be as fast as 2 hours and 24 minutes. With a leisurely flight time like this, why not organize a spontaneous getaway?
What airlines fly from Lexington to Chicago most frequently?
The carriers that have the most frequent flights between LEX and O’Hare Intl. Airport (ORD) include United Airlines (UA). This popular option offers 91 flights on the route each month. American Airlines (AA) also services the route from Lexington to Chicago. It’s another great option and has 73 flights each month.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.