How long is the flight from Jackson, Mississippi to Chicago?

For as low as $291, Delta can have you in Chicago from Jackson, Mississippi in 4h 33m. There are 678 mi between Jackson, Mississippi and Chicago. Both multi-stop and nonstop flights can be found to your destination and back.

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

Our cheapest airline available from Jackson, Mississippi to Chicago is Delta. Our recent data shows that you can find tickets from as low as $196 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $234 and $258 round-trip. Users have found that Delta is 52% cheaper than the other options available to this destination.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the most popular airlines that fly from Jackson, Mississippi to Chicago?

Before booking your flight from Jackson, Mississippi to Chicago check out the most popular airlines for this route: Delta, American Airlines or Southwest.

Most accurate provider : When it comes to deals on Jackson, Mississippi-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Jackson, Mississippi-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Jackson, Mississippi-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Jackson, Mississippi-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Jackson, Mississippi-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 3 different airlines.

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

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

How can I find direct flights from Jackson to Chicago?

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

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

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

$128+ Flights from Jackson, MS to Chicago

Q: How much does it cost to fly round-trip from Jackson, Mississippi to Chicago?

Airfare is below average for this route at the moment. Jackson, Mississippi to Chicago flights typically cost between $321 and $366 in January. The cheapest round-trip price found within the last 3 days was $291 on Delta (Jan 6-Jan 13).

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Jackson to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Jackson to Chicago

Cheapest flights from Jackson to Chicago
Explore the most affordable flight options available from Jackson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Thu 12/255:10 amJAN - ORD

1 stop5h 35mAmerican Airlines

Tue 12/306:37 pmORD - JAN

1 stop5h 35mAmerican Airlines

Deal found 12/16

$351

Thu 12/253:40 pmJAN - MDW

1 stop5h 25mSouthwest

Tue 12/301:20 pmMDW - JAN

1 stop6h 25mSouthwest

Deal found 12/16

$387

Mon 12/298:25 pmJAN - MDW

1 stop4h 45mSouthwest

Thu 1/18:50 amMDW - JAN

1 stop6h 15mSouthwest

Deal found 12/17

$416

Thu 12/253:00 pmJAN - ORD

1 stop4h 38mDelta

Tue 12/306:45 amORD - JAN

1 stop4h 33mDelta

Deal found 12/18

$437

Tue 12/304:22 pmJAN - ORD

1 stop4h 57mAmerican Airlines

Sat 1/36:38 pmORD - JAN

1 stop5h 34mAmerican Airlines

Deal found 12/16

$447

Mon 12/295:23 amJAN - ORD

1 stop5h 31mAmerican Airlines

Thu 1/17:11 amORD - JAN

1 stop7h 24mAmerican Airlines

Deal found 12/17

$451

Fri 12/265:32 pmJAN - ORD

1 stop6h 31mDelta

Thu 1/87:05 amORD - JAN

1 stop4h 12mDelta

Deal found 12/17

$454

Fri 12/268:25 pmJAN - MDW

1 stop4h 45mSouthwest

Thu 1/89:50 amMDW - JAN

1 stop7h 45mSouthwest

Deal found 12/17

$454

Wed 12/241:13 pmJAN - ORD

1 stop6h 09mAmerican Airlines

Sun 12/285:21 amORD - JAN

1 stop6h 44mAmerican Airlines

Deal found 12/17

$496

Wed 12/1712:17 pmJAN - ORD

1 stop6h 26mDelta

Thu 12/255:31 pmORD - JAN

1 stop5h 34mDelta

Deal found 12/17

$506

Thu 12/256:25 amJAN - ORD

2 stops15h 25mSouthwest

Tue 12/301:00 pmORD - JAN

2 stops9h 05mSouthwest

Deal found 12/15

$508

Fri 12/265:20 amJAN - ORD

2 stops7h 40mSouthwest

Thu 1/86:05 amORD - JAN

2 stops13h 55mSouthwest

Deal found 12/17

$522

Best flights from Jackson to Chicago
Discover carefully curated flight deals from Jackson to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

