Cheap flights from Chicago to Lexington from $106
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 Lexington departing on 5/16. 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 Lexington
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
American Airlines flights from Chicago to Lexington
Our best American Airlines deals on Chicago to Lexington flight tickets
United Airlines flights from Chicago to Lexington
Our best United Airlines deals on Chicago to Lexington flight tickets
See travel insights to Lexington from
How to get the cheapest flight ticket from Chicago to Lexington
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 Lexington?
In general, January is the cheapest month to fly from Chicago to Lexington. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $218. If you are unable to visit Lexington during the month of January, then departing from Chicago during the month December is also very affordable. Most momondo users find prices during this month for around $237.
What is the cheapest day to depart on your flight to Lexington?
On average, the least expensive day to fly to Lexington from Chicago is on a Saturday. momondo users have found tickets for Saturday departures for as low as $253. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $309.
What is the cheapest time of day to depart on your flight to Lexington?
The cheapest time of day to fly to Lexington is in the morning when flights can be purchased for as low as $265. Try not to purchase tickets in the afternoon because they tend to be around $345. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Chicago to Lexington Blue Grass flight route?
Fly from Chicago O'Hare Intl to Lexington Blue Grass for the best Chicago - Lexington Blue Grass flight prices
How far in advance should I book a flight to Lexington?
You are more likely to see cheaper flights to Lexington from Chicago when booking 16 weeks ahead of your departure date. In general, you can expect to find flights to Lexington for around $285 when searching 16 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Lexington from Chicago for as low as $203 on momondo.
What cabin class options are available on Chicago to Lexington Blue Grass flights?
There are 4 cabin classes available to choose from on Chicago to Lexington Blue Grass flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Lexington Blue Grass?
Delta, American Airlines, and United Airlines are the most popular carriers operating from Chicago to Lexington Blue Grass
What airlines fly to Lexington?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Lexington from Chicago according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Lexington. Keep in mind that there are 3 different airlines that fly to Lexington on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Lexington on average per day?
As of April 2025, there are 22 flights per day flying from Chicago to Lexington. The most common time of day flights depart is 7:00PM, with 42% of flights taking off in the evening.
How many flights depart from Chicago to Lexington on average per week?
154 flights are operational weekly from Chicago to Lexington as of April 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.
When to book flights from Chicago to Lexington
Cheap Chicago to Lexington (CHI to LEX) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Lexington
Best Price Found | $106 |
|---|---|
Fastest flight time | 1h 20m |
Direct flights | Mon, Tue, Thu, Fri and Sat |
Airports in Lexington | 1 airport |
How far is Chicago to Lexington Blue Grass by plane?
Lexington Blue Grass is 312.4 mi away from Chicago. In terms of flight time, this usually takes a little over 1h 20m.
When did momondo last update prices for flights from Chicago to Lexington Blue Grass Airport?
Prices for flights from Chicago to Lexington Blue Grass Airport refresh daily.
How many operators does momondo search for flights from Chicago to Lexington Blue Grass Airport?
The number of operators available for flights from Chicago to Lexington Blue Grass Airport is 2 as of April 2025.
How old do you have to be to fly from Chicago to Lexington Blue Grass Airport?
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 Lexington Blue Grass Airport.
What documentation or ID do you need to fly to Lexington Blue Grass Airport?
The travel and health documents you'll need for your trip to Lexington Blue Grass Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Lexington Blue Grass Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Lexington?
Based on momondo bookings for flights between Chicago and Lexington, the leading plane model is Canadair (Bombardier) Regional Jet CRJ-550, making up 24.31% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 22.84%, Embraer 170 with 19.52%, and Canadair (Bombardier) Regional Jet with 16.02%.
What is the most popular airline from Chicago to Lexington?
Based on momondo bookings for flights between Chicago and Lexington, the leading airline is American Airlines, making up 53% of the total bookings. Other popular airlines include United Airlines with 47%.
Best airlines flying from Chicago to Lexington
Compare and see reviews for airlines that fly from Chicago to Lexington with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $156 | Free Cancellation | Rating 7.4 8,667 reviews | |||
| PriceFrom $167 | Free Cancellation | Rating 7.2 10,000 reviews |
United Airlines Flights From Chicago to Lexington
United Airlines operates around 28 flights from Chicago to Lexington every week. The average price of these flights found in the last 72 hours has been $296, but momondo users have found United Airlines deals from Chicago to Lexington from as low as $156 round-trip. United Airlines has been scored 7.4/10 in 8,667 reviews.
American Airlines Flights From Chicago to Lexington
American Airlines (7.2/10 from 10,000 reviews) operates around 15 flights from Chicago to Lexington in any given week. The average American Airlines airfare for this route is around $270, with deals from around $167 rare but found on momondo. Referenced prices are for round-trip Chicago to Lexington flight searches in the last 72 hours.
Traveling to a place near Lexington?
Book flights to Lexington if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Lexington?
Finding the right flight to Lexington from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Lexington quick and easy, saving you time and money.
Can I find flights from Chicago to Lexington with flexible booking policies on momondo?
All flight searches from Chicago to Lexington on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Chicago to Lexington?
Once all potential Chicago to Lexington flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to Lexington right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Chicago to Lexington now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Lexington and let you know when they change.