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 9/20. 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
maj 9 — maj 161

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 Spirit Airlines flights from Kentucky to Chicago

Explore cheap flight options specifically provided by Spirit 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 2,864,334 searches. Data last updated Maj 4, 2024.
Check out some of the cheapest Spirit Airlines flights we've come across from Kentucky to Chicago. It's recommended that users confirm their flight details before booking.
czw. 5/307:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
pon. 6/36:53 pmORD - SDF
2 stops27h 21mSpirit Airlines
Deal found 5/3$146
śr. 6/56:39 pmSDF - ORD
1 stop16h 22mSpirit Airlines
sob. 6/85:18 pmORD - SDF
1 stop15h 44mSpirit Airlines
Deal found 5/3$149
śr. 6/55:45 amSDF - ORD
2 stops16h 02mSpirit Airlines
sob. 6/85:18 pmORD - SDF
1 stop15h 44mSpirit Airlines
Deal found 5/3$154
czw. 5/307:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
pon. 6/35:41 pmORD - SDF
3 stops28h 33mSpirit Airlines
Deal found 5/3$158
pon. 6/310:29 amSDF - ORD
1 stop8h 11mSpirit Airlines
czw. 6/611:02 amORD - SDF
1 stop6h 48mSpirit Airlines
Deal found 5/3$167
śr. 6/56:39 pmSDF - ORD
1 stop16h 22mSpirit Airlines
ndz. 6/96:40 pmORD - SDF
1 stop14h 22mSpirit Airlines
Deal found 5/3$169
sob. 5/184:27 pmSDF - ORD
1 stop13h 08mSpirit Airlines
sob. 5/256:40 pmORD - SDF
1 stop13h 04mSpirit Airlines
Deal found 5/3$172
pt. 5/178:52 pmSDF - ORD
2 stops29h 26mSpirit Airlines
pon. 5/209:25 pmORD - SDF
2 stops19h 12mSpirit Airlines
Deal found 5/2$179
śr. 5/157:43 amSDF - ORD
1 stop17h 09mSpirit Airlines
czw. 5/167:35 amORD - SDF
2 stops24h 09mSpirit Airlines
Deal found 5/2$181

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 2,864,334 searches. Data last updated Maj 4, 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.
wt. 5/285:10 pmLEX - ORD
Nonstop1h 48mUnited Airlines
sob. 6/110:50 amORD - LEX
Nonstop1h 26mUnited Airlines
Deal found 5/3$147
śr. 7/107:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
czw. 7/115:57 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/3$165
pt. 5/2411:00 amSDF - ORD
Nonstop1h 38mUnited Airlines
ndz. 5/2610:50 amORD - SDF
Nonstop1h 32mUnited Airlines
Deal found 5/2$198
wt. 5/285:10 pmLEX - ORD
Nonstop1h 48mUnited Airlines
ndz. 6/210:50 amORD - LEX
Nonstop1h 26mUnited Airlines
Deal found 5/2$213
pon. 5/272:00 pmLEX - ORD
Nonstop1h 47mUnited Airlines
sob. 6/110:50 amORD - LEX
Nonstop1h 26mUnited Airlines
Deal found 5/3$223
wt. 5/285:10 pmLEX - ORD
Nonstop1h 48mUnited Airlines
pon. 6/310:50 amORD - LEX
Nonstop1h 26mUnited Airlines
Deal found 5/2$234
wt. 6/119:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
pt. 6/148:15 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/3$236
czw. 5/307:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
pon. 6/38:15 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/3$237
ndz. 6/29:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
czw. 6/65:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/3$298

