- Must visit
Art Institute of Chicago
One of the oldest and largest art museums in the US, known for its collection of Impressionist and Post-Impressionist paintings.
Flights from Jackson, MS to Chicago, IL depart on average 53 times per day, taking around 4h 13m. Cheap flight tickets for this journey start at $164 (€132) but you can travel from only $116 (€93) by train.
The earliest flight runs at 00:10, the last at 22:15. The fastest flight covers the 674 miles (1085 km) distance in 5h 22m. November is the cheapest month to fly.
Distance 674 miles (1085 km) |
Average flight duration 4h 13m |
Cheapest ticket price $164 (€132) |
Flights per day 53 |
Fastest flight 5h 22m |
First flight 12:10 AM |
Last flight 10:15 PM |
Cheapest Month Nov |
Cheapest Day Wed |
High Season Oct - Dec |
Low Season Apr - Jun |
Busiest Day Thu |
Least Busy Day Sun |
Best time to book 63 days |
Cheapest price
$251
Average price
$666
Fastest journey
5 h 13 m
Average duration
5 h 23 m
Flights per day
52
Distance
1085 km
The best way to find a cheap flight ticket from Jackson, MS to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Jackson, MS to Chicago, IL will cost around $666 if you buy it on the day, but the cheapest tickets can be found for only $251.
It's difficult to get from Jackson, MS to Chicago, IL without transferring at least once.
AA1517+
AA4131
AA689+
AA5596
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AA5490
UA4348 · UA787
UA4348 · UA1044
UA4245 · UA1159
AA689+
AA5596
AA2279+
AA6034
AA1121+
AA5287
AA2474+
AA5490Omio recommends booking the train as it is the most popular option from Jackson, MS to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $121. For those with little time consider booking a flight which can get you there in 4h 13m. The ticket price range depends on the travel mode: a train costs an average of $121, and a flight costs an average of $174.
Distance: 674 miles (1085 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$422 Average price | $212 Average price Cheapest | $235 Average price | $153 Average price (fuel + tolls) |
7h 13m Average total duration Fastest 4h 13m Onboard + 3h 0m Additional time* | 16h 2m Average total duration 15h 32m Onboard + 30m Additional time* | 19h 52m Average total duration 19h 22m Onboard + 30m Additional time* | 10h 48m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Jackson, MS to Chicago, IL:
A train is $34 (€27) less than a bus for this route with tickets for a bus from Jackson, MS to Chicago, IL costing on average $239 (€192).
A train is $217 (€174) less than a flight for this route with tickets for a flight from Jackson, MS to Chicago, IL costing on average $422 (€339).
Other travel options to Chicago, IL take longer:
Train takes on average 15h 31m.
Bus takes on average 19h 22m.
The table below shows live departures for Jackson, MS to Chicago, IL flights for today, Thursday, May 14. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:22 AM Jackson, MS | 5h14 | 4:36 PM Chicago, IL | 0 transfersDirect | |
![]() | 1:00 PM Jackson, MS | 7h40 | 8:40 PM Chicago, IL | 0 transfersDirect | |
![]() | 9:39 PM Jackson, MS | 7h48 | 5:27 AM Chicago, IL | 0 transfersDirect | |
![]() | 10:55 PM Jackson, MS | 6h09 | 5:04 AM Chicago, IL | 0 transfersDirect | |
![]() | 11:15 PM Jackson, MS | 7h00 | 6:15 AM Chicago, IL | 0 transfersDirect |
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the oldest and largest art museums in the US, known for its collection of Impressionist and Post-Impressionist paintings.
The largest science museum in the Western Hemisphere, featuring interactive exhibits and a full-size replica coal mine.
A natural history museum notable for housing Sue, the most complete T. rex skeleton ever discovered.
A premier commercial district, offering luxury shopping, restaurants, and hotels along Michigan Avenue.
Home to attractions like the Lincoln Park Zoo and Conservatory, offering lovely green spaces for walks.
Known as ‘Chicago’s front yard,’ it hosts major events and festivals, and houses Museum Campus.
A thick, pie-like pizza with a buttery crust filled with layers of cheese, meat, and chunky tomato sauce. It's a Chicago staple originating from local pizzerias.
An all-beef hot dog served on a poppy seed bun, topped with mustard, onions, relish, pickles, tomatoes, and a dash of celery salt. No ketchup allowed!
Thin slices of seasoned roast beef, served in a long French roll soaked in au jus and often topped with giardiniera or green peppers.
Famed for its molecular gastronomy and creatively served dishes, providing an unforgettable fine dining experience.
A classic spot to try Chicago's renowned deep-dish pizza in a casual setting. Known for its buttery crust and generous toppings.
A famous chain known for Chicago-style hot dogs, Italian beef sandwiches, and chocolate cake shakes in a lively, diner-like atmosphere.
Prices are moderate for a major U.S. city; accommodation is reasonable, but dining can vary widely based on choice.
15-20% in restaurants, $1-2 per drink at bars, and round up for taxis.
Find answers to the most common questions about traveling from Jackson, MS to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

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