There are 10 ways to get from Chicago to Seaside by plane, taxi, bus, train, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to Northwest Florida Beaches International Airport, taxi
best- Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane MDW - ECP
- Take the taxi from Northwest Florida Beaches International Airport (ECP) to Seasidetaxi
4h 26m$182–655Fly Chicago O'Hare International Airport to Pensacola International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane ORD - PNS
- Drive from Pensacola-Airport-PNS to Seasidecar
6h 5m$86–385Bus, taxi via LaGrange
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to La Grange Bus Stationbus
- Take the bus from La Grange Bus Station to Mobilebus
- Take the bus from Loxley to Crestviewbus
- Take the taxi from Crestview to Seasidetaxi
24h 38m$370–553Train, bus, taxi
- Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Gulfport Amtrak Statrain
- Take the bus from Gulfport to Crestviewbus
- Take the taxi from Crestview to Seasidetaxi
26h 49m$521–915Drive 869.4 mi
- Drive from Chicago to Seasidecar 869.4 mi
16h 42m$159–230Fly Chicago O'Hare International Airport to Northwest Florida Beaches International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Northwest Florida Beaches International Airport (ECP)plane ORD - ECP
- Take the taxi from Northwest Florida Beaches International Airport (ECP) to Seasidetaxi
5h 3m$162–505Fly Chicago Midway International Airport to Destin–Fort Walton Beach Airport, taxi
- Fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS)plane MDW - VPS
- Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Seasidetaxi
4h 44m$202–635Fly Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Destin–Fort Walton Beach Airport (VPS)plane ORD - VPS
- Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Seasidetaxi
5h 10m$182–535Fly Chicago Midway International Airport to Pensacola International Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane MDW - PNS
- Drive from Pensacola-Airport-PNS to Seasidecar
7h 26m$106–485Bus, taxi
- Take the bus from Chicago Train Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Mobile Bus Stationbus
- Take the bus from Mobile to Crestviewbus
- Take the taxi from Crestview to Seasidetaxi
28h 25m$345–554
Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP) flights
Questions & Answers
The cheapest way to get from Chicago to Seaside is to drive which costs $150 - $230 and takes 16h 42m.
The fastest way to get from Chicago to Seaside is to fly and taxi which takes 4h 26m and costs $180 - $700.
The distance between Chicago and Seaside is 842 miles. The road distance is 874.4 miles.
The best way to get from Chicago to Seaside without a car is to bus and taxi via LaGrange which takes 24h 38m and costs $370 - $600.
It takes approximately 4h 26m to get from Chicago to Seaside, including transfers.
Yes, the driving distance between Chicago to Seaside is 874 miles. It takes approximately 16h 42m to drive from Chicago to Seaside.
There are 3246+ hotels available in Seaside.
What companies run services between Chicago, IL, USA and Seaside, FL, USA?
There is no direct connection from Chicago to Seaside. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Northwest Florida Beaches International Airport (ECP), then take the taxi to Seaside. Alternatively, you can take the bus to Atlanta Bus Station, take the bus to La Grange Bus Station, take the bus to Mobile, take the bus to Crestview, then take the taxi to Seaside.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 6m
- When
- Saturday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Nashville
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via St. Louis
- Ave. Duration
- 4h 10m
- When
- Saturday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via Nashville
- Ave. Duration
- 4h 5m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Sunday
- Estimated price
- $110–550
Flights from Chicago Midway International Airport to Pensacola International Airport via Nashville
- Ave. Duration
- 5h 16m
- When
- Tuesday, Wednesday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $90–460
Flights from Chicago Midway International Airport to Pensacola International Airport via St. Louis
- Ave. Duration
- 7h 5m
- When
- Sunday, Tuesday, Wednesday, and Saturday
- Estimated price
- $95–470
Flights from Chicago Midway International Airport to Pensacola International Airport via Kansas City
- Ave. Duration
- 6h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–550
- Website
- delta.com
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $75–370
Flights from Chicago Midway International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $95–470
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Charlotte
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $95–450
Flights from Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $70–360
- Website
- united.com
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $70–360
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport
- Ave. Duration
- 2h 14m
- When
- Monday
- Estimated price
- $100–500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to New Orleans Union Passenger Terminal
- Ave. Duration
- 19h 42m
- Frequency
- Once daily
- Estimated price
- $300–650
- Website
- https://www.amtrak.com/home.html
Train from New Orleans Union Passenger Terminal to Gulfport Amtrak Sta
- Ave. Duration
- 59 min
- Frequency
- Twice daily
- Estimated price
- $21–45
- Website
- https://www.amtrak.com/home.html
- Website
- flixbus.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $110–210
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to La Grange Bus Station
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $9–19
- Website
- https://www.greyhound.com/
Bus from Chicago Train Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- Twice daily
- Estimated price
- $110–210
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Mobile Bus Station
- Ave. Duration
- 5h 45m
- Frequency
- 5 times a day
- Estimated price
- $50–100
- Website
- https://www.greyhound.com/
- Website
- greyhound.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 30m
- Frequency
- 3 times a day
- Schedules at
- greyhound.com
Bus from Chicago Train Station to Atlanta Bus Station
- Ave. Duration
- 16h 15m
- Frequency
- Once daily
- Schedules at
- greyhound.com
Bus from Atlanta Bus Station to Mobile Bus Station
- Ave. Duration
- 5h 45m
- Frequency
- 5 times a day
- Schedules at
- greyhound.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $120–200
- Schedules at
- flixbus.com
- Phone
- +1 800-923-1799
- [email protected]
- Website
- omnibusexpress.com
Bus from La Grange Bus Station to Mobile
- Ave. Duration
- 3h 32m
- Frequency
- Once daily
- Estimated price
- $65–85
- Schedules at
- omnibusexpress.com
Bus from Loxley to Crestview
- Ave. Duration
- 1h 24m
- Frequency
- Once daily
- Estimated price
- $45–60
- Schedules at
- omnibusexpress.com
Bus from Gulfport to Crestview
- Ave. Duration
- 2h 56m
- Frequency
- Once daily
- Estimated price
- $55–75
- Schedules at
- omnibusexpress.com
Bus from Mobile to Crestview
- Ave. Duration
- 1h 43m
- Frequency
- Once daily
- Estimated price
- $45–65
- Schedules at
- omnibusexpress.com
- Ave. Duration
- 1h
- Estimated price
- $80–180
Emerald Taxi
- Phone
- +1 850-792-2546
- Website
- emeraldtaxiandshuttle.com
H2O Shuttle Taxi and Limo
- Phone
- +1 850-708-2870
Red Cabs of Panama City
- Phone
- +1 850-733-2227
- Website
- myfloridacabs.com
Emerald Taxi
- Phone
- +1 850-792-2546
- Website
- emeraldtaxiandshuttle.com
H2O Shuttle Taxi and Limo
- Phone
- +1 850-708-2870
Red Cabs of Panama City
- Phone
- +1 850-733-2227
- Website
- myfloridacabs.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide








