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This Weekend's Flight Deals 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.

Fares from $107 One Way, $255 Round Trip from Jackson to Chicago

Prices starting at $255 for return flights and $107 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.

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More About Flying To Chicago from Jackson

Route Information for Flights from Jackson to Chicago

Origin Airport IATA CodeJAN
Destination Airport IATA CodeCHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Flights Review

Feb 25, 2018

Bags arrived early that was great.

Flights from Jackson to Chicago

Jackson-Medgar Wiley Evers International Airport

Planning a trip on a budget is easy with Orbitz.com, which can help travelers locate cheap flights from Jackson. The Jackson-Medgar Wiley Evers International Airport is located nine miles from downtown Jackson, Mississippi on International Drive. Five airlines provide service to the airport, including American Eagle, Delta, United, US Airways and Southwest Airlines.

Parking at the Airport

Jackson-Medgar Wiley Evers International Airport offers a variety of parking options. The parking garage is located adjacent to the main terminal. The surface lot is adjacent to the parking garage, and both lots charge fees by the day. The cell phone lot is available on a first-come, first-served basis and is free for those dropping off and picking up passengers. The long-term lot is located on South Hangar Drive at discount prices. Courtesy shuttle services are provided from the long-term lot to the main terminal every 15 minutes.

Transportation to the Airport

Orbitz.com provides assistance in locating cheap rental car services in the Jackson area. The rental car counter is located on the first floor of terminal one for convenient drop-off service. Several taxis provide metered services to and from the airport, including Citicab, Deluxe and Yellow Cab. Limos can be rented by the hour or by the day, and the city bus system offers rides to the airport from various locations throughout the city.

Restaurants at Jackson-Medgar Wiley Evers International Airport

For passengers who want a snack or a quick cup of coffee before their flight, Starbucks offers a variety of blended coffees and pastry items. In Jackson, the Mayflower café provides a sit-down breakfast menu for those who prefer a quick meal. Orbitz.com can help locate cheap flights from Jackson.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Jackson to Chicago - Frequently Asked Questions

Are there non-stop flights from Jackson to Chicago?

United Airlines flies nonstop from Jackson to Chicago, so all you need to do is sit back and relax until you touchdown at Chicago, IL (ORD-O'Hare Intl.).

What is the shortest flight from Jackson to Chicago?

Keep that binge-watch you had planned for the hotel room, because the trip from Jackson to Chicago can be as quick as 2 hours and 11 minutes.

What airlines fly from Jackson (and vicinity) to Chicago (and vicinity) most frequently?

United Airlines has the most flights along this route. This trusted airline operates 20 flights from Jackson, MS Airport (JAN-Evers Intl.) to Chicago, IL Airport (ORD-OHare Intl.) each month.

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 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. 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 the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2019. Savings are subject to change based on departure location, date and destination.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.