JAN - CHI

$129 Find Cheap Flights from Jackson to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$227
Typical prices: $379-$562
American Airlines
Wed 11/14Wed 11/21
JAN - ORD • 1 stop
Cheapest one-way
$129
Typical prices: $258-$388
Delta
Mon 11/26
JAN - ORD • 1 stop
Nonstop flights
There are currently no direct flights between Jackson and Chicago. You'll need to take a connecting flight to reach the destination.
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Top routes
Cheapest • 4% average savings
Most popular
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When to travel
Cheapest • 17% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $414 (round-trip)
Shortest trip • 4h 58m (one-way)
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Flight Deals

Cheap Flights from Jackson to Chicago (JAN-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jackson to Chicago

Sat, Nov 14 - Sat, Nov 21
American Airlines Logo
6:00 am - 11:00 amJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
5h 00m1 stop Charlotte Douglas
American Airlines Logo
5:59 pm - 11:59 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
6h 00m1 stop Dallas/Fort Worth
$227American Airlines
Wed, Dec 9 - Mon, Dec 14
Delta Logo
7:54 am - 12:04 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:28 am - 4:24 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 56m1 stop Atlanta Hartsfield-Jackson
$242Delta
Mon, Dec 7 - Wed, Dec 9
Delta Logo
1:24 pm - 8:53 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
7h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:16 pm - 11:05 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
4h 49m1 stop Atlanta Hartsfield-Jackson
$242Delta
Sat, Nov 14 - Mon, Nov 16
American Airlines Logo
12:15 pm - 6:29 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
6h 14m1 stop Dallas/Fort Worth
American Airlines Logo
4:40 pm - 10:43 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
6h 03m1 stop Charlotte Douglas
$242American Airlines
Mon, Dec 7 - Wed, Dec 9
Southwest Logo
6:30 am - 3:30 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
9h 00m2 stops Houston Hobby Lambert-St Louis
Southwest Logo
6:40 am - 12:30 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$247Southwest
Mon, Dec 7 - Wed, Dec 9
Southwest Logo
1:10 pm - 10:45 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
9h 35m1 stop Nashville Intl
Southwest Logo
12:45 pm - 5:35 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$247Southwest
Wed, Dec 9 - Mon, Dec 14
Delta Logo
3:48 pm - 8:53 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
5h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:16 pm - 11:05 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
4h 49m1 stop Atlanta Hartsfield-Jackson
$248Delta
Sat, Nov 14 - Sat, Nov 21
American Airlines Logo
4:52 pm - 11:59 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
7h 07m1 stop Dallas/Fort Worth
American Airlines Logo
5:09 pm - 10:55 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
5h 46m1 stop Dallas/Fort Worth
$325American Airlines
Tue, Feb 2 - Wed, Feb 3
United Airlines Logo
6:50 am - 9:33 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
14h 43m1 stop Houston George Bush Intcntl
United Airlines Logo
11:17 am - 11:26 amORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
24h 09m2 stops Baltimore/Washington Houston George Bush Intcntl
$542United Airlines
Sat, Nov 21 - Sun, Nov 22
United Airlines Logo
5:23 pm - 9:31 amJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
16h 08m2 stops Houston George Bush Intcntl Omaha Eppley Airfield
United Airlines Logo
12:40 pm - 8:26 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
7h 46m1 stop Houston George Bush Intcntl
$555United Airlines
Booking Insights

Price, demand and travel trends for Jackson to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Jackson to Chicago?

Round-trip flights from Jackson to Chicago typically range from $379 to $562. The lowest price found in the past 5 days was $227, on American Airlines.

What is the cheapest Jackson to Chicago flight route?

There's little price difference between Jackson to Chicago routes. They average around $442 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Jackson to Chicago?

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from Jackson to Chicago. It’s 10% cheaper than the average day, while Sunday is the most expensive, with prices 41% higher.

What’s the cheapest month to fly from Jackson to Chicago?

•November is the cheapest month to fly from Jackson to Chicago at $366 round-trip.
•March ($567) and May ($521) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 54% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Key details for Jackson to Chicago flights

Low season

February

Cheapest flight

$129
Beat the crowds with an average 57% drop in travelers.
The most popular month to fly with an average 51% increase in travelers.
One-way flight from Jackson to Chicago O'Hare Intl Airport

When to book flights from Jackson to Chicago

Are your dates flexible? Find out the best times to travel from Jackson to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Jackson to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Jackson to Chicago?

    Two cabin classes are available on flights from Jackson to Chicago:

    • Economy Class
    • First Class

  • How long is a flight from Jackson to Chicago?

    A nonstop flight from Jackson to Chicago takes 00m, covering 674 miles.

  • Do I need a passport to fly from Jackson to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Jackson to Chicago flight?

    Round-trip flights from Jackson to Chicago range from $379 to $562, with an average of $442 over the past 12 months. Anything below $379 counts as a good deal.

  • Have flight prices from Jackson to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $227 to $2,041. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from Jackson to Chicago looking right now?

    One-way fares from Jackson to Chicago are currently lower than usual. Average one-way flight prices are about $176, which is 49% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $28:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from Jackson to Chicago?

    Flights from Jackson to Chicago usually depart from Jackson-Evers Intl (JAN) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from Jackson to Chicago pass through?

    One-stop flights from Jackson to Chicago most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 59% of one-stop connections
    • Charlotte Douglas (CLT) - 13% of one-stop connections
    • Dallas/Fort Worth (DFW) - 11% of one-stop connections
    • Houston Hobby (HOU) - 9% of one-stop connections

  • Can I save money by using flexible dates for flights from Jackson to Chicago?

    Yes. Flexible dates can save you up to 37% on flights from Jackson to Chicago. Saturday is the cheapest departure day at $399 round-trip on average, while Sunday is the most expensive at $624, a difference of $225.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How much time can I save by choosing a different layover airport from Jackson to Chicago?

    Flying via Atlanta Hartsfield-Jackson (ATL) gives the shortest average 1-stop total travel time at 4h 58m, compared with 5h 30m via Houston Hobby (HOU) and 5h 31m via Nashville Intl (BNA).

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

Your guide to booking Jackson to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Sunday. On this route, Saturday flights average $399, about $225 less than Sunday fares (36% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Jackson to Chicago trip for November. Fares historically average $366 round-trip in that month - typically $201 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel

More options for your flight from Jackson to Chicago

Complete your trip to Chicago with a hotel stay or car rental