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Cheap flights from Kentucky to Midway (MDW) from $40

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 6/24. 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 — MDW
Jun 11 — Jun 181
From?
To?
Tue 6/11
Tue 6/18
1 adult, Economy
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How far in advance should I book a flight from Kentucky to Chicago Midway Airport?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 40 days in advance, which can save you up to 234% on flights from Kentucky to Chicago Midway Airport compared to booking the week you need them. Waiting 40 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $302. For sooner than that we have options available in the next 3 days from $388.

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

January can be a great time to fly to Chicago Midway Airport from Kentucky with a flight ticket averaging about $243. Cheapflights users have found deals in the month of January for as cheap as $158. The most expensive prices can be found in the month of March.

What is the cheapest time of day to fly from KY to MDW?

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

Cheap Kentucky to Midway flights in June & July 2024

Find cheap flight options from Kentucky to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 6, 2024.
Listed are some of the best fares we've found on flights departing from Kentucky to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Mon 7/87:45 pmTYS - MDW
Nonstop1h 32mAllegiant Air
Mon 7/159:07 pmMDW - TYS
Nonstop1h 26mAllegiant Air
Deal found 6/6$83
Fri 6/147:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/5$85
Fri 6/147:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/6$92
Mon 6/107:10 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 6/249:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/5$95
Fri 7/57:45 pmTYS - MDW
Nonstop1h 32mAllegiant Air
Fri 7/129:07 pmMDW - TYS
Nonstop1h 26mAllegiant Air
Deal found 6/6$101
Fri 6/217:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 6/249:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/4$115
Mon 7/87:45 pmTYS - MDW
Nonstop1h 32mMultiple Airlines
Mon 7/156:15 amMDW - TYS
1 stop14h 25mMultiple Airlines
Deal found 6/6$138
Thu 6/1310:47 amTYS - MDW
1 stop10h 09mMultiple Airlines
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mMultiple Airlines
Deal found 6/4$141
Wed 7/37:47 pmTYS - MDW
1 stop26h 58mMultiple Airlines
Mon 7/89:07 pmMDW - TYS
Nonstop1h 26mMultiple Airlines
Deal found 6/5$147

Kentucky to Midway 2024 flight deals

Discover exclusive flight deals for travel between Kentucky and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 6, 2024.
Listed are some of the best fares we've found on flights departing from Kentucky to Chicago in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Mon 7/17:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Fri 7/59:07 pmMDW - TYS
Nonstop1h 26mAllegiant Air
Deal found 6/5$75
Fri 6/287:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 7/19:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/6$77
Fri 6/287:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 7/19:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/5$79
Fri 10/47:51 pmTYS - MDW
Nonstop1h 33mAllegiant Air
Mon 10/76:47 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/6$80
Mon 7/87:45 pmTYS - MDW
Nonstop1h 32mAllegiant Air
Mon 7/159:07 pmMDW - TYS
Nonstop1h 26mAllegiant Air
Deal found 6/6$83
Fri 6/147:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/5$85
Fri 10/47:51 pmTYS - MDW
Nonstop1h 33mAllegiant Air
Mon 10/76:47 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/5$86
Fri 9/66:51 pmTYS - MDW
Nonstop1h 35mAllegiant Air
Mon 9/93:10 pmMDW - TYS
Nonstop1h 30mAllegiant Air
Deal found 6/5$88
Fri 6/147:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/6$92