Cheap Kentucky to Chicago flights in May & June 2024

Find cheap flight options from Kentucky to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,864,334 searches. Prices were last updated on Maj 4, 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.
czw. 5/307:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
pon. 6/36:53 pmORD - SDF
2 stops27h 21mSpirit Airlines
Deal found 5/3$146
wt. 5/285:10 pmLEX - ORD
Nonstop1h 48mUnited Airlines
sob. 6/110:50 amORD - LEX
Nonstop1h 26mUnited Airlines
Deal found 5/3$147
czw. 5/306:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
pon. 6/38:27 pmORD - SDF
Nonstop1h 31mAmerican Airlines
Deal found 5/3$147
śr. 6/56:39 pmSDF - ORD
1 stop16h 22mSpirit Airlines
sob. 6/85:18 pmORD - SDF
1 stop15h 44mSpirit Airlines
Deal found 5/3$149
śr. 6/55:45 amSDF - ORD
2 stops16h 02mSpirit Airlines
sob. 6/85:18 pmORD - SDF
1 stop15h 44mSpirit Airlines
Deal found 5/3$154
wt. 6/42:26 pmSDF - ORD
1 stop4h 51mDelta
wt. 6/117:05 amORD - SDF
1 stop6h 21mDelta
Deal found 5/3$156
czw. 5/307:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
pon. 6/35:41 pmORD - SDF
3 stops28h 33mSpirit Airlines
Deal found 5/3$158
śr. 5/157:43 amSDF - ORD
1 stop17h 09mMultiple Airlines
czw. 5/168:00 pmORD - SDF
1 stop14h 57mMultiple Airlines
Deal found 5/2$163
pon. 6/310:29 amSDF - ORD
1 stop8h 11mSpirit Airlines
czw. 6/611:02 amORD - SDF
1 stop6h 48mSpirit Airlines
Deal found 5/3$167

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 2,864,334 searches. Data last updated Maj 4, 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.
czw. 5/307:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
pon. 6/36:53 pmORD - SDF
2 stops27h 21mSpirit Airlines
Deal found 5/3$146
wt. 5/285:10 pmLEX - ORD
Nonstop1h 48mUnited Airlines
sob. 6/110:50 amORD - LEX
Nonstop1h 26mUnited Airlines
Deal found 5/3$147
czw. 5/306:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
pon. 6/38:27 pmORD - SDF
Nonstop1h 31mAmerican Airlines
Deal found 5/3$147
śr. 6/56:39 pmSDF - ORD
1 stop16h 22mSpirit Airlines
sob. 6/85:18 pmORD - SDF
1 stop15h 44mSpirit Airlines
Deal found 5/3$149
śr. 6/55:45 amSDF - ORD
2 stops16h 02mSpirit Airlines
sob. 6/85:18 pmORD - SDF
1 stop15h 44mSpirit Airlines
Deal found 5/3$154
wt. 6/42:26 pmSDF - ORD
1 stop4h 51mDelta
wt. 6/117:05 amORD - SDF
1 stop6h 21mDelta
Deal found 5/3$156
czw. 5/307:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
pon. 6/35:41 pmORD - SDF
3 stops28h 33mSpirit Airlines
Deal found 5/3$158
śr. 5/157:43 amSDF - ORD
1 stop17h 09mMultiple Airlines
czw. 5/168:00 pmORD - SDF
1 stop14h 57mMultiple Airlines
Deal found 5/2$163
śr. 7/107:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
czw. 7/115:57 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/3$165

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 2,864,334 searches. Data last updated Maj 4, 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.
wt. 5/285:10 pmLEX - ORD
Nonstop1h 48mUnited Airlines
sob. 6/110:50 amORD - LEX
Nonstop1h 26mUnited Airlines
Deal found 5/3$147
czw. 5/306:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
pon. 6/38:27 pmORD - SDF
Nonstop1h 31mAmerican Airlines
Deal found 5/2$147
wt. 5/2811:15 amSDF - ORD
Nonstop1h 34mAmerican Airlines
śr. 5/298:12 amORD - SDF
Nonstop1h 27mAmerican Airlines
Deal found 5/2$157
śr. 7/177:00 amSDF - ORD
Nonstop1h 27mUnited Airlines
sob. 7/207:25 amORD - SDF
Nonstop1h 34mUnited Airlines
Deal found 5/2$165
wt. 7/2311:13 amLEX - ORD
Nonstop1h 40mAmerican Airlines
śr. 7/248:15 amORD - LEX
Nonstop1h 29mAmerican Airlines
Deal found 5/3$167
wt. 5/289:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
pt. 5/318:15 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/2$167
pt. 8/96:29 amSDF - ORD
Nonstop1h 31mAmerican Airlines
pon. 8/128:25 pmORD - SDF
Nonstop1h 36mAmerican Airlines
Deal found 5/3$175
sob. 5/185:55 amSDF - ORD
Nonstop1h 34mUnited Airlines
sob. 6/15:50 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/1$190
ndz. 6/99:00 amSDF - ORD
Nonstop1h 35mUnited Airlines
śr. 6/128:15 pmORD - SDF
Nonstop1h 29mUnited Airlines
Deal found 5/3$192

