Cheap Flights from Jackson-Evers International to Chicago

Compare Jackson-Evers International to Chicago flight deals

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Flight deals from Jackson-Evers International to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Jackson-Evers International Airport to Chicago? If you want to travel next month, round-trip fares start from AED 1,307. Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Jackson-Evers International to Chicago

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

Alternative Jackson-Evers International to Chicago routes

Looking for the cheapest, fastest or easiest route from Jackson-Evers International to Chicago? You could fly into the following airports instead.

Jackson to Chicago: Flight information

The things to know before you go.
Cheapest flight foundAED 556
Cheapest month to flyOctober

Finding cheap flights from Jackson-Evers International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Jackson-Evers International to Chicago is AED 1,140. 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.
Currently, there are no airlines that fly direct from Jackson-Evers International to Chicago. But we found flights with one or more stops from AED 1,146.
There are no flights flying from Jackson-Evers International to Chicago, as of June 2026.
The cheapest month to fly from Jackson-Evers International to Chicago is usually November.
If you're flying from Jackson-Evers International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from AED 1,140.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Jackson-Evers International Airport to Chicago on Friday, November 13, 2026.
No airlines currently offer direct flights between Jackson-Evers International Airport and Chicago. 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Delta offers the cheapest flight tickets to Chicago.

Flying from Jackson-Medgar Wiley Evers International Airport (JAN) to Chicago: what you need to know

  • Chicago's timezone is UTC-6, which is the same as Jackson (the location of Jackson-Medgar Wiley Evers International Airport).

  • For a smooth journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This leaves you with plenty of time to catch your JAN to Chicago flight.

  • You can expect longer lines in popular months such as July. Arriving up to four hours ahead of international flights and two hours for domestic departures is a wise move.

  • Located around 10 kilometers from central Jackson, JAN can be reached in about 20 minutes by car. Traveling on public transport takes roughly 45 minutes.

  • Have an early flight from Jackson-Medgar Wiley Evers International Airport to Chicago? Avoid the stress of rushing to the terminal (and catch some extra z's) by choosing one of these stays close to JAN:

  • Of the departures from Jackson-Medgar Wiley Evers International Airport, 79% land on schedule at their destination.

  • You'll find JAN at 100 International Drive, Suite 300.

How to find the cheapest flights from Jackson-Medgar Wiley Evers International Airport (JAN) to Chicago

  • AED 556 is the cheapest price we've found for a one-way Jackson-Medgar Wiley Evers International Airport to Chicago flight. A round-trip ticket right now is AED 1,146. Depending on when you want to go and the availability, these fares may change.

  • To find cheap flights from JAN to Chicago, book in advance. Airlines generally offer lower prices when tickets are first released.

  • If you're willing to be flexible with your trip dates, use the 'Whole month' tool. It'll give you the lowest price across every month when looking for your Jackson-Medgar Wiley Evers International Airport to Chicago ticket.

  • Snapping up a cheap flight from JAN to Chicago is easy with Price Alerts. All you need to do is create one of these automatic notifications and we'll get in touch as soon as a lower fare pops up.

  • Save money on your flight from Jackson-Medgar Wiley Evers International Airport to Chicago with the help of our filters. Choose your ideal duration, departure time and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometers. It'll take you around 30 minutes to get to the center driving.

  • Traveling on public transport will take you around 45 minutes.

  • The last thing you need is a lengthy journey to your hotel if you're getting in late on a flight from Jackson-Medgar Wiley Evers International Airport to Chicago. Book one of these accommodation options near ORD instead:

  • Reserving your vehicle from Chicago O'Hare International Airport around four weeks before your flight from JAN to Chicago can help you secure the lowest rate.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 16 kilometers from the center of Chicago. After your flight from Jackson-Medgar Wiley Evers International Airport to Chicago, it'll take you around 25 minutes to get to the heart of the city in a cab or ride-share.

  • If you choose to travel on public transport, the journey will take you 30 minutes or so.

  • Following your JAN to Chicago flight, tuck yourself in at a hotel close to MDW. These are some great options that'll help you sink into relaxation mode:

  • Snap up the best price by securing your ride from MDW four weeks in advance. You can also expect to have a wider range of vehicles.

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from Jackson-Medgar Wiley Evers International Airport to Chicago and go straight to your hotel or jump right into sightseeing. Central Chicago is around 145 kilometers from Chicago Rockford International Airport (RFD) and usually takes 1 hour 40 minutes to reach driving.

  • Public transport can get you there in roughly 2 hours.

  • Enjoy a low-stress, comfortable start to your trip by choosing a hotel near RFD after your JAN to Chicago flight. Rest up after a long day of travel or simply give yourself time to find your footing in a new city at:

  • If you're looking for a specific type of vehicle, booking early increases your chances of getting your first choice. Reserve your ride from RFD a couple of weeks ahead of your flight from Jackson-Medgar Wiley Evers International Airport to Chicago.

  • Chicago Rockford International Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • July is the most popular month for flights from Jackson-Medgar Wiley Evers International Airport to Chicago. To skip the crowds, plan your trip to Chicago in January.

  • Before booking a Jackson-Medgar Wiley Evers International Airport to Chicago plane ticket, think about the kind of weather forecast you're hoping for. July is the warmest month in Chicago, with temperatures ranging from 16ºC (61ºF) to 28ºC (82ºF).

  • Look for cheap tickets from JAN to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

  • Once you've booked your flight from Jackson-Medgar Wiley Evers International Airport to Chicago, find a hotel that offers both comfort and a great location. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to see and do in this city it can be tricky to work out where to begin. Art Institute of Chicago, Millennium Park and Willis Tower are top sights which should feature on any well-planned Chicago itinerary.

Explore more of the United States

  • Columbus is just one of the many cities in the United States waiting to be discovered once you've seen Chicago. Around 451 kilometers away to the southeast, its top attractions include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theater.

  • Indianapolis is another must-experience destination in the United States and is around 257 kilometers southeast of Chicago. No trip is complete without visiting Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.