Tue 1/612:11 pmJAN - ORD

1 stop4h 33mDelta

Tue 1/132:50 pmORD - JAN

1 stop7h 00mDelta

Deal found 12/16

$291

Thu 1/1511:50 amJAN - MDW

1 stop6h 20mSouthwest

Thu 1/226:15 amMDW - JAN

1 stop6h 25mSouthwest

Deal found 12/16

$317

Tue 3/105:29 pmJAN - ORD

1 stop6h 28mAmerican Airlines

Sat 3/145:26 amORD - JAN

1 stop6h 46mAmerican Airlines

Deal found 12/18

$329

Tue 1/64:58 pmJAN - MDW

1 stop5h 09mDelta

Tue 1/136:45 amMDW - JAN

1 stop4h 32mDelta

Deal found 12/16

$291

Wed 1/1412:11 pmJAN - ORD

1 stop4h 34mDelta

Mon 1/195:59 pmORD - JAN

1 stop5h 02mDelta

Deal found 12/16

$311

Fri 1/164:15 pmJAN - MDW

1 stop5h 10mSouthwest

Mon 1/199:55 amMDW - JAN

2 stops8h 10mSouthwest

Deal found 12/17

$354

Sun 2/15:30 amJAN - ORD

1 stop6h 25mAmerican Airlines

Sun 2/85:05 amORD - JAN

1 stop5h 23mAmerican Airlines

Deal found 12/17

$366

Wed 1/144:58 pmJAN - MDW

1 stop5h 09mDelta

Mon 1/196:14 pmMDW - JAN

1 stop4h 47mDelta

Deal found 12/17

$311

Thu 4/237:21 amJAN - ORD

1 stop5h 41mAmerican Airlines

Mon 4/271:27 pmORD - JAN

1 stop8h 07mAmerican Airlines

Deal found 12/16

$367

Thu 4/235:45 amJAN - ORD

2 stops9h 45mSouthwest

Mon 4/272:40 pmORD - JAN

1 stop4h 25mSouthwest

Deal found 12/16

$372

Tue 3/105:45 amJAN - ORD

1 stop4h 20mDelta

Sun 3/225:59 pmORD - JAN

1 stop5h 23mDelta

Deal found 12/17

$339

Tue 3/1012:05 pmJAN - MDW

1 stop5h 00mSouthwest

Sun 3/226:30 amMDW - JAN

1 stop5h 05mSouthwest

Deal found 12/17

$376

Fri 1/164:58 pmJAN - MDW

1 stop5h 09mDelta

Mon 1/196:14 pmMDW - JAN

1 stop4h 47mDelta

Deal found 12/17

$349

Sat 4/256:00 amJAN - ORD

2 stops16h 20mSouthwest

Sun 4/262:40 pmORD - JAN

1 stop5h 00mSouthwest

Deal found 12/16

$398

Sat 4/2510:05 amJAN - ORD

1 stop4h 13mDelta

Sun 4/263:35 pmORD - JAN

1 stop4h 29mDelta

Deal found 12/16

$367

Thu 12/253:40 pmJAN - MDW

1 stop5h 25mSouthwest

Tue 12/309:45 amMDW - JAN

2 stops7h 45mSouthwest

Deal found 12/16

$413

Thu 4/166:59 pmJAN - ORD

1 stop4h 56mDelta

Sun 4/196:00 amORD - JAN

1 stop5h 20mDelta

Deal found 12/17

$377

Mon 12/298:25 pmJAN - MDW

1 stop4h 45mSouthwest

Thu 1/18:50 amMDW - JAN

1 stop6h 15mSouthwest

Deal found 12/17

$416

Last-minute flights from Jackson to Chicago
Discover last-minute flight deals from Jackson to Chicago. Data last updated December 18, 2025 and is based on user searches.

