There are 7 ways to get from Surprise to Chicago by plane, bus, train, bus (Greyhound, Flixbus), 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 to Chicago Midway International Airport
best- Fly from Phoenix (PHX) to Chicago Midway International Airport (MDW)plane PHX - MDW
6h 22m$146–759Bus, train via Flagstaff
- Take the bus from Phoenix Denny's Deer Valley to Flagstaff University Northbus Phx
- Take the train from Flagstaff to Chicago Union Stationtrain Southwest Chief
36h 44m$526–1,099Bus
- Take the bus from Phoenix Bus Station to St Louis Bus Stationbus Greyhound US1210
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus FlixBus N2521 / ...
41h 1m$294–562Drive 1,706.2 mi
- Drive from Surprise to Chicagocar 1,706.2 mi
30h 32m$312–450Fly to Chicago O'Hare International Airport
- Fly from Phoenix (PHX) to Chicago O'Hare International Airport (ORD)plane PHX - ORD
6h 48m$256–559Fly to General Mitchell International Airport, train
- Fly from Phoenix (PHX) to General Mitchell International Airport (MKE)plane PHX - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
8h 55m$267–1,268Bus, train (Amtrak)
- Take the bus from North Phoenix Metro Center Transit Station to Maricopa Amtrakbus Amtrak Thruway Connecting Service
- Take the train from Maricopa Amtrak to Chicago Union Stationtrain Texas Eagle
2d 9h$567–1,329
Surprise to Chicago by bus and train (Amtrak)
Questions & Answers
The cheapest way to get from Surprise to Chicago is to bus which costs $290 - $600 and takes 41h 1m.
The fastest way to get from Surprise to Chicago is to fly which takes 6h 22m and costs $140 - $800.
The distance between Surprise and Chicago is 1487 miles. The road distance is 1716.2 miles.
The best way to get from Surprise to Chicago without a car is to bus and train via Flagstaff which takes 36h 44m and costs $500 - $1,100.
It takes approximately 6h 22m to get from Surprise to Chicago, including transfers.
The best way to get from Surprise to Chicago is to fly which takes 6h 22m and costs $140 - $800. Alternatively, you can bus, which costs $290 - $600 and takes 41h 1m.
Chicago is 2h ahead of Surprise. It is currently 9:50 AM in Surprise and 11:50 AM in Chicago.
Yes, the driving distance between Surprise to Chicago is 1716 miles. It takes approximately 30h 32m to drive from Surprise to Chicago.
There are 1249+ hotels available in Chicago.
What companies run services between Surprise, AZ, USA and Chicago, IL, USA?
Frontier Airlines and Southwest Airlines fly from Phoenix (PHX) to Chicago Midway International Airport (MDW) every 2 hours. Alternatively, you can take a bus from 111th Av & Thunderbird Bl to Chicago Bus Station via Sunnyslope TC, Jefferson St & 12th St, Phoenix Bus Station, and St Louis Bus Station in around 41h 1m.
- Website
- southwest.com
Flights from Phoenix to Chicago Midway International Airport
- Ave. Duration
- 3h 13m
- When
- Every day
- Estimated price
- $140–750
Flights from Phoenix to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 50m
- When
- Sunday
- Estimated price
- $140–750
Flights from Phoenix to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $150–750
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 26m
- When
- Every day
- Estimated price
- $80–400
Flights from Phoenix to General Mitchell International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $240–1,200
Flights from Phoenix to General Mitchell International Airport via Denver
- Ave. Duration
- 5h 6m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $250–1,200
Flights from Phoenix to General Mitchell International Airport via St. Louis
- Ave. Duration
- 5h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $260–1,300
- Website
- united.com
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 34m
- When
- Every day
- Estimated price
- $80–400
Flights from Phoenix to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $250–1,200
Flights from Phoenix to General Mitchell International Airport via Denver
- Ave. Duration
- 5h 28m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $250–1,200
- Website
- aa.com
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $80–400
Flights from Phoenix to Chicago O'Hare International Airport via St. Louis
- Ave. Duration
- 5h 17m
- When
- Tuesday
- Estimated price
- $85–410
Flights from Phoenix to General Mitchell International Airport
- Ave. Duration
- 3h 23m
- When
- Every day
- Estimated price
- $240–1,200
- Website
- flyfrontier.com
Flights from Phoenix to Chicago Midway International Airport
- Ave. Duration
- 3h 19m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $140–750
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $80–400
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Flagstaff to Chicago Union Station
- Ave. Duration
- 32h 43m
- Frequency
- Once daily
- Estimated price
- $430–950
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- https://www.amtrak.com/home.html
Train from Maricopa Amtrak to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- 3 times a week
- Estimated price
- $550–1,300
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 928-350-8466
- Website
- arizonashuttle.com
Bus from Phoenix Denny's Deer Valley to Flagstaff University North
- Ave. Duration
- 2h 30m
- Frequency
- Hourly
- Estimated price
- $55–100
- Book at
- https://groometransportation.com/phoenix-airport/?&sd_client_id=d8dca231-4b1d-4fa2-b53c-9a6a93b47ffd
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Phoenix Bus Station to St Louis Bus Station
- Ave. Duration
- 30h 25m
- Frequency
- Twice daily
- Estimated price
- $250–480
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $35–70
- Schedules at
- flixbus.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from North Phoenix Metro Center Transit Station to Maricopa Amtrak
- Ave. Duration
- 1h 30m
- Frequency
- 6 times a week
- Estimated price
- $15–27
- Website
- https://www.amtrak.com/home.html
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
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide













