$62 Cheap Flights from Jackson (MKL) to Chicago (ORD)

View $62 flight on Sat, Dec 6, 2025Opens in a new window

Popular airlines from Jackson, TN (MKL-McKellar-Sipes Regional) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Jackson to Chicago (MKL-ORD)

Prices were available within the past 7 days and start at $62 for one-way flights and $124 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, Dec 7 - Sun, Dec 14
MKL
Jackson
ORD
Chicago
$124 Roundtrip, just found
$124
Roundtrip
just found
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Dec 7 from Jackson to Chicago, returning Sun, Dec 14, priced at $124 just found
KEY LIME AIR DBA DENVER AIR CONNECTION
Sat, Feb 28 - Mon, Mar 9
MKL
Jackson
ORD
Chicago
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sat, Feb 28 from Jackson to Chicago, returning Mon, Mar 9, priced at $139 found 4 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Mon, Mar 16 - Thu, Mar 19
MKL
Jackson
ORD
Chicago
$154 Roundtrip, found 14 hours ago
$154
Roundtrip
found 14 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Mon, Mar 16 from Jackson to Chicago, returning Thu, Mar 19, priced at $154 found 14 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Thu, Dec 4 - Thu, Dec 11
MKL
Jackson
ORD
Chicago
$158 Roundtrip, just found
$158
Roundtrip
just found
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Dec 4 from Jackson to Chicago, returning Thu, Dec 11, priced at $158 just found
KEY LIME AIR DBA DENVER AIR CONNECTION
Fri, Dec 19 - Sun, Dec 21
MKL
Jackson
ORD
Chicago
$173 Roundtrip, found 19 hours ago
$173
Roundtrip
found 19 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Dec 19 from Jackson to Chicago, returning Sun, Dec 21, priced at $173 found 19 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, Feb 22 - Mon, Mar 9
MKL
Jackson
ORD
Chicago
$178 Roundtrip, found 3 hours ago
$178
Roundtrip
found 3 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Feb 22 from Jackson to Chicago, returning Mon, Mar 9, priced at $178 found 3 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, Mar 29 - Mon, Apr 13
MKL
Jackson
ORD
Chicago
$199 Roundtrip, found 3 hours ago
$199
Roundtrip
found 3 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Mar 29 from Jackson to Chicago, returning Mon, Apr 13, priced at $199 found 3 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Tue, Dec 16 - Mon, Dec 22
MKL
Jackson
ORD
Chicago
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Tue, Dec 16 from Jackson to Chicago, returning Mon, Dec 22, priced at $204 found 5 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sat, Nov 29 - Wed, Dec 3
MKL
Jackson
ORD
Chicago
$218 Roundtrip, found 19 hours ago
$218
Roundtrip
found 19 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sat, Nov 29 from Jackson to Chicago, returning Wed, Dec 3, priced at $218 found 19 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Thu, Dec 11 - Fri, Dec 12
MKL
Jackson
ORD
Chicago
$223 Roundtrip, just found
$223
Roundtrip
just found
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Dec 11 from Jackson to Chicago, returning Fri, Dec 12, priced at $223 just found

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Flights from Jackson (MKL) to Chicago (ORD)
Origin airport
McKellar-Sipes Regional
Destination airport
O'Hare Intl.
Airlines serving
KEY LIME AIR DBA DENVER AIR CONNECTION
Roundtrip price
$124
Distance
443 mi
Average flight time
1 hour 40 mins

Jackson to Chicago Flights

The cheapest times to fly from Jackson to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Jackson to Chicago are during the month of December. You can find some of the cheapest flights from Jackson to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Jackson to Chicago

Sunday is one of the best days to book for cheap flights from Jackson to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Jackson to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Jackson to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $62 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Jackson to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Jackson to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $62 or cheap return flight from $124 from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
Planning your getaway for December may help you find better deals, as it's the cheapest month for flights between MKL and ORD. You'll usually find the lowest fares during off-peak months.
Which airlines fly direct from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
Fly directly from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD) on a Denver Air Connection flight.
What is the cheapest airline that flies from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline flying from MKL to ORD, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
On average you can take your pick of 6 direct flights each week from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD). For more options, consider flights with layovers. Enter your dates on Expedia and then set the filter tool to include one or two stops.
What are the most popular departure times for flights from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
The 11 AM departures from MKL to ORD are the most sought after. Prices can be higher for these popular slots. If you want to save on your fare, book during off-peak hours.
What day of the week has the most flights from MKL to ORD?
If you jet off on a Friday, you'll get the largest range of choices for flights from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD).
What is the earliest flight from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
The first flight of the day jetting off from McKellar-Sipes Regional Airport (MKL) is at around 11:15AM UTC-6. Board this plane and you'll touch down at O'Hare Intl. Airport (ORD) at approximately 12:55PM UTC-6. The entire trip takes 1h 40m.
How long does it take to fly from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
Typically, it takes 1 hour and 40 minutes to cover the 440 mi from MKL to ORD.
What is the best time to fly from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD) route, aim to fly before 3 PM. Later departures have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from McKellar-Sipes Regional Airport (MKL)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from McKellar-Sipes Regional Airport (MKL). Consider your options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your departure to book a ticket from MKL to ORD generally means paying more. Although you may find some last-minute deals, they aren't always guaranteed. Be flexible with your itinerary for the best chance of snagging a bargain.
Is it cheaper to book a MKL to ORD flight and hotel package?
Securing a MKL to ORD flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Select from our wide range of accommodations and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from McKellar-Sipes Regional Airport (MKL) to O'Hare Intl. Airport (ORD)?
Typically, you can modify or cancel your MKL to ORD flight. However, there may be additional fees, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's fees and rules on flight changes, or if you want more information, visit our Customer Service portal.

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*Available to One Key members.