$127 Cheap Flights from Chicago (ORD) to Jackson (MKL)

View $127 flight on Sat, Sep 19, 2026Opens in a new window

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

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Cheap Flights from Chicago to Jackson (ORD-MKL)

Prices were available within the past 7 days and start at $127 for one-way flights and $254 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

KEY LIME AIR DBA DENVER AIR CONNECTION
Thu, Jul 9 - Sun, Jul 12
ORD
Chicago
MKL
Jackson
$254 Roundtrip, found 2 hours ago
$254
Roundtrip
found 2 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Jul 9 from Chicago to Jackson, returning Sun, Jul 12, priced at $254 found 2 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sat, Jul 11 - Sat, Jul 18
ORD
Chicago
MKL
Jackson
$285 Roundtrip, found 15 hours ago
$285
Roundtrip
found 15 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sat, Jul 11 from Chicago to Jackson, returning Sat, Jul 18, priced at $285 found 15 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Mon, Jul 13 - Sun, Jul 19
ORD
Chicago
MKL
Jackson
$290 Roundtrip, found 5 days ago
$290
Roundtrip
found 5 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Mon, Jul 13 from Chicago to Jackson, returning Sun, Jul 19, priced at $290 found 5 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, Jun 28 - Sun, Jul 5
ORD
Chicago
MKL
Jackson
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Jun 28 from Chicago to Jackson, returning Sun, Jul 5, priced at $305 found 3 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, Jun 28 - Sat, Jul 4
ORD
Chicago
MKL
Jackson
$310 Roundtrip, found 5 days ago
$310
Roundtrip
found 5 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Jun 28 from Chicago to Jackson, returning Sat, Jul 4, priced at $310 found 5 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Fri, Jul 3 - Sun, Jul 5
ORD
Chicago
MKL
Jackson
$316 Roundtrip, found 13 hours ago
$316
Roundtrip
found 13 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Fri, Jul 3 from Chicago to Jackson, returning Sun, Jul 5, priced at $316 found 13 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sat, Jun 27 - Tue, Jul 7
ORD
Chicago
MKL
Jackson
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sat, Jun 27 from Chicago to Jackson, returning Tue, Jul 7, priced at $321 found 5 days ago
Delta
Sat, Aug 8 - Sun, Aug 9
ORD
Chicago
MKL
Jackson
$350 Roundtrip, found 6 days ago
$350
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Aug 8 from Chicago to Jackson, returning Sun, Aug 9, priced at $350 found 6 days ago
American Airlines
Fri, Oct 2 - Sun, Oct 4
ORD
Chicago
MKL
Jackson
$394 Roundtrip, found 5 days ago
$394
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Oct 2 from Chicago to Jackson, returning Sun, Oct 4, priced at $394 found 5 days ago
United
Fri, Dec 4 - Sun, Dec 6
ORD
Chicago
MKL
Jackson
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select United flight, departing Fri, Dec 4 from Chicago to Jackson, returning Sun, Dec 6, priced at $395 found 1 day ago

Alternative airports near Jackson

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to McKellar-Sipes Regional MKL. Cheapest and Closest option available. Average driving time to city center is 11 minutes. Flights from $316
MKL
McKellar-Sipes Regional
CheapestClosest
Average driving time to city center11 min
Flights from $316

What you need to know for your flight from O'Hare Intl. to McKellar-Sipes Regional

Chicago (ORD) to Jackson (MKL) at a glance

Embark on a journey from Chicago's O'Hare International Airport (ORD) to Jackson's McKellar-Sipes Regional Airport (MKL) with a range of airlines offering convenient domestic short-haul flights. Explore various options from full-service carriers to find the itinerary that aligns with your budget and travel schedule as you delve into Jackson's renowned attractions and neighborhoods. Here, you'll find essential details for flights from Chicago to Jackson, including flight times and other key information.

  • Fastest flight duration: around 1h 45m non-stop
  • Route distance: roughly 450 miles (725 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $80–$205, depending on seasonality and how far ahead you book

Flights from O'Hare International Airport (ORD) to McKellar-Sipes Regional Airport (MKL)

Based on the latest traveler bookings, here are the top airlines favored for non-stop flights from Chicago to Jackson. These options allow you to easily compare prices, total travel times, and cabin classes to craft the ideal itinerary that suits your needs.

  • Key Lime DBA Denver Air Connection: This comprehensive airline provides non-stop flights, with one-way fares generally falling between $80 and $205. It operates nearly all departures on this route, with an overall travel duration of 1 hour and 45 minutes.

