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Cheap flights from Kentucky to Chicago (CHI) from $59

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SDF — CHI
May 1 — May 81
From?
To?
Wed 5/1
Wed 5/8
1 adult, Economy
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How far in advance should I book a flight from Kentucky to Chicago?

Users have found that booking a flight from Kentucky to Chicago at least 25 days early can save you up to 162% on average compared to booking a flight this week. If booking 25 days before your flight isn’t an option for you, users have found flights from Kentucky to Chicago for as little as $353 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $460 for flights departing within the next 3 days.

What is the cheapest month to fly from Kentucky to Chicago?

February is one of the best times of the year to fly to Chicago from Kentucky. Prices for February average $261 per person but you can even find prices for as low as $157. The most expensive prices can be found in the month of January. Opting for a February flight can save you 32% on your journey compared to booking in January

When is the cheapest time to fly from Kentucky to Chicago (KY - CHI)?

When flying from Kentucky to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap American Airlines flights from Kentucky to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Kentucky and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Check out some of the cheapest American Airlines flights we've come across from Kentucky to Chicago. It's recommended that users confirm their flight details before booking.
Sat 5/256:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Sat 6/14:27 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 4/25$147
Sat 5/255:06 pmLEX - ORD
Nonstop1h 32mAmerican Airlines
Sat 6/11:47 pmORD - LEX
Nonstop1h 20mAmerican Airlines
Deal found 4/25$157
Wed 5/226:30 amLEX - ORD
Nonstop1h 33mAmerican Airlines
Wed 5/298:10 amORD - LEX
Nonstop1h 30mAmerican Airlines
Deal found 4/25$168
Thu 5/166:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Sun 5/198:27 pmORD - SDF
Nonstop1h 31mAmerican Airlines
Deal found 4/25$170
Sat 8/247:14 pmSDF - ORD
Nonstop1h 31mAmerican Airlines
Sun 8/256:25 pmORD - SDF
1 stop4h 22mAmerican Airlines
Deal found 4/24$178
Sat 5/253:39 pmSDF - ORD
1 stop6h 50mAmerican Airlines
Sat 6/14:27 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 4/25$186
Fri 5/246:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Sun 5/262:55 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 4/25$187
Wed 5/221:08 pmLEX - ORD
1 stop5h 18mAmerican Airlines
Wed 5/298:10 amORD - LEX
Nonstop1h 30mAmerican Airlines
Deal found 4/25$196
Sat 5/255:06 pmLEX - ORD
Nonstop1h 32mAmerican Airlines
Sat 6/16:30 amORD - LEX
1 stop7h 01mAmerican Airlines
Deal found 4/25$210

Cheap United Airlines flights from Kentucky to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Kentucky and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Have a look at some of the cheapest available United Airlines flights departing from Kentucky and landing in Chicago. Make sure to examine the flight information before completing your reservation.
Fri 5/319:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
Tue 6/45:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$94
Fri 5/175:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Sat 5/187:45 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$117
Wed 6/127:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
Thu 6/135:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$160
Fri 5/175:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Tue 5/219:05 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$167
Fri 5/175:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Sat 5/187:45 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$177
Sat 5/1812:15 pmLEX - ORD
Nonstop1h 39mUnited Airlines
Sun 5/269:04 amORD - LEX
Nonstop1h 25mUnited Airlines
Deal found 4/25$188
Tue 5/212:03 pmLEX - ORD
Nonstop1h 37mUnited Airlines
Tue 5/217:45 pmORD - LEX
Nonstop1h 28mUnited Airlines
Deal found 4/25$199
Tue 8/205:43 pmLEX - ORD
Nonstop1h 44mUnited Airlines
Sun 8/256:30 pmORD - LEX
Nonstop1h 36mUnited Airlines
Deal found 4/25$201
Mon 5/205:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Tue 5/219:05 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$242

