- Must visit
Art Institute Of Chicago
One of the premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Flights from Southfield, MI to Chicago, IL depart on average 46 times per day, taking around 1h 31m. Cheap flight tickets for this journey start at $311 (€254) but you can travel from only $44 (€36) by bus.
There are 7 flights per day. The earliest flight runs at 05:00, the last at 22:11. The fastest flight covers the 230 miles (371 km) distance in 1h 24m. June is the cheapest month to fly.
Distance 230 miles (371 km) |
Average flight duration 1h 31m |
Cheapest ticket price $311 (€254) |
Flights per day 46 |
Direct flights 7 |
Fastest flight 1h 24m |
First flight 5:00 AM |
Last flight 10:11 PM |
Cheapest Month Jun |
Cheapest Day Tue |
High Season Jan - Mar |
Low Season Oct - Dec |
Busiest Day Sun |
Least Busy Day Sun |
Best time to book 2 days |
Cheapest price
$233
Average price
$566
Fastest journey
1 h 26 m
Average duration
1 h 30 m
Flights per day
59
Distance
371 km
The best way to find a cheap flight ticket from Southfield, MI 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 Southfield, MI to Chicago, IL will cost around $566 if you buy it on the day, but the cheapest tickets can be found for only $233.
Of the 59 flights that leave Southfield, MI for Chicago, IL onFri, Jun 19, 14 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Jun 19 the direct flights cover the 371 km distance in an average of 1 h 30 m but if you time it right, some flights will get you there in just 1 h 26 m .
On Fri, Jun 19 the longest flights will take 1 h 32 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
UA5552
UA5264
UA4754
UA426
UA1746
UA4754
UA1746
UA5714
AA4103
UA5269Omio recommends booking the train as it is the most popular option from Southfield, MI to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $44. For those with little time consider booking a flight which can get you there in 1h 31m. The ticket price range depends on the travel mode: a bus costs an average of $44, and a flight costs an average of $311.
Distance: 230 miles (371 km)
| Flight | Most popular Train | Bus |
|---|---|---|
$384 Average price | $65 Average price | $56 Average price Cheapest |
4h 31m Average total duration Fastest 1h 31m Onboard + 3h 0m Additional time* | 6h 2m Average total duration 5h 32m Onboard + 30m Additional time* | 6h 59m Average total duration 6h 29m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Southfield, MI to Chicago, IL:
A bus is $10 (€8) less than a train for this route with tickets for a train from Southfield, MI to Chicago, IL costing on average $65 (€53).
A bus is $328 (€268) less than a flight for this route with tickets for a flight from Southfield, MI to Chicago, IL costing on average $384 (€314).
Other travel options to Chicago, IL take longer:
Train takes on average 5h 32m.
Bus takes on average 6h 29m.
The table below shows live departures for Southfield, MI to Chicago, IL flights for today, Thursday, June 18. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:31 PM Southfield, MI | 1h29 | 2:00 PM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare bus, flight, and train 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 premier art museums in the US, known for Impressionist masterpieces, modern works, and the iconic bronze lions at its entrance.
Major natural history museum famous for Sue the T. rex, ancient cultures, and extensive science collections that appeal to both adults and children.
Large hands-on science museum in Hyde Park featuring a submarine, space exhibits, engineering displays, and immersive family-friendly experiences.
The city’s signature public space, home to Cloud Gate, gardens, events, and major skyline views that define modern Chicago.
Famous stretch of Michigan Avenue lined with historic buildings, shops, hotels, and frequent first-time visitor photo stops.
Highly popular waterfront promenade with architecture views, bridges, and one of the best urban walks in the city.
Chicago’s iconic thick-crust pizza baked in a deep pan, layered with cheese, toppings, and chunky tomato sauce. It is one of the city’s most famous comfort foods.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, neon relish, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food.
Thinly sliced roast beef piled onto an Italian roll, often dipped in seasoned jus and topped with sweet peppers or giardiniera. It is a defining Chicago sandwich.
A historic old-school steakhouse serving steaks, chops, and classic Italian-American dishes in a traditional setting.
Chicago’s internationally acclaimed fine-dining restaurant known for highly inventive tasting menus and exceptional service.
A long-established Chicago favorite known for buttery deep-dish pizza and a casual, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is manageable, but hotels, attractions, and downtown dining can be pricey.
Tip 18-20% in restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis about 10-15%, and hotel staff a few dollars.
Find answers to the most common questions about traveling from Southfield, MI 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 Southfield, MI to Chicago, IL flights use the Detroit Wayne County Airport to O'Hare International Airport airport pair, with some services landing at Midway International Airport. Use this guide to compare Southfield, MI and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
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..
Midway International Airport is 4 km from Chicago city centre. Public transport options include:
Midway International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are available, including locations like Concourse A and B with options like Harry Caray's and Potbelly Sandwich Shop.
Free Wi-Fi available throughout the airport. ATMs are located throughout the airport, including near gates and baggage claim.
Lost and found is available at the station.
Available at Midway International Airport: Parking, Taxis, WC.
Available at Midway International Airport: Car Rental.
Accessibility facilities are available at Midway International Airport: Ramps, toilets.
Nearby hotels include Hotels are available within walking distance, such as the Hyatt Place Chicago Midway Airport..
Here are some other resources that might have the information you need