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 2,864,334 searches. Data last updated Maj 4, 2024.
Check out these flights departing soon from Kentucky to Chicago. It's wise to confirm all flight details are correct before booking.
pon. 5/138:52 pmSDF - ORD
3 stops27h 18mSpirit Airlines
czw. 5/305:00 amORD - SDF
1 stop12h 36mSpirit Airlines
Deal found 5/2$187
pon. 5/1312:55 pmSDF - ORD
1 stop7h 08mMultiple Airlines
czw. 5/305:00 amORD - SDF
1 stop12h 36mMultiple Airlines
Deal found 5/2$189
pon. 5/138:52 pmSDF - ORD
3 stops27h 18mMultiple Airlines
czw. 5/3010:58 amORD - SDF
2 stops20h 50mMultiple Airlines
Deal found 5/2$205
sob. 5/118:52 pmSDF - ORD
1 stop10h 48mSpirit Airlines
śr. 5/155:00 amORD - SDF
1 stop11h 17mSpirit Airlines
Deal found 5/3$232
pon. 5/138:52 pmSDF - ORD
3 stops27h 18mMultiple Airlines
czw. 5/307:30 amORD - SDF
3 stops24h 18mMultiple Airlines
Deal found 5/2$233
pt. 5/108:52 pmSDF - ORD
1 stop10h 48mMultiple Airlines
sob. 5/117:13 pmORD - SDF
1 stop15h 40mMultiple Airlines
Deal found 5/3$249
sob. 5/118:52 pmSDF - ORD
1 stop10h 48mSpirit Airlines
śr. 5/156:10 amORD - SDF
1 stop14h 04mSpirit Airlines
Deal found 5/2$254
pt. 5/108:52 pmSDF - ORD
1 stop10h 48mMultiple Airlines
sob. 5/118:25 pmORD - SDF
2 stops14h 28mMultiple Airlines
Deal found 5/3$350
pon. 5/1311:15 amSDF - ORD
Nonstop1h 34mAmerican Airlines
czw. 5/302:55 pmORD - SDF
Nonstop1h 16mAmerican Airlines
Deal found 5/2$375

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 2,864,334 searches. Data last updated Maj 4, 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.
pt. 9/207:10 amSDF - ORD
Nonstop1h 35mAmerican Airlines
Deal found 5/3$59
czw. 5/307:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
Deal found 5/3$76
czw. 5/306:46 amSDF - ORD
Nonstop1h 34mAmerican Airlines
Deal found 5/3$89
pon. 5/2012:55 pmSDF - ORD
1 stop7h 08mSun Country Air
Deal found 5/2$90
pon. 7/81:00 pmSDF - ORD
1 stop7h 10mSun Country Air
Deal found 5/3$99
czw. 5/237:36 pmSDF - ORD
1 stop15h 19mSpirit Airlines
Deal found 5/3$103
wt. 9/177:07 amLEX - ORD
Nonstop1h 38mAmerican Airlines
Deal found 5/3$107
pon. 5/1312:55 pmSDF - ORD
1 stop7h 08mSun Country Air
Deal found 5/3$113
pon. 5/137:43 amSDF - ORD
2 stops27h 12mSpirit Airlines
Deal found 5/3$117

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 2,864,334 searches. Data last updated Maj 4, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$146 - $219