Cheap Kentucky to Chicago flights in April & May 2024

Find cheap flight options from Kentucky to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 2024.
Check out some of the best flight deals from Kentucky to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
Fri 5/319:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
Tue 6/45:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$94
Fri 5/175:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Sat 5/187:45 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$117
Sat 5/256:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Sat 6/14:27 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 4/25$147
Sat 5/117:43 amSDF - ORD
1 stop11h 51mSpirit Airlines
Wed 5/156:10 amORD - SDF
1 stop14h 04mSpirit Airlines
Deal found 4/25$149
Fri 5/1710:29 amSDF - ORD
1 stop7h 06mSpirit Airlines
Tue 5/215:41 pmORD - SDF
1 stop22h 36mSpirit Airlines
Deal found 4/25$153
Sat 5/251:40 pmSDF - ORD
1 stop4h 09mDelta
Sat 6/13:50 pmORD - SDF
1 stop6h 02mDelta
Deal found 4/25$156
Wed 5/222:26 pmSDF - MDW
1 stop3h 40mDelta
Wed 5/298:45 amMDW - SDF
1 stop4h 27mDelta
Deal found 4/24$156
Sat 5/255:06 pmLEX - ORD
Nonstop1h 32mAmerican Airlines
Sat 6/11:47 pmORD - LEX
Nonstop1h 20mAmerican Airlines
Deal found 4/25$157
Sat 5/251:40 pmSDF - ORD
1 stop4h 09mDelta
Sat 6/11:32 pmORD - SDF
2 stops9h 27mDelta
Deal found 4/25$161

Kentucky to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Kentucky and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Check out some of the best flight deals from Kentucky to Chicago in 2024. More deals are always being added, so be sure to check back regularly.
Fri 5/319:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
Tue 6/45:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$94
Fri 5/175:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Sat 5/187:45 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$117
Sat 5/256:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Sat 6/14:27 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 4/25$147
Sat 5/117:43 amSDF - ORD
1 stop11h 51mSpirit Airlines
Wed 5/156:10 amORD - SDF
1 stop14h 04mSpirit Airlines
Deal found 4/25$149
Fri 5/1710:29 amSDF - ORD
1 stop7h 06mSpirit Airlines
Tue 5/215:41 pmORD - SDF
1 stop22h 36mSpirit Airlines
Deal found 4/25$153
Sat 5/251:40 pmSDF - ORD
1 stop4h 09mDelta
Sat 6/13:50 pmORD - SDF
1 stop6h 02mDelta
Deal found 4/25$156
Wed 5/222:26 pmSDF - MDW
1 stop3h 40mDelta
Wed 5/298:45 amMDW - SDF
1 stop4h 27mDelta
Deal found 4/24$156
Sat 5/255:06 pmLEX - ORD
Nonstop1h 32mAmerican Airlines
Sat 6/11:47 pmORD - LEX
Nonstop1h 20mAmerican Airlines
Deal found 4/25$157
Wed 6/127:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
Thu 6/135:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$160

Non-stop flights to Chicago from Kentucky

Discover non-stop flight options from Kentucky to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
For a shorter flight, select one of these non-stop flights from Kentucky to Chicago. Users can also choose from other Kentucky to Chicago flights by using the search form above.
Fri 5/319:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
Tue 6/45:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$94
Fri 5/175:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Sat 5/187:45 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$117
Sat 5/256:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Sat 6/14:27 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 4/25$147
Sat 5/255:06 pmLEX - ORD
Nonstop1h 32mAmerican Airlines
Sat 6/11:47 pmORD - LEX
Nonstop1h 20mAmerican Airlines
Deal found 4/25$157
Wed 6/127:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
Thu 6/135:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$160
Fri 5/175:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
Tue 5/219:05 pmORD - SDF
Nonstop1h 28mUnited Airlines
Deal found 4/25$167
Wed 5/226:30 amLEX - ORD
Nonstop1h 33mAmerican Airlines
Wed 5/298:10 amORD - LEX
Nonstop1h 30mAmerican Airlines
Deal found 4/25$168
Thu 5/166:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Sun 5/198:27 pmORD - SDF
Nonstop1h 31mAmerican Airlines
Deal found 4/25$170
Mon 6/177:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
Tue 6/188:15 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 4/25$175

