Illinois

$129+ Cheap flights from Jackson, MS (JAN) to Illinois

JAN — ORD
Nov 22 — Nov 291
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Cheap flight deals from Jackson to Illinois

Cheapest flights from Jackson to Illinois

Sat 11/146:00 am -
1 stop5h 00m
Sat 11/215:59 pm -
1 stop6h 00m
Deal found 10/22$227
Sat 11/1412:15 pm -
1 stop6h 14m
Mon 11/164:40 pm -
1 stop6h 03m
Deal found 10/22$242
Sat 11/145:06 pm -
1 stop5h 48m
Mon 11/1611:27 am -
1 stop4h 54m
Deal found 10/20$242
Wed 12/166:30 am -
2 stops9h 45m
Thu 12/175:15 am -
1 stop5h 50m
Deal found 10/20$247
Wed 12/163:48 pm -
1 stop5h 05m
Thu 12/179:59 am -
1 stop6h 25m
Deal found 10/20$248
Tue 11/243:50 pm -
1 stop7h 04m
Mon 11/3011:27 am -
1 stop4h 54m
Deal found 10/20$248
Fri 12/46:15 pm -
1 stop4h 55m
Tue 12/86:40 am -
1 stop5h 50m
Deal found 10/20$258
Sat 11/146:30 am -
2 stops6h 25m
Mon 11/1612:45 pm -
1 stop4h 50m
Deal found 10/20$260
Fri 12/44:52 pm -
1 stop7h 07m
Tue 12/85:00 am -
1 stop6h 39m
Deal found 10/20$277
Thu 12/36:15 pm -
1 stop4h 55m
Sun 12/67:30 am -
2 stops14h 40m
Deal found 10/20$284
Sat 11/141:20 pm -
1 stop7h 29m
Sat 11/215:30 am -
1 stop4h 59m
Deal found 10/20$285
Sat 11/143:50 pm -
1 stop7h 04m
Sat 11/215:13 pm -
1 stop4h 26m
Deal found 10/20$285

Find flight deals from Jackson to Illinois

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$227
(American Airlines)

One-way from

$129
(Delta)

Popular in

June

Cheapest in

April

Average price

$442
Provider with most accurate pricing for Jackson-Evers Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Jackson-Evers Intl-Chicago (CHI) flights.
From Jackson-Evers Intl to Illinois
One-way flight from Jackson-Evers Intl to Illinois
Highest demand for flights based on searches. 17% potential increase in price ($99 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Jackson to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Thu 12/3

1:24 pm-8:53 pm

1 stop7h 29m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$135

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Sun 11/22

8:15 pm-1:10 am

1 stop4h 55m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$145

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Tue 3/16

12:10 pm-6:32 pm

1 stop6h 22m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$174
Quickest round-trip

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Wed 3/17

12:10 pm-4:37 pm

1 stop4h 27m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$174

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Sun 12/6

5:20 am-12:24 pm

1 stop7h 04m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$181

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Sun 11/22

5:30 am-12:20 pm

1 stop6h 50m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$190

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Thu 11/26

1:20 pm-9:03 am

2 stops19h 43m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$233

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Sun 12/6

5:40 am-3:45 pm

2 stops10h 05m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$241

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/16

1:10 pm-7:05 pm

1 stop5h 55m

Chicago Midway

Thu 12/17

5:15 am-11:05 am

1 stop5h 50m

$242

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Wed 11/25

5:30 am-8:17 pm

2 stops14h 47m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 50 resultsSorted by cheapest first
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Best time to book a flight from Jackson to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Jackson with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Jackson to Illinois

What is the cheapest month to book a flight from Jackson, Mississippi to Illinois?

Currently, January is the cheapest month in which you can book a flight from Jackson, Mississippi to Illinois (average of $358). Flying from Jackson, Mississippi to Illinois in June is currently the most expensive (average of $674). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Illinois

Get a feel of what it's like to fly with Southwest,Delta, andAmerican Airlines from Jackson to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Food

7.0

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

7.9

Food

7.0

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

7.9

Food

7.0

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

7.9

Food

7.0

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • What airport do you fly from for flights from Jackson to Illinois?

    Jackson-Evers Intl (JAN), located 6.3 mi from the city center, is the airport you fly out of when you book flights from Jackson to Illinois.

  • How long is the flight from Jackson, Mississippi to Illinois?

    Airlines like Delta, Southwest, and American Airlines fly from Jackson, Mississippi to Illinois in about 5h 05m. The time it takes to get you to your destination can typically vary by up to 50m. The distance from Jackson, Mississippi to Illinois is about 678 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Jackson, Mississippi to Illinois one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $151. Users have also found prices from $154 and $169 on Southwest and American Airlines, respectively.

  • What are the most popular routes from Jackson, Mississippi to Illinois?

  • Can I find deals for flights from Jackson to Illinois that include hotel bookings?

    Yes. In addition to deals on Jackson to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jackson to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jackson to Illinois.

  • Can I find deals for business class flights from Jackson to Illinois?

    Yes. Cheapflights offers flight deals from Jackson to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jackson, Mississippi to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Jackson, Mississippi to Illinois (average of $358). Flying from Jackson, Mississippi to Illinois in June is currently the most expensive (average of $674). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Jackson to Illinois

Top 3 airlines flying from Jackson to Illinois

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$286Average$409FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$296Average$543FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$308Average$462FlexibilityNo cancel feeOn-time63%

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