Cheap flights from ORD to LEX (O'Hare Intl. to Blue Grass)

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Cheap Flights from ORD to LEX starting at $187 One Way, $299 Round Trip

Prices starting at $299 for return flights and $187 for one-way flights to Blue Grass were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 9 - Mon, Oct 12
ORD
Chicago
LEX
Lexington
$299 Roundtrip, found 19 hours ago
$299
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Oct 9 from Chicago to Lexington, returning Mon, Oct 12, priced at $299 found 19 hours ago
Fri, Oct 9 - Mon, Oct 12
ORD
Chicago
LEX
Lexington
$299 Roundtrip, found 19 hours ago
$299
Roundtrip
found 19 hours ago
Select United flight, departing Fri, Oct 9 from Chicago to Lexington, returning Mon, Oct 12, priced at $299 found 19 hours ago
Fri, Oct 9 - Sat, Oct 10
ORD
Chicago
LEX
Lexington
$303 Roundtrip, found 7 hours ago
$303
Roundtrip
found 7 hours ago
Select United flight, departing Fri, Oct 9 from Chicago to Lexington, returning Sat, Oct 10, priced at $303 found 7 hours ago
Fri, Oct 9 - Mon, Oct 12
ORD
Chicago
LEX
Lexington
$309 Roundtrip, found 19 hours ago
$309
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Fri, Oct 9 from Chicago to Lexington, returning Mon, Oct 12, priced at $309 found 19 hours ago
Thu, Oct 15 - Sun, Oct 18
ORD
Chicago
LEX
Lexington
$314 Roundtrip, found 20 hours ago
$314
Roundtrip
found 20 hours ago
Select United flight, departing Thu, Oct 15 from Chicago to Lexington, returning Sun, Oct 18, priced at $314 found 20 hours ago

Hotel Ideas near Blue Grass

Airport Hotels near Blue Grass

Home2 Suites Lexington Keeneland Airport, KY

Home2 Suites Lexington Keeneland Airport, KY

3 out of 5
960 Midnight Pass Lexington KY
$103 nightly
The price is $119 total per night from Sep 28 to Sep 29
$119 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this hotel in Lexington. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Red Mile Racetrack and Kroger Field are ...
Home2 Suites Lexington Keeneland Airport, KY
TownePlace Suites by Marriott Lexington Keeneland/Airport

TownePlace Suites by Marriott Lexington Keeneland/Airport

3 out of 5
980 Midnight Pass Lexington KY
$112 nightly
The price is $130 total per night from Oct 12 to Oct 13
$130 total
Oct 12 - Oct 13
Total with taxes and fees
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Red Mile Racetrack and Kroger Field are located ...
9.6/10 Exceptional! (807 reviews)
"The hotel and my room were exceptionally clean and comfortable. I arrived late in the evening and was offered a later check out the next day so I could feel well rested, which was much appreciated. I would definitely stay here again."

Reviewed on Sep 11, 2026

TownePlace Suites by Marriott Lexington Keeneland/Airport
Comfort Suites Keeneland

Comfort Suites Keeneland

2.5 out of 5
3060 Fieldstone Way Lexington KY
$99 nightly
The price is $115 total per night from Oct 12 to Oct 13
$115 total
Oct 12 - Oct 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,003 reviews)
"This property was very nicely maintained but I was most impressed with the friendliness and helpfulness of all the staff!"

Reviewed on Sep 17, 2026

Comfort Suites Keeneland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Lexington

Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

3 out of 5
1935 Stanton Way, 1935 4 yes Lexington KY
$98 nightly
The price is $114 total per night from Oct 18 to Oct 19
$114 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Holiday Inn Express Lexington - Horse Park Area by IHG
Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
401 W High St Lexington KY
$135 nightly
The price is $157 total per night from Sep 27 to Sep 28
$157 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hyatt Regency Lexington
21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
167 West Main Street Lexington KY
$156 nightly
The price is $182 total per night from Sep 27 to Sep 28
$182 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. ...
21c Museum Hotel Lexington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lexington Hotels With Airport Transportation

Clarion Hotel Conference Center Lexington North

Clarion Hotel Conference Center Lexington North

3 out of 5
1950 Newtown Pike Lexington KY
$76 nightly
The price is $88 total per night from Oct 11 to Oct 12
$88 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this family-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,001 reviews)
"Staff was great. Buffet breakfast was plentiful, but no juice. Noisy area because of street asphalting and the construction being done in the hotel."