Thu 12/255:10 amJAN - ORD

1 stop5h 35mAmerican Airlines

Tue 12/306:37 pmORD - JAN

1 stop5h 35mAmerican Airlines

Deal found 12/16

$351

Tue 1/612:11 pmJAN - ORD

1 stop4h 33mDelta

Tue 1/132:50 pmORD - JAN

1 stop7h 00mDelta

Deal found 12/16

$291

Tue 1/64:58 pmJAN - MDW

1 stop5h 09mDelta

Tue 1/136:45 amMDW - JAN

1 stop4h 32mDelta

Deal found 12/16

$291

Wed 1/1412:11 pmJAN - ORD

1 stop4h 34mDelta

Mon 1/195:59 pmORD - JAN

1 stop5h 02mDelta

Deal found 12/16

$311

Wed 1/145:32 amJAN - MDW

1 stop4h 55mDelta

Mon 1/196:14 pmMDW - JAN

1 stop4h 47mDelta

Deal found 12/16

$311

Thu 1/156:47 amJAN - ORD

1 stop7h 14mAmerican Airlines

Thu 1/2210:19 amORD - JAN

1 stop6h 12mAmerican Airlines

Deal found 12/16

$317

Thu 1/1511:50 amJAN - MDW

1 stop6h 20mSouthwest

Thu 1/226:15 amMDW - JAN

1 stop6h 25mSouthwest

Deal found 12/16

$317

Thu 1/155:35 amJAN - ORD

2 stops7h 25mSouthwest

Thu 1/226:05 amORD - JAN

2 stops13h 55mSouthwest

Deal found 12/16

$365

Fri 1/166:59 pmJAN - ORD

1 stop5h 00mDelta

Mon 1/195:59 pmORD - JAN

1 stop5h 02mDelta

Deal found 12/17

$349

Fri 1/164:58 pmJAN - MDW

1 stop5h 09mDelta

Mon 1/196:14 pmMDW - JAN

1 stop4h 47mDelta

Deal found 12/17

$349

Fri 1/164:15 pmJAN - MDW

1 stop5h 10mSouthwest

Mon 1/199:55 amMDW - JAN

2 stops8h 10mSouthwest

Deal found 12/17

$354

Fri 1/166:59 pmJAN - ORD

1 stop5h 00mDelta

Fri 1/239:55 amORD - JAN

1 stop6h 14mDelta

Deal found 12/17

$367

One-way flights from Jackson to Chicago
Search for one-way flight options from Jackson to Chicago. Find affordable one-way fares based on user searches. Data last updated December 18, 2025.

Sat 1/1712:11 pmJAN - ORD

1 stop4h 33mDelta

Deal found 12/16

$128

Sat 1/174:30 pmJAN - MDW

1 stop5h 37mDelta

Deal found 12/16

$128

Wed 1/72:51 pmJAN - ORD

1 stop4h 44mDelta

Deal found 12/17

$146

Thu 1/86:15 amJAN - ORD

1 stop5h 20mAmerican Airlines

Deal found 12/17

$166

Thu 1/84:58 pmJAN - MDW

1 stop5h 09mDelta

Deal found 12/17

$166

Sun 2/151:08 pmJAN - ORD

1 stop6h 40mAmerican Airlines

Deal found 12/16

$184

Sun 2/155:30 amJAN - MDW

1 stop4h 36mDelta

Deal found 12/16

$184

Thu 4/95:45 amJAN - ORD

2 stops9h 45mSouthwest

Deal found 12/16

$189

Thu 4/166:59 pmJAN - ORD

1 stop4h 56mDelta

Deal found 12/17

$194

Sat 1/37:48 amJAN - ORD

1 stop7h 17mDelta

Deal found 12/17

$224

Sat 1/35:10 amJAN - ORD

1 stop5h 35mAmerican Airlines

Deal found 12/15

$239

Sat 1/1712:01 pmJAN - ORD

2 stops24h 40mUnited Airlines

Deal found 12/16

$265

Find flight deals from Jackson to Chicago

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$291 (Delta)
One-way from	$128 (Delta)
Popular in	April
Cheapest in	September
Average price	$321

Provider with most accurate pricing for Jackson-Evers Intl-Chicago (CHI) flight deals.

Search Deals

Provider most trusted by Cheapflights users for Jackson-Evers Intl-Chicago (CHI) flights.

Search Deals

From Jackson-Evers Intl to Chicago (CHI)

Search Deals

One-way flight from Jackson-Evers Intl to Chicago (CHI)

