Cheap flights from Jackson (JAN) to Chicago (CHI) from $141

This is the cheapest one-way flight price, found on 10/1. Prices may vary by date and flight preferences.
JAN — CHI
Oct 7 — Oct 141

The best prices from Jackson-Evers Intl to Chicago are usually found in December or April, booked 39 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

How to find the cheapest flight from Jackson (JAN) to Chicago (CHI)

All the information you need to plan the best JAN to CHI flight in 2023: compare Jackson to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

December

Round-trip from

$207

One-way from

$141
High demand for flights, 23% potential price rise
Best time to find cheap flights, 22% potential price drop
From Jackson-Evers Intl to Chicago (CHI)
One-way flight from Jackson-Evers Intl to Chicago (CHI)

JAN - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

What is the cheapest day to fly round-trip from Jackson, Mississippi to Chicago?

It’s generally more expensive to depart on a Monday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Jackson, Mississippi to Chicago?

Travelers have found it’s best to book a flight 38 days in advance to save up to 16% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 38 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Jackson, Mississippi to Chicago 1-2 weeks in advance for as low as $458, or $481 for flights within the next 24 hours.

What is the cheapest month to fly from Jackson, Mississippi to Chicago?

Our data shows that December tends to be the cheapest month to fly to Chicago from Jackson, Mississippi. Users have commonly found prices around $440 for the month, but tickets can be as low as $255. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Jackson, Mississippi to Chicago (JAN - CHI)?

A simple way to save on the total cost of your ticket is to fly from Jackson, Mississippi to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the morning.

Cheap American Airlines flights from Jackson to Chicago

Find some of the cheapest American Airlines flights traveling from Jackson to Chicago. Make sure to double check the flight details before booking.

Cheap Delta flights from Jackson to Chicago

Some of the lowest-priced Delta flights we've found at this time heading from Jackson to Chicago. Deals are refreshing constantly so come back soon for more options.

Cheap Jackson to Chicago flights in October & November 2023

The best prices found for JAN to CHI flights for October, November
Scroll through some of the best deals on flights from Jackson to Chicago in 2023. Check back soon for alternative fares.

Jackson to Chicago 2023 flight deals

Cheap flights to Chicago from Jackson found for this year
Scroll through some of the best deals on flights from Jackson to Chicago in 2023. Check back soon for alternative fares.

Jackson to Chicago flights leaving soon

Late deals on return flights to Chicago from Jackson, departing today and this week
Check out these flights departing soon from Jackson to Chicago. Users should examine the flight details to ensure there are no surprises.

One-way flights to Chicago from Jackson

The cheapest one-way flights from Jackson to Chicago
Users traveling one-way from Jackson to Chicago can select one of these great deals. Those seeking round-trip flights from Jackson to Chicago should utilize the search form at the the top of the page.

Find flights from Jackson to Chicago within your budget

Use the slider to find flights from Jackson to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$312 - $589

Route

Depart

Return

Price

Jackson-Evers IntlChicago O'Hare Intl

JAN - ORD

JANORD

Jackson-Evers Intl

Sat 12/2

1 stop4h 58m

Chicago O'Hare Intl

Mon 12/4

1 stop7h 26m

Jackson-Evers IntlChicago O'Hare Intl

JAN - ORD

JANORD

Jackson-Evers Intl

Wed 12/27

1 stop8h 02m

Chicago O'Hare Intl

Wed 1/10

1 stop5h 23m

Jackson-Evers IntlChicago O'Hare Intl

JAN - ORD

JANORD

Jackson-Evers Intl

Thu 11/16

1 stop4h 07m

Chicago O'Hare Intl

Mon 11/20

1 stop5h 46m

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Thu 11/16

1 stop4h 05m

Chicago Midway

Mon 11/20

1 stop5h 23m

Jackson-Evers IntlChicago O'Hare Intl

JAN - ORD

JANORD

Jackson-Evers Intl

Fri 12/1

1 stop4h 52m

Chicago O'Hare Intl

Mon 12/4

1 stop5h 23m

Jackson-Evers IntlChicago Midway

JAN - MDW

JANMDW

Jackson-Evers Intl

Fri 12/1

1 stop4h 13m

Chicago Midway

Mon 12/4

1 stop5h 23m

Jackson-Evers IntlChicago O'Hare Intl

JAN - ORD

JANORD

Jackson-Evers Intl

Sat 10/21

1 stop5h 51m

Chicago O'Hare Intl

Tue 10/24

1 stop4h 01m

Jackson-Evers IntlChicago O'Hare Intl

JAN - ORD

JANORD

Jackson-Evers Intl

Thu 11/2

1 stop4h 59m

Chicago O'Hare Intl

Sun 11/5

1 stop5h 46m

Jackson-Evers IntlChicago O'Hare Intl

JAN - ORD

JANORD

Jackson-Evers Intl

Thu 10/26

2 stops11h 32m

Chicago O'Hare Intl

Sun 10/29

1 stop7h 23m

Flights are sorted by cheapest first

Deals found on 10/1

Reviews of airlines servicing Chicago

Read through reviews of airlines operating flights from Jackson to Chicago, such as American Airlines, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Delta
7.9
Good
3,023 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

United Airlines
7.4
Good
1,890 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

American Airlines
7.2
Good
2,635 reviews
Delta
7.9
Good
3,023 reviews

Boarding

8.0

Entertainment

7.8

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.2

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Related info for your journey

Useful info, stats and facts about Jackson to Chicago flights.

What airport do you fly from for flights from Jackson to Chicago?

Located just 6.3 mi from the city center, Jackson-Evers Intl is the airport most travelers will use when flying to Chicago from Jackson. Booking flights from Jackson-Evers Intl (JAN) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 2 different airlines.

Can I find flights from Jackson, Mississippi to Chicago for under $400 on Cheapflights?

Yes, there are multiple flights from Jackson, Mississippi to Chicago for under $400. The cheapest flight booked recently is on American Airlines for just $312, but on average you can expect to pay $359.

Are there last-minute flights available from Jackson, Mississippi to Chicago for under $600?

There are currently 8+ open flights from Jackson, Mississippi to Chicago within the next 7 days for less than $600.

What are the cheapest airlines flying from Jackson, Mississippi to Chicago round-trip?

Our cheapest airline available from Jackson, Mississippi to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $312 on this airline. An additional option worth looking into is Delta, starting at $315. Users have found that American Airlines is 29% cheaper than the other options available to this destination.

What does JAN to ORD mean?

Great question - JAN to ORD just means Jackson-Evers Intl Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Top 2 airlines flying from Jackson to Chicago

The chart below displays the airlines Cheapflights users traveling from Jackson to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$467FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$275Average$436FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Hourly flight availability from Jackson to Chicago

See what time of day planes typically take off from Jackson to Chicago
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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Can Cheapflights find flights from Jackson to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from Jackson? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Jackson to Chicago become cheaper?

Yes! Start tracking prices for Jackson to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, navigate to the search form above to perform a search, which will then prompt you for a valid email address to use the tool.

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