Reviewed on Sep 13, 2026

Clarion Hotel Conference Center Lexington North
Chateau Annette

Chateau Annette

3.5 out of 5
4950 Jennie Kate Lane Lexington KY
Stay at this B&B in Lexington. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Keeneland Racing Course and Red Mile Racetrack are ...
Get rates
Chateau Annette
Courtyard Lexington Keeneland/Airport

Courtyard Lexington Keeneland/Airport

3 out of 5
3100 Wall St Lexington KY
$107 nightly
The price is $124 total per night from Oct 5 to Oct 6
$124 total
Oct 5 - Oct 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Courtyard Lexington Keeneland/Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Lexington Hotels

GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road Lexington KY
$71 nightly
The price is $83 total per night from Sep 20 to Sep 21
$83 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,662 reviews)
"Very clean Staff was very friendly and helpful"

Reviewed on Sep 16, 2026

GuestHouse Lexington
Microtel Inn by Wyndham Lexington

Microtel Inn by Wyndham Lexington

2.5 out of 5
2240 Buena Vista Rd Lexington KY
$74 nightly
The price is $86 total per night from Sep 20 to Sep 21
$86 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Microtel Inn by Wyndham Lexington
Red Roof Inn Richmond, KY

Red Roof Inn Richmond, KY

2.5 out of 5
111 Bahama Ct Richmond KY
$54 nightly
The price is $59 total per night from Sep 24 to Sep 25
$59 total
Sep 24 - Sep 25
Total with taxes and fees
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Red Roof Inn Richmond, KY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Lexington

Hyatt Place Lexington

Hyatt Place Lexington

3 out of 5
2001 Bryant Rd Lexington KY
$101 nightly
The price is $117 total per night from Sep 20 to Sep 21
$117 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,002 reviews)
"I thought it was ridiculous that they wanted a $25 fee for checking in an hour early when the hotels parking lot was empty. i thought that was pretty tacky."

Reviewed on Sep 17, 2026

Hyatt Place Lexington
Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

3 out of 5
131 Darby Dr Georgetown KY
$91 nightly
The price is $100 total per night from Oct 18 to Oct 19
$100 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Georgetown, KY
GuestHouse Lexington

GuestHouse Lexington

2.5 out of 5
2261 Elkhorn Road Lexington KY
$71 nightly
The price is $83 total per night from Sep 20 to Sep 21
$83 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,662 reviews)
"Very clean Staff was very friendly and helpful"

Reviewed on Sep 16, 2026

GuestHouse Lexington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

ORD to LEX Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
LEX Address & GPS
Address:
4000 Terminal Drive, Suite 206
Lexington KY, 40510
United States
IATA Code:
LEX
Longitude:
-84.597921
Latitude:
38.037622
Time Zone:
America/New_York

Frequently asked questions

Are there non-stop flights from ORD to LEX?
With several airline companies providing nonstop flights from O'Hare Intl. Airport (ORD) to Blue Grass Airport (LEX), you won't need to bother about switching planes or spending hours wandering around the terminal on a layover. For a stress-free, comfortable journey, we'd recommend choosing United Airlines or American Airlines.
What is the shortest flight from O'Hare Intl. Airport (ORD) to Blue Grass Airport (LEX)?
There's nothing better than a spur-of-the-moment getaway. With the trip from ORD to LEX being a seriously short 1 hour and 28 minutes, you hardly have an excuse not to take one.
How many hours flight from ORD to Blue Grass Airport (LEX)?
It takes a short and sweet 1 hour and 29 minutes on average to get from ORD to LEX. Whip out your guide book and circle the spots you plan to visit. It won't be long before you'll be exploring them yourself.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Blue Grass Airport (LEX)?
What do you take into consideration when deciding which airline to fly with — fantastic service? Prices that are easy on your wallet? You'll find several carriers that advertise flights between ORD and Blue Grass Airport (LEX) for you to select from. Look up American Airlines (AA), one of the more well-known options which has 104 flights each month. If that doesn't quite cut it for you, look up the fares from United Airlines (UA). This carrier is another reliable choice and offers 60 flights between Chicago and Lexington each month.

Map To Nearby Hotels

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.

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