- 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 Lee's Summit, MO to Chicago, IL depart on average 32 times per day, taking around 1h 45m. Cheap flight tickets for this journey start at $96 (€79) but you can travel from only $64 (€53) by train.
There are 7 flights per day. The earliest flight runs at 05:00, the last at 22:45. The fastest flight covers the 408 miles (657 km) distance in 1h 40m. May is the cheapest month to fly.
Distance 408 miles (657 km) |
Average flight duration 1h 45m |
Cheapest ticket price $96 (€79) |
Flights per day 32 |
Direct flights 7 |
Fastest flight 1h 40m |
First flight 5:00 AM |
Last flight 10:45 PM |
Cheapest Month May |
Cheapest Day Sun |
High Season Apr - Jun |
Low Season Jul - Sep |
Cheapest price
$392
Average price
$393
Fastest journey
1 h 43 m
Average duration
1 h 43 m
Flights per day
2
Distance
657 km
The best way to find a cheap flight ticket from Lee's Summit, MO 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 Lee's Summit, MO to Chicago, IL will cost around $393 if you buy it on the day, but the cheapest tickets can be found for only $392.
Of the 2 flights that leave Lee's Summit, MO for Chicago, IL onSat, Jun 20, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Jun 20 the direct flights cover the 657 km distance in an average of 1 h 43 m but if you time it right, some flights will get you there in just 1 h 43 m .
On Sat, Jun 20 the longest flights will take 1 h 43 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.




Omio recommends booking the train as it is the most popular option from Lee's Summit, MO to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $64. For those with little time consider booking a flight which can get you there in 1h 45m. The ticket price range depends on the travel mode: a train costs an average of $64, and a flight costs an average of $96.
Distance: 408 miles (657 km)
| Flight | Most popular Train | Bus |
|---|---|---|
$387 Average price | $117 Average price Cheapest | $141 Average price |
4h 45m Average total duration Fastest 1h 45m Onboard + 3h 0m Additional time* | 11h 1m Average total duration 10h 31m Onboard + 30m Additional time* | 14h 11m Average total duration 13h 41m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Lee's Summit, MO to Chicago, IL:
A train is $25 (€20) less than a bus for this route with tickets for a bus from Lee's Summit, MO to Chicago, IL costing on average $141 (€116).
A train is $270 (€222) less than a flight for this route with tickets for a flight from Lee's Summit, MO to Chicago, IL costing on average $387 (€317).
Other travel options to Chicago, IL take longer:
Train takes on average 10h 31m.
Bus takes on average 13h 41m.
The table below shows live departures for Lee's Summit, MO to Chicago, IL flights for today, Friday, June 19. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
UA2437 | 11:25 AM Kansas City International Airport | 1h50 | 1:15 PM O'Hare International Airport | 0 transfersDirect | |
UA2763 · UA1738 | 12:30 PM Kansas City International Airport | 10h56 | 11:26 PM O'Hare International Airport | 1 transfer | |
UA5309 | 1:03 PM Kansas City International Airport | 1h52 | 2:55 PM O'Hare International Airport | 0 transfersDirect | |
UA708 · UA1131 | 1:50 PM Kansas City International Airport | 6h40 | 8:30 PM O'Hare International Airport | 1 transfer | |
UA708 · UA675 | 1:50 PM Kansas City International Airport | 6h21 | 8:11 PM O'Hare International Airport | 1 transfer | |
UA708 · UA1411 | 1:50 PM Kansas City International Airport | 8h04 | 9:54 PM O'Hare International Airport | 1 transfer | |
UA6124 · UA787 | 2:56 PM Kansas City International Airport | 8h19 | 11:15 PM O'Hare International Airport | 1 transfer | |
UA6124 · UA2197 | 2:56 PM Kansas City International Airport | 6h55 | 9:51 PM O'Hare International Airport | 1 transfer | |
UA303 | 3:16 PM Kansas City International Airport | 1h49 | 5:05 PM O'Hare International Airport | 0 transfersDirect | |
UA3475 · UA1206 | 3:27 PM Kansas City International Airport | 8h03 | 11:30 PM O'Hare International Airport | 1 transfer | |
UA3475 · UA546 | 3:27 PM Kansas City International Airport | 6h40 | 10:07 PM O'Hare International Airport | 1 transfer | |
UA1641 | 5:10 PM Kansas City International Airport | 1h53 | 7:03 PM O'Hare International Airport | 0 transfersDirect | |
UA2848 · UA1430 | 5:24 PM Kansas City International Airport | 7h20 | 12:44 AM O'Hare International Airport | 1 transfer | |
UA2848 · UA2258 | 5:24 PM Kansas City International Airport | 5h25 | 10:49 PM O'Hare International Airport | 1 transfer | |
UA3628 · UA1775 | 5:45 PM Kansas City International Airport | 15h51 | 9:36 AM O'Hare International Airport | 1 transfer | |
UA3628 · UA1738 | 5:45 PM Kansas City International Airport | 5h41 | 11:26 PM O'Hare International Airport | 1 transfer | |
UA3628 · UA1778 | 5:45 PM Kansas City International Airport | 13h42 | 7:27 AM O'Hare International Airport | 1 transfer | |
UA6113 · UA1752 | 6:20 PM Kansas City International Airport | 6h25 | 12:45 AM O'Hare International Airport | 1 transfer | |
UA5664 | 6:41 PM Kansas City International Airport | 1h48 | 8:29 PM O'Hare International Airport | 0 transfersDirect | |
| Saturday, June 20 | |||||
![]() | 1:00 PM Lee's Summit, MO | 1h43 | 2:43 PM 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 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 Lee's Summit, MO 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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