Search Deals

Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Tue 1/6

12:11 pm-4:44 pm

1 stop4h 33m

Chicago O'Hare Intl

Tue 1/13

2:50 pm-9:50 pm

1 stop7h 00m

$291

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 1/6

4:58 pm-10:07 pm

1 stop5h 09m

Chicago Midway

Tue 1/13

6:45 am-11:17 am

1 stop4h 32m

$291

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Wed 1/14

12:11 pm-4:45 pm

1 stop4h 34m

Chicago O'Hare Intl

Mon 1/19

5:59 pm-11:01 pm

1 stop5h 02m

$311

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 1/14

4:58 pm-10:07 pm

1 stop5h 09m

Chicago Midway

Mon 1/19

6:14 pm-11:01 pm

1 stop4h 47m

$311

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Thu 1/15

11:50 am-6:10 pm

1 stop6h 20m

Chicago Midway

Thu 1/22

6:15 am-12:40 pm

1 stop6h 25m

$317

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Tue 3/10

5:29 pm-11:57 pm

1 stop6h 28m

Chicago O'Hare Intl

Sat 3/14

5:26 am-12:12 pm

1 stop6h 46m

$329

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Tue 3/10

5:45 am-10:05 am

1 stop4h 20m

Chicago O'Hare Intl

Sun 3/22

5:59 pm-11:22 pm

1 stop5h 23m

$339

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Fri 1/16

4:58 pm-10:07 pm

1 stop5h 09m

Chicago Midway

Mon 1/19

6:14 pm-11:01 pm

1 stop4h 47m

$349

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Fri 1/16

4:15 pm-9:25 pm

1 stop5h 10m

Chicago Midway

Mon 1/19

9:55 am-6:05 pm

2 stops8h 10m

$354

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Sun 2/1

5:30 am-11:55 am

1 stop6h 25m

Chicago O'Hare Intl

Sun 2/8

5:05 am-10:28 am

1 stop5h 23m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 35 results

Compare providers for flights from Jackson to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Jackson to Chicago in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Jackson, Mississippi-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Jackson, Mississippi-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Jackson, Mississippi-Chicago flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Jackson, Mississippi-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Jackson, Mississippi-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Jackson to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Jackson with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Currently, August is the cheapest month in which you can book a flight from Jackson, Mississippi to Chicago (average of $196). Flying from Jackson, Mississippi to Chicago in May is currently the most expensive (average of $331). 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.

What is the cheapest time of day to fly from JAN to CHI?

A simple way to save on the total cost of your ticket is to fly from Jackson, Mississippi to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the morning.

How much does it cost to fly round-trip from Jackson, Mississippi to Chicago?

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jackson to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Southwest

7.9

Good

4,250 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Delta

7.9

Good

8,005 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

American Airlines

7.2

Good

11,054 reviews

Southwest

7.9

Good

4,250 reviews

Reviews

1 / 20

2.0

Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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 3 different airlines.
How long is the flight from Jackson, Mississippi to Chicago?
For as low as $291, Delta can have you in Chicago from Jackson, Mississippi in 4h 33m. There are 678 mi between Jackson, Mississippi and Chicago. Both multi-stop and nonstop flights can be found to your destination and back.
What are the cheapest airlines flying from Jackson, Mississippi to Chicago round-trip?
Our cheapest airline available from Jackson, Mississippi to Chicago is Delta. Our recent data shows that you can find tickets from as low as $196 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $234 and $258 round-trip. Users have found that Delta is 52% cheaper than the other options available to this destination.
Can I find deals for flights from Jackson to Chicago that include hotel bookings?
Yes. In addition to deals on Jackson to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Jackson to Chicago?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jackson to Chicago.
Can I find deals for business class flights from Jackson to Chicago?
Yes. Cheapflights offers flight deals from Jackson to Chicago 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 Chicago?
Currently, August is the cheapest month in which you can book a flight from Jackson, Mississippi to Chicago (average of $196). Flying from Jackson, Mississippi to Chicago in May is currently the most expensive (average of $331). 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

Lansing

Merrillville

Hammond

Porter

Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Top 3 airlines flying from Jackson to Chicago

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$196	Average$439	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$234	Average$392	FlexibilityNo cancel fee	On-time63%
American Airlines	Cheapest$258	Average$380	FlexibilityNo cancel fee	On-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$128+ Cheap flights from Jackson, MS (JAN) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Jackson to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Jackson to Chicago

Cheapest flights from Jackson to ChicagoExplore the most affordable flight options available from Jackson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Explore the most affordable flight options available from Jackson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

Find flight deals from Jackson to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

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

Compare providers for flights from Jackson to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Jackson to Chicago in December.

Best time to book a flight from Jackson to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Jackson with our price prediction graph.

Cheapflights Insights

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

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

What is the cheapest time of day to fly from JAN to CHI?

Find hourly flight availability from Jackson to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

How much does it cost to fly round-trip from Jackson, Mississippi to Chicago?

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jackson to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Jackson to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

How long is the flight from Jackson, Mississippi to Chicago?

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

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

How can I find direct flights from Jackson to Chicago?

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

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

Traveling to a place near Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Jackson to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Jackson to Chicago

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Jackson to Chicago
Explore the most affordable flight options available from Jackson to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.