Kentucky to Midway flights leaving soon

Find last-minute flight options from Kentucky to Midway 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 3,050,429 searches. Data last updated June 6, 2024.
Users seeking a last-minute flight from Kentucky to Chicago should consider booking one of these fares. Users should examine the flight details to ensure there are no surprises.
Fri 6/147:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mAllegiant Air
Deal found 6/6$92
Thu 6/1310:47 amTYS - MDW
1 stop10h 09mMultiple Airlines
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mMultiple Airlines
Deal found 6/4$141
Thu 6/1310:47 amTYS - MDW
1 stop10h 09mFrontier
Sat 6/1511:51 amMDW - TYS
1 stop21h 06mFrontier
Deal found 6/5$207
Wed 6/127:47 pmTYS - MDW
1 stop16h 21mMultiple Airlines
Mon 6/179:08 pmMDW - TYS
Nonstop1h 25mMultiple Airlines
Deal found 6/4$210
Fri 6/147:44 pmTYS - MDW
Nonstop1h 34mMultiple Airlines
Wed 6/195:55 amMDW - TYS
1 stop11h 52mMultiple Airlines
Deal found 6/4$213
Thu 6/1310:47 amTYS - MDW
1 stop10h 09mFrontier
Wed 6/195:55 amMDW - TYS
1 stop11h 52mFrontier
Deal found 6/4$229
Thu 6/1310:47 amTYS - MDW
1 stop10h 09mFrontier
Mon 6/175:55 amMDW - TYS
1 stop14h 44mFrontier
Deal found 6/4$243
Wed 6/127:47 pmTYS - MDW
1 stop16h 21mFrontier
Mon 6/175:55 amMDW - TYS
1 stop14h 44mFrontier
Deal found 6/4$271
Sat 6/154:42 pmBNA - MDW
1 stop16h 40mMultiple Airlines
Mon 6/172:14 pmMDW - BNA
2 stops15h 51mMultiple Airlines
Deal found 6/5$288

One-way flights to Midway from Kentucky

Search for one-way flight options from Kentucky to Midway. 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 3,050,429 searches. Data last updated June 6, 2024.
Some of the best available deals we've found on one-way flights from Kentucky to Chicago. Users needing a return flight from Kentucky to Chicago should utilize the search form above.
Mon 6/247:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Deal found 6/5$40
Mon 6/247:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Deal found 6/6$41
Fri 6/217:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Deal found 6/5$42
Fri 8/97:08 pmTYS - MDW
Nonstop1h 32mAllegiant Air
Deal found 6/5$47
Fri 6/147:44 pmTYS - MDW
Nonstop1h 34mAllegiant Air
Deal found 6/5$55
Fri 7/57:45 pmTYS - MDW
Nonstop1h 32mAllegiant Air
Deal found 6/5$73
Tue 8/66:00 amBNA - MDW
1 stop6h 42mDelta
Deal found 6/5$78
Tue 7/26:40 amCVG - MDW
1 stop3h 09mDelta
Deal found 6/5$78
Fri 7/57:45 pmTYS - MDW
Nonstop1h 32mAllegiant Air
Deal found 6/5$79

Find flights from Kentucky to Midway within your budget

Customize your flight search to find flights from Kentucky to Midway 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 3,050,429 searches. Data last updated June 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$75 - $182

Route

Depart

Return

Price

Knoxville McGhee TysonChicago Midway

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Mon 7/1

Nonstop1h 34m

Chicago Midway

Fri 7/5

Nonstop1h 26m

$75

Knoxville McGhee TysonChicago Midway

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 6/28

Nonstop1h 34m

Chicago Midway

Mon 7/1

Nonstop1h 25m

$77

Knoxville McGhee TysonChicago Midway

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 6/28

Nonstop1h 34m

Chicago Midway

Mon 7/1

Nonstop1h 25m

$79

Knoxville McGhee TysonChicago Midway

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 10/4

Nonstop1h 33m

Chicago Midway

Mon 10/7

Nonstop1h 25m

$80

Knoxville McGhee TysonChicago Midway

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Mon 7/8

Nonstop1h 32m

Chicago Midway

Mon 7/15

Nonstop1h 26m

$83

Knoxville McGhee TysonChicago Midway

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Mon 7/8

Nonstop1h 32m

Chicago Midway

Mon 7/15

1 stop14h 25m

$138

Louisville IntlChicago Midway

SDF - MDW

SDFMDW

Louisville Intl

Sun 9/1

1 stop6h 16m

Chicago Midway

Wed 9/4

1 stop6h 00m

$156

Knoxville McGhee TysonChicago Midway

TYS - MDW

TYSMDW

Knoxville McGhee Tyson

Fri 8/9

1 stop24h 24m

Chicago Midway

Mon 8/12

1 stop14h 25m

$161

Nashville IntlChicago Midway

BNA - MDW

BNAMDW

Nashville Intl

Tue 7/9

Nonstop1h 35m

Chicago Midway

Thu 7/11

Nonstop1h 25m

$182

Flights are sorted by cheapest first

Deals found on 6/5

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

Best time to book a flight from Kentucky to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated June 6, 2024.
Read through reviews of airlines operating flights from Kentucky to Chicago, such as Allegiant Air, Delta and Frontier. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,918 reviews

