- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Flights from Jackson, MS to Chicago, IL depart on average 52 times per day, taking around 4h 13m. Cheap flight tickets for this journey start at $174 (€139) but you can travel from only $110 (€88) by bus.
The earliest flight runs at 00:10, the last at 22:45. The fastest flight covers the 674 miles (1085 km) distance in 4h 59m. November is the cheapest month to fly.
Distance 674 miles (1085 km) |
Average flight duration 4h 13m |
Cheapest ticket price $174 (€139) |
Flights per day 52 |
Fastest flight 4h 59m |
First flight 12:10 AM |
Last flight 10:45 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
$374
Average price
$619
Fastest journey
5 h 15 m
Average duration
5 h 33 m
Flights per day
51
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 $619 if you buy it on the day, but the cheapest tickets can be found for only $374.
It's difficult to get from Jackson, MS to Chicago, IL without transferring at least once.
UA4245 · UA1813
UA4348 · UA1752
UA4348 · UA787
UA4282 · UA699
UA4289 · UA2197
AA1251+
AA4130
UA4282 · UA2417
AA1200+
AA5359
AA2742+
AA5322
AA536+
AA6016Omio 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 $23 (€19) less than a bus for this route with tickets for a bus from Jackson, MS to Chicago, IL costing on average $235 (€189).
A train is $210 (€169) 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 32m.
Bus takes on average 19h 22m.
The table below shows live departures for Jackson, MS to Chicago, IL flights for today, Thursday, August 20. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:00 PM Jackson, MS | 7h45 | 7:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 12:35 PM Jackson, MS | 6h44 | 7:19 PM Chicago, IL | 0 transfersDirect | |
![]() | 4:48 PM Jackson, MS | 5h17 | 10:05 PM Chicago, IL | 0 transfersDirect | |
![]() | 5:27 PM Jackson, MS | 7h13 | 12:40 AM Chicago, IL | 0 transfersDirect | |
![]() | 7:03 PM Jackson, MS | 7h35 | 2:38 AM Chicago, IL | 0 transfersDirect | |
![]() | 11:42 PM Jackson, MS | 5h34 | 5:16 AM Chicago, IL | 0 transfersDirect | |
| Friday, August 21 | |||||
AA1285+ AA3669 | 5:30 AM Jackson–Evers International Airport | 8h08 | 1:38 PM O'Hare International Airport | 1 transfer | |
AA1251+ AA3669 | 5:30 AM Jackson–Evers International Airport | 6h45 | 12:15 PM O'Hare International Airport | 1 transfer | |
AA2348+ AA3644 · AA3669 | 5:30 AM Jackson–Evers International Airport | 7h09 | 12:39 PM O'Hare International Airport | 2 transfers | |
AA328+ AA3669 | 5:30 AM Jackson–Evers International Airport | 5h41 | 11:11 AM O'Hare International Airport | 1 transfer | |
AA2023+ AA5359 | 6:00 AM Jackson–Evers International Airport | 6h54 | 12:54 PM O'Hare International Airport | 1 transfer | |
AA1200+ AA5359 | 6:00 AM Jackson–Evers International Airport | 5h38 | 11:38 AM O'Hare International Airport | 1 transfer | |
AA3218+ AA5322 | 6:35 AM Jackson–Evers International Airport | 10h13 | 4:48 PM O'Hare International Airport | 1 transfer | |
AA536+ AA5322 | 6:35 AM Jackson–Evers International Airport | 11h07 | 5:42 PM O'Hare International Airport | 1 transfer | |
AA2423+ AA5322 | 6:35 AM Jackson–Evers International Airport | 9h25 | 4:00 PM O'Hare International Airport | 1 transfer | |
AA2742+ AA5322 | 6:35 AM Jackson–Evers International Airport | 5h40 | 12:15 PM O'Hare International Airport | 1 transfer | |
AA1264+ AA3939+ AA5322 | 6:35 AM Jackson–Evers International Airport | 7h00 | 1:35 PM O'Hare International Airport | 2 transfers | |
This is the last flight of the day. | |||||
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, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
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.

Most Jackson, MS to Chicago, IL flights use the Jackson–Evers International Airport to O'Hare International Airport airport pair. Use this guide to compare Jackson, MS and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Jackson–Evers International Airport is 6 km from Jackson city centre. Public transport options include:
Jackson–Evers International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants available; located in the main terminal, includes fast food and local cuisine
Free Wi-Fi available throughout the airport. ATMs are located in the main terminal.
Lost and found is available at the station.
Available at Jackson–Evers International Airport: Parking, Taxis, WC.
Available at Jackson–Evers International Airport: Car Rental.
Accessibility facilities are available at Jackson–Evers International Airport: Elevators, ramps.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Here are some other resources that might have the information you need