Cheap flights from Kentucky to Chicago from $68
This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Chicago departing on 6/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Allegiant Air flights from Kentucky to Chicago Midway Airport
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Delta flights from Kentucky to Chicago Midway Airport
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How to get the cheapest flight ticket from Kentucky to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago Midway Airport?
The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Kentucky, with most prices found around $197. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Kentucky during the month May is also very affordable. Most momondo users find prices during this month for around $211.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Kentucky. The lowest ticket price found for a Tuesday departure recently was $386. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Kentucky because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $461.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Kentucky at noon is the least expensive time of day to depart. momondo users have found prices as low as $384 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $448. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Kentucky to Chicago Midway flight route?
Fly from Louisville Intl to Chicago Midway for the best Kentucky - Chicago Midway flight prices
How many flights depart from Kentucky to Chicago Midway Airport on average per day?
As of May 2025, there are 7 flights per day flying from Kentucky to Chicago Midway Airport. The most common time of day flights depart is 6:00AM, with 35% of flights taking off at noon.
How many flights depart from Kentucky to Chicago Midway Airport on average per week?
The number of flights available between Kentucky and Chicago Midway Airport is 52 per week as of May 2025. The most frequent departure day is Mon, with 19% of weekly flights leaving on this day.
Cheap Kentucky to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Kentucky to Chicago Midway Airport
When did momondo last update prices for flights from Kentucky to Chicago Midway Airport?
Prices for flights from Kentucky to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Kentucky to Chicago Midway Airport?
As of May 2025, there are 3 operators available to choose from for flights from Kentucky to Chicago Midway Airport.
How old do you have to be to fly from Kentucky to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Kentucky to Chicago Midway Airport?
momondo data reveals that the most frequently booked plane model on the route from Kentucky to Chicago Midway Airport is Embraer 170, representing 14.74% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 13.60%, Boeing 737-700 Passenger/BBJ1 (winglets) at 13.60%, and Embraer 175 at 11.82%.
Best airlines flying from Kentucky to Chicago Midway Airport
Compare and see reviews for airlines that fly from Kentucky to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $135 | Free Cancellation | Rating 8.0 7,934 reviews | |||
| PriceFrom $172 | Free Cancellation | Rating 8.0 4,294 reviews |
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Why should I use momondo to find a flight deal from Kentucky to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Kentucky to Chicago for you.
Can I find flights from Kentucky to Chicago with flexible booking policies on momondo?
All flight searches from Kentucky to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Kentucky to Chicago?
momondo helps you find the best flight between Kentucky and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Kentucky to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Kentucky and alert you when they change.