Kentucky to Chicago flights leaving soon

Find last-minute flight options from Kentucky to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Check out these flights departing soon from Kentucky to Chicago. It's wise to confirm all flight details are correct before booking.
Mon 5/66:24 pmSDF - ORD
2 stops23h 21mSpirit Airlines
Wed 5/86:10 amORD - SDF
1 stop14h 04mSpirit Airlines
Deal found 4/25$165
Mon 5/66:24 pmSDF - ORD
2 stops24h 22mSpirit Airlines
Wed 5/87:00 amORD - SDF
2 stops13h 14mSpirit Airlines
Deal found 4/25$179
Mon 5/610:51 amSDF - ORD
1 stop14h 29mSpirit Airlines
Wed 5/86:40 pmORD - SDF
1 stop22h 56mSpirit Airlines
Deal found 4/25$193
Mon 5/66:24 pmSDF - ORD
3 stops25h 19mSpirit Airlines
Wed 5/87:00 amORD - SDF
2 stops13h 14mSpirit Airlines
Deal found 4/25$199
Sat 5/410:51 amSDF - ORD
1 stop14h 29mSpirit Airlines
Sat 6/15:41 pmORD - SDF
1 stop14h 03mSpirit Airlines
Deal found 4/24$240
Mon 5/66:24 pmSDF - ORD
3 stops27h 21mSpirit Airlines
Wed 5/88:09 pmORD - SDF
3 stops21h 27mSpirit Airlines
Deal found 4/25$247
Fri 5/310:51 amSDF - ORD
1 stop14h 29mSpirit Airlines
Sat 5/410:00 pmORD - SDF
2 stops22h 28mSpirit Airlines
Deal found 4/25$259
Sat 5/410:43 amSDF - ORD
Nonstop1h 35mAmerican Airlines
Sat 6/14:27 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 4/24$260
Wed 5/16:24 pmSDF - ORD
2 stops17h 08mMultiple Airlines
Sat 5/116:40 pmORD - SDF
2 stops23h 35mMultiple Airlines
Deal found 4/25$265

One-way flights to Chicago from Kentucky

Search for one-way flight options from Kentucky to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Take a look at some of the one-way flights we've detected from Kentucky to Chicago. Those needing a return flight from Kentucky to Chicago can use the search form above.
Mon 9/307:10 pmSDF - ORD
Nonstop1h 30mAmerican Airlines
Deal found 4/25$59
Tue 5/286:27 pmSDF - ORD
1 stop16h 28mSpirit Airlines
Deal found 4/25$74
Thu 5/307:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
Deal found 4/24$76
Sat 5/251:40 pmSDF - ORD
1 stop4h 09mDelta
Deal found 4/25$78
Tue 5/289:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
Deal found 4/25$79
Sat 5/251:40 pmSDF - ORD
2 stops8h 15mDelta
Deal found 4/25$83
Tue 5/286:27 pmSDF - ORD
2 stops20h 39mSpirit Airlines
Deal found 4/25$86
Sat 5/256:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Deal found 4/25$89
Thu 5/307:43 amSDF - ORD
2 stops9h 45mSpirit Airlines
Deal found 4/24$90

Find flights from Kentucky to Chicago within your budget

Customize your flight search to find flights from Kentucky to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$94 - $295

Route

Depart

Return

Price

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Fri 5/31

Nonstop1h 35m

Chicago O'Hare Intl

Tue 6/4

Nonstop1h 29m

$94

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Fri 5/17

Nonstop1h 34m

Chicago O'Hare Intl

Sat 5/18

Nonstop1h 28m

$117

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Sat 5/25

Nonstop1h 34m

Chicago O'Hare Intl

Sat 6/1

Nonstop1h 16m

$147

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Sat 5/11

1 stop11h 51m

Chicago O'Hare Intl

Wed 5/15

1 stop14h 04m

$149

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Fri 5/17

1 stop7h 06m

Chicago O'Hare Intl

Tue 5/21

1 stop22h 36m

$153

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Sat 5/25

1 stop4h 09m

Chicago O'Hare Intl

Sat 6/1

1 stop6h 02m

$156

Louisville IntlChicago Midway

SDF - MDW

SDFMDW

Louisville Intl

Wed 5/22

1 stop3h 40m

Chicago Midway

Wed 5/29

1 stop4h 27m

$156

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Fri 5/10

3 stops21h 00m

Chicago O'Hare Intl

Tue 5/14

1 stop16h 04m

$195

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

Mon 5/6

1 stop7h 08m

Chicago O'Hare Intl

Thu 5/9

1 stop14h 07m

$295

Flights are sorted by cheapest first

Deals found on 4/25

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 26, 2024.
Peruse reviews from past customers who have flown with American Airlines, United Airlines and Spirit Airlines from Kentucky to Chicago to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,966 reviews
Check prices

Entertainment

8.0

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
10,966 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Entertainment

8.0

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
2,985 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Entertainment

8.0

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

United Airlines
7.4
Good
11,226 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Entertainment

8.0

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

American Airlines
7.3
Good
14,884 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Entertainment

8.0

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Sun Country Air
7.3
Good
659 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Entertainment

8.0

Overall

8.1

Comfort

7.9

Food

7.4

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Kentucky to Chicago for under $100 on Cheapflights?