Best time to fly from Chicago (ORD) to Jackson (MKL)

The most popular months for travelers flying from Chicago to Jackson are January, March, and October, when peak temperatures in Jackson reach up to 62.1°F in October. If you prefer quieter travel, consider May, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 68.7°F. For better deals, December usually offers the lowest average one-way fare around $103. Flight availability peaks in January, February, March, April, May, June, July, August, September, October, November, and December, with approximately 7 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: December usually offers good deals with average one-way fare around $103, roughly 23% cheaper than the yearly average.
  • Another budget-friendly time to fly: January typically offers an average one-way fare of around $118.
  • Most flight options: January, February, March, April, May, June, July, August, September, October, November, and December have the highest number of flights from Chicago to Jackson, with approximately 7 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January38.8°F (3.8°C)Slightly High7$118
February42.8°F (6.0°C)Average7$131
March51.6°F (10.9°C)Slightly High7$151
April59.7°F (15.4°C)Average7$141
May68.7°F (20.4°C)Slightly Low7$137
June77.2°F (25.1°C)Average7$143
July79.7°F (26.5°C)Average7$133
August78.3°F (25.7°C)Average7$149
September73.2°F (22.9°C)Slightly Low7$138
October62.1°F (16.7°C)Slightly High7$136
November50.4°F (10.2°C)Slightly Low7$139
December44.1°F (6.7°C)Average7$103

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Chicago (ORD) to Jackson (MKL)

  • Chicago to Jackson (MDW-MKL): Midway International Airport (MDW) is located approximately 16 miles from O'Hare International Airport (ORD).

How to find the best prices for flights from Chicago (ORD) to Jackson (MKL)

Getting some of the best deals on flights from Chicago to Jackson is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually found when booking within two weeks, which is also when most travelers make their reservations. Departures in the afternoon (12 p.m. to 6 p.m.) tend to be less expensive and are the most popular flight times. Additionally, flying on Wednesday generally offers lower prices, although Friday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Jackson hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at McKellar-Sipes Regional Airport from O'Hare International Airport

Jackson welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. Here's how to reach Jackson efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Jackson, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from McKellar-Sipes Regional Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at McKellar-Sipes Regional Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) cost?
You can find cheap one-way flights from $127 and cheap return flights from $254 Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) with Expedia. One-way flights typically cost between $124 and $1285, and return flights often range between $158 and $758. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
The cheapest month to fly from ORD to MKL is July when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
Key Lime Air operates around 7 direct flights from ORD to MKL every week.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
Key Lime Air is one of the cheapest airlines offering nonstop flights from Chicago, IL (ORD) to Jackson, TN (MKL) with round-trip tickets starting from around $207. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
The best airline to fly with from Chicago, IL (ORD) to Jackson, TN (MKL) will differ from traveler to traveler. If you like to fly early, Key Lime Air offers early morning flights. If price is the most important factor, Key Lime Air typically offers the lowest fares. United offers the most daily flights from ORD to MKL, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
On average, there are around 1 nonstop flights per day from O'Hare Intl. (ORD) to McKellar-Sipes Regional (MKL). For more options, look at flights that include layovers.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
The earliest flight from O'Hare International Airport (ORD) in Chicago to McKellar-Sipes Regional Airport (MKL) usually leaves at around 5:20 AM. This seasonal service is operated by Delta and Key Lime Air, allowing you to get an early start on your trip to Jackson. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
The most popular departure times for flights from O'Hare Intl. (ORD) to McKellar-Sipes Regional (MKL) are from noon to 3pm. About 28% of passengers prefer this time window. Key Lime Air offers flights during this period. This timing works well because it allows travelers to have a relaxed morning before heading to the airport.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
A nonstop flight from ORD to MKL typically takes around 1 hour 50 minutes, covering approximately 444 miles. Connecting flights on this route usually add 3 hours 40 minutes to your travel time. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
Select the "Business class" and "First class" filters when looking for ORD to MKL flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Jackson from O'Hare Intl. (ORD)?
From O'Hare Intl. (ORD), you can fly into McKellar-Sipes Regional (MKL) and Evers Intl. (JAN) in Jackson. Some flights may connect through major hubs like Liberty Intl. (EWR), Philadelphia Intl. (PHL), Nashville Intl. (BNA) before reaching Jackson. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays 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 Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Jackson, TN (MKL-McKellar-Sipes Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
McKellar-Sipes Regional
Airlines serving
KEY LIME AIR DBA DENVER AIR CONNECTION
Roundtrip price
$254
Distance
443 mi
Average flight time
1 hour 50 mins

Book with confidence

Chicago to Jackson Flights

The cheapest times to fly from Chicago to Jackson

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 Chicago to Jackson are during the month of July. You can find some of the cheapest flights from Chicago to Jackson with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Jackson

Sunday is one of the best days to book for cheap flights from Chicago to Jackson: 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 Chicago to Jackson

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 Chicago to Jackson in 2026. You can also book with separate airlines for your outbound and return journeys, from $127 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 Chicago to Jackson 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 Chicago to Jackson 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.

 

Chicago to Jackson Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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