Route

Depart

Return

Price

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

czw. 5/30

1 stop15h 19m

Chicago O'Hare Intl

pon. 6/3

2 stops27h 21m

$146

Lexington Blue GrassChicago O'Hare Intl

LEX - ORD

LEXORD

Lexington Blue Grass

wt. 5/28

Nonstop1h 48m

Chicago O'Hare Intl

sob. 6/1

Nonstop1h 26m

$147

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

czw. 5/30

Nonstop1h 34m

Chicago O'Hare Intl

pon. 6/3

Nonstop1h 31m

$147

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

śr. 6/5

1 stop16h 22m

Chicago O'Hare Intl

sob. 6/8

1 stop15h 44m

$149

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

wt. 6/4

1 stop4h 51m

Chicago O'Hare Intl

wt. 6/11

1 stop6h 21m

$156

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

śr. 5/15

1 stop17h 09m

Chicago O'Hare Intl

czw. 5/16

1 stop14h 57m

$163

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

śr. 7/10

Nonstop1h 27m

Chicago O'Hare Intl

czw. 7/11

Nonstop1h 29m

$165

Louisville IntlChicago O'Hare Intl

SDF - ORD

SDFORD

Louisville Intl

pon. 6/3

1 stop5h 31m

Chicago O'Hare Intl

czw. 6/6

1 stop16h 25m

$192

Louisville IntlChicago Midway

SDF - MDW

SDFMDW

Louisville Intl

pon. 6/3

Nonstop1h 15m

Chicago Midway

czw. 6/6

Nonstop1h 10m

$219

Flights are sorted by cheapest first

Deals found on 5/3

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 Maj 4, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, United Airlines and American 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.
Southwest
8.2
Very good
6,099 reviews

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

Boarding

8.3

Entertainment

7.8

Reviews

1 / 10

The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.

Southwest
8.2
Very good
6,099 reviews
Southwest
8.2
Very good
6,099 reviews

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

Boarding

8.3

Entertainment

7.8

Reviews

1 / 10

The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.

8.1
Very good
10,848 reviews
Southwest
8.2
Very good
6,099 reviews

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

Boarding

8.3

Entertainment

7.8

Reviews

1 / 10

The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.

7.6
Good
2,965 reviews
Southwest
8.2
Very good
6,099 reviews

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

Boarding

8.3

Entertainment

7.8

Reviews

1 / 10

The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.

7.5
Good
1,026 reviews
Southwest
8.2
Very good
6,099 reviews

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

Boarding

8.3

Entertainment

7.8

Reviews

1 / 10

The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.

7.3
Good
14,755 reviews
Southwest
8.2
Very good
6,099 reviews

Crew

8.7

Comfort

8.1

Food

7.3

Overall

8.2

Boarding

8.3

Entertainment

7.8

Reviews

1 / 10

The seats are too narrow and uncomfortable. I do appreciate that there was room for my knees. I hate the boarding circus.

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 $200 on Cheapflights?

    Yes, there are multiple flights from Kentucky to Chicago for under $200. The cheapest flight booked recently is on Spirit Airlines for just $146, but on average you can expect to pay $166.

  • Are there nonstop flights from Kentucky to Chicago for under $200 on Cheapflights?

    Cheapflights has at least 20 direct flights from Kentucky to Chicago under $200. A good price for a nonstop flight from Kentucky to Chicago is less than $192.

  • 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, Saturday.

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

    27 flight departures from Kentucky to Chicago per day on average.
    Early Morning (Midnight to 6am) - 22% of flight departures
    Morning (6am - Noon) - 48% of flight departures
    Afternoon (Noon - 6pm) - 15% of flight departures
    Evening (6pm - Midnight) - 15% 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 Spirit Airlines, United Airlines, or American 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 $76 while deals on Sun Country Air start at $90 one-way.

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

  • 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 Wisconsin (99%), Air New Zealand (95%), American Airlines( 92%).

  • What are the cheapest flights from Kentucky to Chicago?

    On average you can expect to pay $972 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 $92.

  • 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 5/3.

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.

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 2,864,334 searches. Data last updated Maj 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$117Average$245FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
ContourCheapest$126Average$149FlexibilityNo cancel feeOn-timeN/A
Search Contour flights
American AirlinesCheapest$148Average$246FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$168Average$319FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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.

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 Maj 4, 2024.
9%of flight departuresEarly morningMidnight to 6 am
43%of flight departuresMorning6 am to noon
46%of flight departuresAfternoonNoon to 6 pm
2%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Kentucky to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Kentucky today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Kentucky to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Kentucky to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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.

Can Cheapflights notify me if prices for flights from Kentucky to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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