Cheap Flight Deals From Louisville (SDF) to Chicago (CHI) Starting at $61

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This Weekend's Flight Deals from Louisville to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 30 - Thu, Oct 5
LEX
Blue Grass
ORD
O'Hare Intl.
$382 Roundtrip, found 1 day ago
$382
Roundtrip
found 1 day ago
Select United flight, departing Sat, Sep 30 from Blue Grass to O'Hare Intl., returning Thu, Oct 5, priced at $382 found 1 day ago
Fri, Sep 29 - Sun, Oct 1
LEX
Blue Grass
MDW
Midway Intl.
$467 Roundtrip, found 2 days ago
$467
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Sep 29 from Blue Grass to Midway Intl., returning Sun, Oct 1, priced at $467 found 2 days ago
Sun, Oct 1 - Tue, Oct 3
SDF
Louisville Intl.
ORD
O'Hare Intl.
$494 Roundtrip, found 22 hours ago
$494
Roundtrip
found 22 hours ago
Select United flight, departing Sun, Oct 1 from Louisville Intl. to O'Hare Intl., returning Tue, Oct 3, priced at $494 found 22 hours ago
Sat, Sep 30 - Sat, Oct 7
SDF
Louisville Intl.
MDW
Midway Intl.
$502 Roundtrip, found 2 days ago
$502
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 30 from Louisville Intl. to Midway Intl., returning Sat, Oct 7, priced at $502 found 2 days ago

Airfares from $61 One Way, $121 Round Trip from Louisville to Chicago

Prices starting at $121 for return flights and $61 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 17 - Mon, Oct 23
SDF
Louisville
ORD
Chicago
$121 Roundtrip, found 20 hours ago
$121
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Tue, Oct 17 from Louisville to Chicago, returning Mon, Oct 23, priced at $121 found 20 hours ago
Tue, Oct 17 - Thu, Oct 19
SDF
Louisville
ORD
Chicago
$128 Roundtrip, found 20 hours ago
$128
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Tue, Oct 17 from Louisville to Chicago, returning Thu, Oct 19, priced at $128 found 20 hours ago
Tue, Nov 7 - Fri, Nov 10
SDF
Louisville
ORD
Chicago
$130 Roundtrip, found 3 days ago
$130
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Nov 7 from Louisville to Chicago, returning Fri, Nov 10, priced at $130 found 3 days ago
Tue, Oct 17 - Fri, Oct 20
SDF
Louisville
ORD
Chicago
$137 Roundtrip, found 20 hours ago
$137
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Tue, Oct 17 from Louisville to Chicago, returning Fri, Oct 20, priced at $137 found 20 hours ago
Wed, Oct 25 - Sat, Nov 4
LEX
Lexington
ORD
Chicago
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Oct 25 from Lexington to Chicago, returning Sat, Nov 4, priced at $148 found 6 days ago

More About Flying To Chicago from Louisville

Route Information for Flights from Louisville to Chicago

Origin Airport IATA Code
SDF
Destination Airport IATA Code
CHI
Distance
285 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Emirates, Copa Airlines, United Airlines, Alaska Airlines, Royal Jordanian, Iberia, ANA, Lufthansa, British Airways
Earliest Flight Arrival
10:58AM UTC
Latest Flight Arrival
10:26PM UTC

Travel from Louisville to Chicago

If you’re planning a trip from traditional and homey Louisville to bustling and hectic Chicago, look no further than Orbitz.com. Find bargain flights from Louisville to Chicago, schedule an exciting itinerary on a budget, and book economical accommodation in the area.

Departing Louisville

The Louisville International Airport, just over five miles from downtown Louisville, services the majority of Kentucky’s civil and military communities. Most people travel to the airport via bus or train, though this generally necessitates some degree of walking. For those searching for a more comfortable ride, private door-to-door taxi services are also readily available. The airport offers parking spaces for travelers who drive to the airport, with charges between $9 and $13 per day.

The Attractions of Chicago

Upon arriving at the O’Hare International Airport in Chicago, you’ll have the opportunity to select a quick meal from one of the many vendors. The airport offers a variety of taxis and shuttles that will, at a small fee, take you where you need to go. If you have reservations at a hotel or resort, you’ll likely be provided with complimentary transport to your accommodation. The Windy City’s primary attractions are its shopping districts and eateries, both among the best in the world. When packing for your trip, remember to bring spending money so that you can enjoy these delights in their fullness. Chicago experiences a humid and temperate climate, characterized by four distinct seasons. Summers are moist and hot, with temperatures generally rising over 80 °F, while winters are almost invariably windy and below freezing. Ideally, you should pack for Chicago based on the season: summers will necessitate light clothing, while winters will require multiple layers and thick sweaters.

Planning Your Trip

Preparing your holiday doesn’t have to be a stressful affair with Orbitz.com. By booking your flights from Louisville to Chicago and finding economical accommodation, Orbitz.com can save you time and money.

Frequently asked questions

Am I able to catch a flight from Louisville to Chicago now?
Our Covid-19 Travel Advisor can answer all your questions about quarantine and travel restrictions when taking a plane flight from Louisville to Chicago.
Are there non-stop flights from Louisville to Chicago?
Yes, there are two airlines that offer nonstop flights from Louisville Muhammad Ali Intl. Airport to ORD. Search for a bargain fare and reserve your favorite seat with United Airlines or American Airlines.
What is the shortest flight from Louisville to Chicago?
The journey from Louisville to Chicago can be as fast as 2 hours and 37 minutes. With a short and sweet flight time like this, why not book an impulsive getaway?
What airlines fly from Louisville to Chicago most frequently?
There are two airlines offering the most frequent flights from SDF to Chicago, IL (ORD-O’Hare Intl.), including United Airlines (UA). Popular with travelers, it operates 152 flights on this route every month. Alternatively, book your favorite aisle (or window) seat with American Airlines (AA). You’ll have 112 monthly flights between Louisville and Chicago to select from with this company.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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.