Boarding

8.3

Food

7.3

Comfort

8.1

Overall

8.2

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.2
Very good
5,918 reviews
Southwest
8.2
Very good
5,918 reviews

Boarding

8.3

Food

7.3

Comfort

8.1

Overall

8.2

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
10,368 reviews
Southwest
8.2
Very good
5,918 reviews

Boarding

8.3

Food

7.3

Comfort

8.1

Overall

8.2

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

WestJet
7.5
Good
2,856 reviews
Southwest
8.2
Very good
5,918 reviews

Boarding

8.3

Food

7.3

Comfort

8.1

Overall

8.2

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Allegiant Air
7.5
Good
994 reviews
Southwest
8.2
Very good
5,918 reviews

Boarding

8.3

Food

7.3

Comfort

8.1

Overall

8.2

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Frontier
6.2
Okay
3,985 reviews
Southwest
8.2
Very good
5,918 reviews

Boarding

8.3

Food

7.3

Comfort

8.1

Overall

8.2

Entertainment

7.8

Crew

8.7

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Midway. 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 Midway Airport for under $100 on Cheapflights?

    Yes, there are multiple flights from Kentucky to Chicago Midway Airport for under $100. The cheapest flight booked recently is on Allegiant Air for just $75, but on average you can expect to pay $101.

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

    Cheapflights has at least 19 direct flights from Kentucky to Chicago Midway Airport under $100. A good price for a nonstop flight from Kentucky to Chicago Midway Airport is less than $104.

  • Are there last-minute flights available from Kentucky to Chicago Midway Airport for under $100?

    There are currently 20+ open flights from Kentucky to Chicago Midway Airport within the next 7 days for less than $100.

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

    One-way options have recently been found by users for as low as $40 on Allegiant Air. Other airlines that offer cheap prices include Delta from $78 and Frontier from $86 one-way.

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

    When deciding which route to take from Kentucky to Chicago Midway Airport consider Nashville Intl - Chicago Midway, Cincinnati Cinci./N. Kentucky - Chicago Midway or Louisville Intl - Chicago Midway as they are the most popular.

  • What does SDF to MDW mean?

    SDF stands for Louisville Intl Airport, while MDW stands for Chicago Midway Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Lexington Blue Grass Airport (LEX), Paducah Barkley Regional Airport (PAH), Owensboro Daviess County Airport (OWB) are other airports near this flight route and their unique identifiers/IATA codes.

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

    The amount of baggage you can bring on your Kentucky to Midway 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 Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Kentucky to Midway 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 Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Midway 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 Midway that allow pets onboard?

    Many airlines flying from Kentucky to Midway 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 Midway?

    Yes, you can often find last-minute deals on Kentucky to Midway 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 Midway Airport flight deals updated?

    The Kentucky to Chicago Midway Airport flight deals you see on this page were last updated on 6/6.

  • What is the cheapest month to book a flight from Kentucky to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from Kentucky to Chicago Midway Airport (average of $141). Flying from Kentucky to Chicago Midway Airport in July is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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

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Top 2 airlines flying from Kentucky to Midway

Discover the top 2 airlines that operate flights from Kentucky to Midway. 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 3,050,429 searches. Data last updated June 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$135Average$283FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$192Average$238FlexibilityNo cancel feeOn-time69%
Detroit to Los Angeles flights
Newark Airport to Mumbai flights
Denver to Phoenix flights
Phoenix to New York flights
Denver to Seattle flights
San Francisco to Seattle flights
Dallas to Cabo San Lucas flights
San Francisco to Las Vegas flights
Cleveland to Tampa flights
Las Vegas to Los Angeles flights
Los Angeles to Washington, D.C. flights
Kentucky to Melbourne flights

Search flights from Kentucky to Midway by cabin class

Find flights from Kentucky to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Kentucky to Midway

Find hourly flight availability from Kentucky to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 6, 2024.
1%of flight departuresEarly morningMidnight to 6 am
47%of flight departuresMorning6 am to noon
31%of flight departuresAfternoonNoon to 6 pm
21%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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