There are 9 ways to get from Tupelo to Waukegan by car, plane, train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Huntsville International Airport-Carl T Jones Field, fly to Chicago O'Hare International Airport, train
best- Drive from Tupelo to Huntsville International Airport-Carl T Jones Field (HSV)
- Fly from Huntsville International Airport-Carl T Jones Field (HSV) to Chicago O'Hare International Airport (ORD)HSV - ORD
- Take the train from Clybourn to Waukegan
7h 28mFly Tupelo Regional Airport to Chicago Midway International Airport, train
cheapest- Fly from Tupelo Regional Airport (TUP) to Chicago Midway International Airport (MDW)TUP - MDW
- Take the train from Chicago OTC to Waukegan
6h 35m$91–431Bus, train
- Take the bus from Tupelo to Memphis Bus Station
- Take the bus from Memphis Bus Station to Chicago Bus Station
- Take the train from Chicago OTC to Waukegan
14h 28m$105–191Drive 617.9 mi
- Drive from Tupelo to Waukegan617.9 mi
11h 26m$113–163Bus to Memphis, fly to Chicago Midway International Airport, train
- Take the bus from Tupelo to Memphis Bus Station
- Fly from Memphis (MEM) to Chicago Midway International Airport (MDW)MEM - MDW
- Take the train from Chicago OTC to Waukegan
8h 28m$120–554Bus to Memphis, fly to Chicago O'Hare International Airport, train
- Take the bus from Tupelo to Memphis Bus Station
- Fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD)MEM - ORD
- Take the train from Clybourn to Waukegan
8h 45mFly Tupelo Regional Airport to Chicago O'Hare International Airport, train
- Fly from Tupelo Regional Airport (TUP) to Chicago O'Hare International Airport (ORD)TUP - ORD
- Take the train from Clybourn to Waukegan
7h 2mBus, train via St. Louis
- Take the bus from Tupelo to Memphis Bus Station
- Take the bus from Memphis Bus Station to St Louis Bus Station
- Take the train from St. Louis to Chicago Union Station
- Take the train from Chicago OTC to Waukegan
16h 4m$107–378Bus, train via Auburn Gresham
- Take the bus from Tupelo to Memphis Bus Station
- Take the bus from Memphis Bus Station to Chicago
- Take the train from Ravenswood to Waukegan
18h 11m$110–190
Huntsville International Airport-Carl T Jones Field (HSV) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Tupelo to Waukegan is to drive which costs $110 - $170 and takes 11h 26m.
The fastest way to get from Tupelo to Waukegan is to fly and train which takes 6h 35m and costs $90 - $440.
The distance between Tupelo and Waukegan is 688 miles. The road distance is 621.5 miles.
The best way to get from Tupelo to Waukegan without a car is to bus and train which takes 14h 28m and costs $100 - $200.
It takes approximately 7h 28m to get from Tupelo to Waukegan, including transfers.
Yes, the driving distance between Tupelo to Waukegan is 622 miles. It takes approximately 11h 26m to drive from Tupelo to Waukegan.
There are 109+ hotels available in Waukegan.
What companies run services between Tupelo, MS, USA and Waukegan, IL, USA?
There is no direct connection from Tupelo to Waukegan. However, you can drive to Huntsville International Airport-Carl T Jones Field (HSV) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, take the subway to Irving Park-Blue, walk to Irving Park, take the train to Clybourn, then take the train to Waukegan. Alternatively, you can take a vehicle from Tupelo to Waukegan via Tupelo, Memphis Bus Station, Chicago Bus Station, Jefferson & Harrison, Canal & Madison, and Chicago OTC in around 14h 28m.
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- Website
- united.com
Flights from Huntsville International Airport-Carl T Jones Field to Chicago O'Hare International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $65–400
Flights from Memphis to Chicago O'Hare International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $60–360
Flights from Tupelo Regional Airport to Chicago O'Hare International Airport via Nashville
- Ave. Duration
- 4h 34m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- $50–280
Flights from Tupelo Regional Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 27m
- When
- Sunday
- Estimated price
- $80–390
- Website
- southwest.com
Flights from Memphis to Chicago Midway International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $85–500
Flights from Memphis to Chicago Midway International Airport via Nashville
- Ave. Duration
- 3h 33m
- When
- Monday, Thursday, and Sunday
- Estimated price
- $95–550
Flights from Memphis to Chicago O'Hare International Airport via Nashville
- Ave. Duration
- 4h 25m
- When
- Thursday and Sunday
- Estimated price
- $65–380
Flights from Tupelo Regional Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 3h 57m
- When
- Thursday and Sunday
- Estimated price
- $70–400
- Website
- aa.com
Flights from Huntsville International Airport-Carl T Jones Field to Chicago O'Hare International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $65–400
Flights from Huntsville International Airport-Carl T Jones Field to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 4h 58m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $95–490
Flights from Memphis to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $60–360
Flights from Tupelo Regional Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 37m
- When
- Monday to Saturday
- Estimated price
- $80–390
- Website
- delta.com
Flights from Huntsville International Airport-Carl T Jones Field to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $85–450
Flights from Huntsville International Airport-Carl T Jones Field to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 25m
- When
- Monday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $85–460
Flights from Memphis to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 26m
- When
- Monday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $80–420
Flights from Memphis to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 39m
- When
- Monday, Saturday, and Sunday
- Estimated price
- $85–440
- Phone
- +1 312-322-6777
- Website
- metra.com
Train from Clybourn to Waukegan
- Ave. Duration
- 1h 14m
- Frequency
- Hourly
- Website
- https://metra.com
Train from Chicago OTC to Waukegan
- Ave. Duration
- 1h 22m
- Frequency
- Hourly
- Estimated price
- $3–7
- Website
- https://metra.com
Train from Ravenswood to Waukegan
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $3–6
- Website
- https://metra.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from St. Louis to Chicago Union Station
- Ave. Duration
- 4h 55m
- Frequency
- 5 times a day
- Estimated price
- $40–230
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Tupelo to Memphis Bus Station
- Ave. Duration
- 1h 50m
- Frequency
- Twice daily
- Estimated price
- $19–29
- Website
- https://www.greyhound.com/
Bus from Memphis Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 30m
- Frequency
- Once daily
- Estimated price
- $70–140
- Website
- https://www.greyhound.com/
Bus from Memphis Bus Station to St Louis Bus Station
- Ave. Duration
- 5h 15m
- Frequency
- Once daily
- Estimated price
- $35–75
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Memphis Bus Station to Chicago Bus Station
- Ave. Duration
- 11h 15m
- Frequency
- 5 times a week
- Estimated price
- $70–130
- Schedules at
- flixbus.com
Bus from Memphis Bus Station to St Louis Bus Station
- Ave. Duration
- 4h 45m
- Frequency
- 5 times a week
- Estimated price
- $55–100
- Schedules at
- flixbus.com
Bus from Memphis Bus Station to Chicago
- Ave. Duration
- 10h 50m
- Frequency
- 5 times a week
- Estimated price
- $75–140
- Schedules at
- flixbus.com
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