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Selected fares from Jackson to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Jackson to Chicago

Origin Airport IATA Code JAN
Destination Airport IATA Code MDW
Flight Price $516
Distance 1,067 km

Jackson (JAN) to Chicago (CHI)

What?! A trip to Chicago! You'll be needing a flight from Jackson. Well, unless you'd rather hoof it. And although we agree walking is great exercise, you probably want to get there before the year's end. Luckily, you found us. We can get you an awesome deal on your flight from JAN to CHI.

How do I get the best price on my ticket fromJackson to Chicago?

We've been doing this for years, which means getting that great deal on a Chicago flight is easy-peasy. You can pocket that extra cash for more than just getting from point A to point B with a little know-how.

Which days of the week are cheapest to fly?

With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:

  • Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. So, get on while the getting is good.
  • Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your holiday by a day and increase your savings.
  • Monday through Thursday—If you're flying internationally, deals are often available when departing these days.

Can staying the weekend get me a cheaper ticket?

If you stay through the weekend, generally that return ticket to JAN can be cheaper since you'll be leaving earlier in the week. All those business travelers have less elastic itineraries, so that means more savings for you. We are all for that!

Can you save while traveling during the off-peak season?

There's good reason that many people travel during certain times of the year -- they want to enjoy incredible weather. Summertime is when Europe, Hawaii, and Alaska are at their most popular. Florida, New Orleans, and Southern California are the most popular in springtime. Feeling the bitter cold? Well, the Caribbean Islands and Mexico can warm you up. Unless you're a ski bum -- then places like Colorado will be your winter wonderland. During fall, Northern California, the Pacific Northwest, and New England draw visitors. If you can plan your trip around these peak seasons, you'll not only save money, but you'll typically avoid the crowds. Win-win in our books.

Is that the lowest price?

There are a lot of others that are looking for a superb price on a ticket from Jackson to Chicago. You could miss out on your opportunity to dial in the time and the flight you wanted.

Are there any other ways to save on my flight to Chicago?

The Hotwire Hot Rate is for travelers who have a lot of flexibility in their travel plans. You can get one of the best rates on your flight from Jackson (JAN) to Chicago (CHI). After your purchase, you'll get the time and name of the airline, but with a little risk you can get huge savings.

Book today

Use our guide before you book your upcoming flight from Jackson to Chicago. You may have enough coin back in your hand to add something that makes this holiday extra exciting ... or you can pocket the savings and put it toward your next trip out of Jackson.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 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.