Cheap Flights from Chicago to Jackson

Compare Chicago to Jackson flight deals

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Flight deals from Chicago to Jackson Airport

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Jackson? Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Chicago to Jackson

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Jackson flights are currently cheapest in May.

Chicago to Jackson: Alternative routes

Compare routes from Chicago to Jackson below. You may find an airport to fly into that's cheaper, faster, or easier than Jackson.

Chicago to Jackson: Flight information

The things to know before you go.
Cheapest flight foundAED 718
Cheapest month to flyMay
Average flight time1 hr, 50 mins
Average flights per week6

Finding cheap flights from Chicago to Jackson: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Jackson is AED 718. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 50 minutes is the average flight time from Chicago to Jackson.
Currently, there are no airlines that fly direct from Chicago to Jackson. But we found flights with one stop from AED 718.
There are 6 flights per week flying from Chicago to Jackson, as of March 2026.
The cheapest month to fly from Chicago to Jackson is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Jackson Airport on Friday, May 15, 2026.
No airlines currently offer direct flights between Chicago and Jackson Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Jackson but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Jackson is around 40 days in advance, so don’t leave your flight to the last minute.

Traveling from Chicago to Mckellar-Sipes Regional Airport (MKL): What you need to know

  • Your trip gets off the ground at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Check out your options for booking a flight from Chicago to Mckellar-Sipes Regional Airport (MKL) leaving from either of these bases.

  • Take off on a direct Chicago to Mckellar-Sipes Regional Airport flight and you'll be in the air for an average of 1 hour 50 minutes.

  • Chicago and Jackson (where Mckellar-Sipes Regional Airport is located) share the UTC-5 timezone. That means you won't have to adjust your watch on arrival.

  • You can pick from 6 direct services a week between O'Hare International Airport (ORD) and Mckellar-Sipes Regional Airport (MKL). This is the busiest route, with Denver Air Connection offering a 12:40pm departure from ORD to MKL.

  • Get to the airport on time so you don't miss your flight from Chicago to MKL. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid any last-minute rush.

  • High season means busier airports, so show up even earlier. Give yourself at least two hours before a domestic flight and four hours for international journeys to stick to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • Get there in one go from O'Hare International Airport (ORD). Nonstop flights from Chicago to Mckellar-Sipes Regional Airport (MKL) operate from here.

  • When taking off from ORD, you can catch a direct flight from Chicago to Mckellar-Sipes Regional Airport with Denver Air Connection.

  • Denver Air Connection is the most frequently chosen airline for flights from ORD to MKL.

  • ORD is about 40 kilometers from central Chicago. If you're driving, catching a cab or ride-sharing from the center, it'll take 35 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the journey time to be around 55 minutes.

  • Planning to catch an early flight from Chicago to Mckellar-Sipes Regional Airport? Avoid the hassle of rushing to the terminal (and sneak in some extra snooze time) by staying at one of these hotels close to O'Hare International Airport:

  • When it comes to the on-time performance of O'Hare International Airport, 74.85% of flights arrive within the expected time frame.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Using public transport, you can travel from central Chicago to MDW in around 45 minutes. The airport is roughly 19 kilometers away, and making the trip by car takes approximately 20 minutes.

  • Want to treat yourself to an extra night away before your Chicago to MKL flight? Kick back in a hotel near Chicago Midway International Airport before your adventure officially starts. These stays are expecting you:

  • Chicago Midway International Airport has an on-time performance of 77.88%. This figure gives an insight into how frequently flights that depart from this airport arrive on time.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the center of Chicago, RFD is around 137 kilometers away. It takes roughly 1 hour 25 minutes to get there by car and 4 hours 15 minutes or so if you're on public transport.

  • Wake up, take it easy and still make your Chicago to Mckellar-Sipes Regional Airport flight without having to rush. These accommodation options near Chicago Rockford International Airport make it a breeze to get to the terminal if you're setting off early:

  • Airports have an on-time performance rating that measures how often flights arrive within the expected time frame. At RFD, that figure is 76.19%.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Mckellar-Sipes Regional Airport (MKL)

  • Once your flight from Chicago to Mckellar-Sipes Regional Airport has landed, unwind at a nearby hotel. DoubleTree by Hilton Hotel Jackson is a comfortable option just a short drive from MKL.

  • MKL is located at 308 Grady Montgomery Drive.

Getting from Mckellar-Sipes Regional Airport (MKL) to central Jackson

  • Central Jackson is about 10 kilometers from Mckellar-Sipes Regional Airport. Travel times by cab or car rental will vary based on traffic conditions, so do some research ahead of your trip.

  • If you're using public transport, expect a journey time of about 35 minutes.

How to find the cheapest flights from Chicago to Mckellar-Sipes Regional Airport (MKL)

  • AED 363 is the lowest price for a one-way ticket from Chicago to Mckellar-Sipes Regional Airport. Return flights start at AED 718. These fares can change depending on demand.

  • Don't leave everything to the last moment. You're more likely to find cheap flights from Chicago to MKL if you book early. Airlines often have some amazing early bird discounts.

  • If you have some flexibility with your trip dates, try using the 'Whole month' search tool. It'll show you the cheapest price across the month when searching for your Chicago to Mckellar-Sipes Regional Airport ticket.

  • You don't need to check every day to find out if fares have dropped when you create a Price Alert. We'll notify you the moment a better deal is available on flight tickets from Chicago to MKL.

  • Filters make it easier to scoop up a deal on your flight from Chicago to Mckellar-Sipes Regional Airport. Pick the departure times, airlines and number of stops that work for you. Then sort the results by 'Cheapest' to find the most affordable option fast.

The best time to fly from Chicago to Mckellar-Sipes Regional Airport (MKL)

  • It's time to decide your travel dates for your flight from Chicago to Mckellar-Sipes Regional Airport (MKL). May is the most popular month to visit Jackson. If you like your getaways a little more chill, head there in February.

  • Before locking in your Chicago to MKL flight ticket, consider what kind of weather works for you. July is the warmest month in Jackson, with temperatures ranging from 18ºC (64ºF) to 34ºC (93ºF).

  • Look for cheap tickets from Chicago to Mckellar-Sipes Regional Airport in January if you'd rather travel during cooler conditions. Temperatures are at their lowest then, ranging between -4ºC (25ºF) and 12ºC (54ºF).

More about Jackson

  • When it comes to looking for somewhere to rest your head, you'll find the most popular stays in Jackson right here. Explore these options as soon as you've booked your flight from Chicago to Mckellar-Sipes Regional Airport:

  • There are so many things to do and see in this city, it can be difficult to know where to start. Rusty's TV and Movie Car Museum, Casey Jones Village and Legends of Tennessee Music Museum at the Carnegie are popular attractions which should feature on any well-planned Jackson itinerary.

Explore more of the United States

  • Memphis is just one of the many cities in the United States waiting to be explored once you've seen the sights of Jackson. Around 113 kilometers away to the south-west, top sights here include Elvis Presley’s Memphis, Elvis Presley's Home and National Civil Rights Museum.

  • Another favorite stop in the United States, New South Memphis is located about 121 kilometers south-west of Jackson. Set aside time for highlights including Big River Crossing.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.