There are 7 ways to get from Surprise to Chicago by plane, bus, train, bus (Greyhound), 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)PHX - MDW
6h 32m$106–559Bus, train via Flagstaff
- Take the bus from Denny's Restaurant to Flagstaff AmtrakGroome Transportation
- Take the train from Flagstaff to Chicago Union StationSouthwest Chief
36h 42m$234–1,451Bus (Greyhound)
- Take the bus from Phoenix Sky Harbor Airport/44th Street Sky Train Station to El Paso Bus Station
- Take the bus from El Paso Bus Station to Denver Union Station
- Take the bus from Denver Union Station to Chicago Bus Station
47h 27m$214–509Drive 1,706.2 mi
- Drive from Surprise to Chicago1,706.2 mi
30h 24m$312–450Fly to Chicago O'Hare International Airport
- Fly from Phoenix (PHX) to Chicago O'Hare International Airport (ORD)PHX - ORD
6h 48m$226–609Fly to General Mitchell International Airport, train
- Fly from Phoenix (PHX) to General Mitchell International Airport (MKE)PHX - MKE
- Take the train from Milwaukee to Chicago Union Station
8h 52m$268–1,324Bus, train (Amtrak)
- Take the bus from North Phoenix Metro Center Transit Station to Maricopa AmtrakAmtrak Thruway Connecting Service
- Take the train from Maricopa Amtrak to Chicago Union StationTexas Eagle
2d 9h
Surprise to Chicago by bus and foot (Greyhound)
Questions & Answers
The cheapest way to get from Surprise to Chicago is to fly which costs $100 - $600 and takes 6h 32m.
The fastest way to get from Surprise to Chicago is to fly which takes 6h 32m and costs $100 - $600.
No, there is no direct bus from Surprise to Chicago station. However, there are services departing from Surprise PNR and arriving at Chicago Bus Station via Van Buren St & Central Av, Phoenix Sky Harbor Airport/44th Street Sky Train Station, El Paso Bus Station and Denver Union Station. The journey, including transfers, takes approximately 47h 27m.
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 42m and costs $230 - $1,500.
It takes approximately 6h 32m to get from Surprise to Chicago, including transfers.
Surprise to Chicago bus services, operated by Greyhound USA, depart from Phoenix Sky Harbor Airport/44th Street Sky Train Station.
The best way to get from Surprise to Chicago is to fly which takes 6h 32m and costs $100 - $600. Alternatively, you can bus, which costs $210 - $550 and takes 47h 27m.
Surprise to Chicago bus services, operated by Greyhound USA, arrive at El Paso Bus Station.
Chicago is 1h ahead of Surprise. It is currently 1:13 PM in Surprise and 2:13 PM in Chicago.
What companies run services between Surprise, AZ, USA and Chicago, IL, USA?
Volaris, 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 Surprise PNR to Chicago Bus Station via Van Buren St & 2nd Av, Van Buren St & Central Av, Washington St & 44th St, Phoenix Sky Harbor Airport/44th Street Sky Train Station, El Paso Bus Station, and Denver Union Station in around 47h 27m.
- Website
- southwest.com
Flights from Phoenix to Chicago Midway International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $120–600
Flights from Phoenix to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 50m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Phoenix to Chicago Midway International Airport via Tulsa
- Ave. Duration
- 5h
- When
- Monday
- Estimated price
- $130–650
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 30m
- When
- Every day
- Estimated price
- $95–450
Flights from Phoenix to General Mitchell International Airport
- Ave. Duration
- 3h 18m
- When
- Every day
- Estimated price
- $240–1,200
Flights from Phoenix to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 55m
- When
- Wednesday and Thursday
- Estimated price
- $250–1,200
Flights from Phoenix to General Mitchell International Airport via Kansas City
- Ave. Duration
- 5h 7m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $240–1,200
Flights from Phoenix to General Mitchell International Airport via Denver
- Ave. Duration
- 5h 10m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $240–1,200
- Website
- aa.com
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $95–450
Flights from Phoenix to General Mitchell International Airport
- Ave. Duration
- 3h 26m
- When
- Every day
- Estimated price
- $240–1,200
Flights from Phoenix to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 15m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,200
- Website
- united.com
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 31m
- When
- Every day
- Estimated price
- $95–450
Flights from Phoenix to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,200
- Website
- volaris.com
Flights from Phoenix to Chicago Midway International Airport
- Ave. Duration
- 3h 19m
- When
- Tuesday and Sunday
- Estimated price
- $100–600
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 36m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–450
- Website
- flyfrontier.com
Flights from Phoenix to Chicago Midway International Airport
- Ave. Duration
- 3h 19m
- When
- Tuesday and Sunday
- Estimated price
- $120–600
Flights from Phoenix to Chicago O'Hare International Airport
- Ave. Duration
- 3h 32m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $95–450
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
- $150–1,300
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- 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
- $240–1,500
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 928-350-8466
- Website
- arizonashuttle.com
Bus from Denny's Restaurant to Flagstaff Amtrak
- Ave. Duration
- 2h 40m
- Frequency
- Every 4 hours
- Estimated price
- $50–110
- 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 Sky Harbor Airport/44th Street Sky Train Station to El Paso Bus Station
- Ave. Duration
- 8h 25m
- Frequency
- Twice daily
- Estimated price
- $40–75
- Website
- https://www.greyhound.com/
Bus from El Paso Bus Station to Denver Union Station
- Ave. Duration
- 13h 40m
- Frequency
- Once daily
- Estimated price
- $80–140
- Website
- https://www.greyhound.com/
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 35m
- Frequency
- Twice daily
- Estimated price
- $90–290
- Website
- https://www.greyhound.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
- Website
- https://www.amtrak.com/home.html
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Surprise to Chicago is 1716 miles. It takes approximately 30h 24m to drive from Surprise to Chicago.
There are 1237+ hotels available in Chicago.












