$214 Cheap United flights Lexington (LEX) to Chicago (ORD)

View $214 flight on Wed, Nov 26, 2025Opens in a new window

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

$214 Cheap United flights Lexington (LEX) to Chicago (ORD)

Prices were available within the past 7 days and start at $214 for one-way flights and $193 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Sep 12 - Sun, Sep 14
LEX
Lexington
ORD
Chicago
$193 Roundtrip, found 4 hours ago
$193
Roundtrip
found 4 hours ago
Select United flight, departing Fri, Sep 12 from Lexington to Chicago, returning Sun, Sep 14, priced at $193 found 4 hours ago
United
Sat, Oct 11 - Mon, Oct 13
LEX
Lexington
ORD
Chicago
$194 Roundtrip, just found
$194
Roundtrip
just found
Select United flight, departing Sat, Oct 11 from Lexington to Chicago, returning Mon, Oct 13, priced at $194 just found
United
Fri, Oct 3 - Sun, Oct 5
LEX
Lexington
ORD
Chicago
$194 Roundtrip, found 1 hour ago
$194
Roundtrip
found 1 hour ago
Select United flight, departing Fri, Oct 3 from Lexington to Chicago, returning Sun, Oct 5, priced at $194 found 1 hour ago
United
Sun, Aug 31 - Sun, Sep 7
LEX
Lexington
ORD
Chicago
$207 Roundtrip, found 4 hours ago
$207
Roundtrip
found 4 hours ago
Select United flight, departing Sun, Aug 31 from Lexington to Chicago, returning Sun, Sep 7, priced at $207 found 4 hours ago
United
Fri, Oct 3 - Sun, Oct 5
LEX
Lexington
ORD
Chicago
$208 Roundtrip, found 1 hour ago
$208
Roundtrip
found 1 hour ago
Select United flight, departing Fri, Oct 3 from Lexington to Chicago, returning Sun, Oct 5, priced at $208 found 1 hour ago
United
Sat, Dec 13 - Sun, Dec 21
LEX
Lexington
ORD
Chicago
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select United flight, departing Sat, Dec 13 from Lexington to Chicago, returning Sun, Dec 21, priced at $213 found 2 days ago
0
Flights from Lexington (LEX) to Chicago (ORD)
Origin airport
Blue Grass
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Popular airline
American Airlines
Distance
323 mi

Frequently asked questions

How much is a United Airlines flight from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD)?
Use the "Price (lowest to highest)" filter on Expedia to search for cheap United Airlines round-trip flights from $193 from LEX to ORD. Affordable one-way tickets from $214 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from LEX to ORD with United Airlines?
January is one of the least expensive months to get away to Chicago with United Airlines. You could also find excellent prices on return and one-way tickets in February.
What is the cheapest time to book flights from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD) with United Airlines?
For cheap United Airlines fares from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD), start searching one to three months before your intended departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect how much you pay. Sunday is usually the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does United Airlines fly nonstop from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD)?
Hop on one of United Airlines's 21 weekly direct flights from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD). To see what's available, enter your dates, origin and destination and hit search. Then use the "Nonstop" and "Airline" filters.
How long does it take to fly from LEX to ORD with United Airlines?
From takeoff to arrival, a direct United Airlines flight from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD) takes around 1h 49m.
Which day of the week has the most United Airlines flights from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD)?
Monday has the most United Airlines flights from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD). With 3 daily departures, this is the best day of the week to book something that will work for your schedule.
What is the earliest United Airlines flight from LEX to ORD?
The earliest flight from LEX to ORD with United Airlines leaves at 7:00AM UTC-5. You'll land at 7:54AM UTC-6. The final United Airlines flight of the day leaves at 6:05PM UTC-5 and arrives at 6:54PM UTC-6. With 20% fewer cancellations for morning and mid-morning flights, jetting out early is often the best choice.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does United Airlines fly into in Chicago?
Get on a United Airlines flight from Blue Grass Airport (LEX) to Chicago, and you're most likely to touch down at O'Hare Intl. Airport (ORD). This is the airline's main hub here.
Why fly with United Airlines from LEX to ORD?
Depart from LEX to ORD with United Airlines and look forward to a host of benefits starting with a rewarding loyalty program. When you book through Expedia as a United Mileage Plus and One Key™ member, you could also earn OneKeyCash™* to spend on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
What type of plane does United Airlines fly from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD)?
For the Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD) route, United Airlines typically uses Canadair (Bombardier) Regional Jet 550 and Embraer 175 planes. Remember that last-minute changes are possible for operational needs, so your flight could be on another aircraft.
Can I change or cancel my United Airlines flight from Blue Grass Airport (LEX) to O'Hare Intl. Airport (ORD)?
Changes are usually free within 24 hours of making a booking, but your airline may charge you after that. For more information about modifying your reservation, head to your "Trips," select your flight and click on "Manage Booking." If you want the flexibility to change your plans without additional costs, apply the "Changes included" or "No cancel fee" filter when planning your trip.

Explore a world of travel with Expedia

*Available to One Key members.