    Yes, there are multiple flights from Kentucky to Chicago for under $100. The cheapest flight booked recently is on United Airlines for just $94, but on average you can expect to pay $157.

  • Are there nonstop flights from Kentucky to Chicago for under $100 on Cheapflights?

    Cheapflights has at least 20 direct flights from Kentucky to Chicago under $100. A good price for a nonstop flight from Kentucky to Chicago is less than $183.

  • Are there last-minute flights available from Kentucky to Chicago for under $200?

    There are currently 20+ open flights from Kentucky to Chicago within the next 7 days for less than $200.

  • What days are nonstop flights available from Kentucky to Chicago?

    You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Wednesday, Friday, Saturday.

  • How many flights depart from Kentucky to Chicago on average per day?

    35 flight departures from Kentucky to Chicago per day on average.
    Early Morning (Midnight to 6am) - 6% of flight departures
    Morning (6am - Noon) - 37% of flight departures
    Afternoon (Noon - 6pm) - 29% of flight departures
    Evening (6pm - Midnight) - 29% of flight departures

  • How long is the flight from Kentucky to Chicago?

    There are many flights that can get you from Kentucky to Chicago in 1h 34m. Fly via United Airlines, American Airlines, or Spirit Airlines to get the fastest option. The distance from Kentucky to Chicago is about 288 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Kentucky to Chicago one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $59. Spirit Airlines flights start at $74 while deals on United Airlines start at $76 one-way.

  • What are the most popular routes from Kentucky to Chicago?

    The most popular flight routes from Kentucky to Chicago are Louisville Intl - Chicago O'Hare Intl, Lexington Blue Grass - Chicago O'Hare Intl and Lexington Blue Grass - Chicago Midway.

  • What are the most reliable airlines from Kentucky to Chicago?

    Before booking your flight to Chicago from Kentucky, check out the most reliable airlines to get you to your destination on time: Air New Zealand (95%), Air Wisconsin (94%), American Airlines( 91%).

  • What are the cheapest flights from Kentucky to Chicago?

    On average you can expect to pay $1,190 for a flight from Kentucky to Chicago. The cheapest flight overall is $111 while the most popular route, (Louisville Intl - Chicago O'Hare Intl) is currently priced at $149.

  • What does SDF to ORD mean?

    Louisville Intl Airport is SDF and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Kentucky to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Kentucky to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Kentucky to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Kentucky to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Kentucky to Chicago that include hotel bookings?

    Yes. In addition to deals on Kentucky to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Chicago.

  • Can I find deals for business class flights from Kentucky to Chicago?

    Yes. Cheapflights offers flight deals from Kentucky to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Kentucky to Chicago that allow pets onboard?

    Many airlines flying from Kentucky to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Kentucky to Chicago?

    Yes, you can often find last-minute deals on Kentucky to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Kentucky to Chicago flight deals updated?

    The Kentucky to Chicago flight deals you see on this page were last updated on 4/25.

See more FAQs

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Alternative routes for Kentucky to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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San Jose to O'Hare Intl flights

Top 4 airlines flying from Kentucky to Chicago

Discover the top 4 airlines that operate flights from Kentucky to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$117Average$245FlexibilityNo cancel feeOn-time69%
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ContourCheapest$126Average$149FlexibilityNo cancel feeOn-timeN/A
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American AirlinesCheapest$148Average$246FlexibilityNo cancel feeOn-time71%
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DeltaCheapest$166Average$327FlexibilityNo cancel feeOn-timeN/A
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Search flights from Kentucky to Chicago by cabin class

Find flights from Kentucky to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Kentucky to Chicago

Find hourly flight availability from Kentucky to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 26, 2024.
11%of flight departuresEarly morningMidnight to 6 am
48%of flight departuresMorning6 am to noon
40%of flight departuresAfternoonNoon to 6 pm
1%of flight departuresEvening6 pm to midnight
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6 AM
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6 PM

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Can Cheapflights find flights from Kentucky to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Kentucky to Chicago, users can toggle the no change fees filter when performing a flight search.

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