There are 8 ways to get from Gilbert to Chicago by plane, bus (Greyhound, Flixbus), bus, train, car, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Phoenix to Chicago Midway International Airport
best- Fly from Phoenix (PHX) to Chicago Midway International Airport (MDW)plane PHX - MDW
6h 38m$128–241Bus
- 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 / ...
37h 52m$324–513Bus, train
- Take the bus from Phoenix Sky Harbor Airport/44th Street Sky Train Station to Flagstaff Train Stationbus FlixBus 2047
- Take the train from Flagstaff to Chicago Union Stationtrain Southwest Chief
38h$444–1,061Drive 1,685.1 mi
- Drive from Gilbert to Chicagocar 1,685.1 mi
29h 56m$308–445Fly Phoenix to Chicago O'Hare International Airport
- Fly from Phoenix (PHX) to Chicago O'Hare International Airport (ORD)plane PHX - ORD
6h 56m$198–381Fly Phoenix-Mesa Gateway Airport to South Bend, train
- Fly from Phoenix-Mesa Gateway Airport (AZA) to South Bend (SBN)plane AZA - SBN
- Take the train from South Bend Airport to Van Buren St.train
8h 11m$198–871Fly Phoenix 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
9h 7m$278–620Train (Amtrak)
- Take the train from Maricopa Amtrak to Chicago Union Stationtrain Texas Eagle
2d 8h$597–1,462
Phoenix (PHX) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Gilbert to Chicago is to fly which costs $120 - $250 and takes 6h 38m.
The fastest way to get from Gilbert to Chicago is to fly which takes 6h 38m and costs $120 - $250.
No, there is no direct bus from Gilbert station to Chicago station. However, there are services departing from Phoenix Bus Station and arriving at Chicago Bus Station via St Louis Bus Station. The journey, including transfers, takes approximately 37h 52m.
No, there is no direct train from Gilbert to Chicago station. However, there are services departing from Maricopa Amtrak and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 2 days 8h.
The distance between Gilbert and Chicago is 1484 miles. The road distance is 1695 miles.
The best way to get from Gilbert to Chicago without a car is to bus which takes 37h 52m and costs $320 - $550.
It takes approximately 6h 38m to get from Gilbert to Chicago, including transfers.
Gilbert to Chicago bus services, operated by Greyhound USA, depart from Phoenix Bus Station.
Gilbert to Chicago train services, operated by Amtrak, depart from Maricopa Amtrak station.
The best way to get from Gilbert to Chicago is to fly which takes 6h 38m and costs $120 - $250. Alternatively, you can bus, which costs $320 - $550 and takes 37h 52m, you could also train, which costs $550 - $1,500 and takes 2 days 8h.
What companies run services between Gilbert, AZ, USA and Chicago, IL, USA?
Southwest Airlines flies from Phoenix (PHX) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, you can take a vehicle from Gilbert to Chicago Bus Station via Phoenix Bus Station and St Louis Bus Station in around 37h 52m.
- Website
- southwest.com
Flights from Phoenix to Chicago Midway International Airport
- Ave. Duration
- 3h 16m
- When
- Every day
- Estimated price
- $90–440
Flights from Phoenix to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 57m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $90–440
Flights from Phoenix to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 10m
- When
- Saturday
- Estimated price
- $95–450
Flights from Phoenix to General Mitchell International Airport
- Ave. Duration
- 3h 18m
- When
- Every day
- Estimated price
- $130–650
Flights from Phoenix to General Mitchell International Airport via Denver
- Ave. Duration
- 5h 1m
- When
- Saturday, Tuesday, Wednesday, and Sunday
- Estimated price
- $140–650
Flights from Phoenix to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 57m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $140–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Flagstaff to Chicago Union Station
- Ave. Duration
- 32h 43m
- Frequency
- Once daily
- Estimated price
- $400–1,000
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $20–50
- Website
- Amtrak
Train from Maricopa Amtrak to Chicago Union Station
- Ave. Duration
- 2d 5h
- Frequency
- 3 times a week
- Estimated price
- $550–1,400
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Phoenix Bus Station to St Louis Bus Station
- Ave. Duration
- 30h 25m
- Frequency
- Twice daily
- Estimated price
- $230–380
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Gilbert to Chicago bus services, operated by Greyhound USA, arrive at St Louis Bus Station.
Chicago is 2h ahead of Gilbert. It is currently 8:33 PM in Gilbert and 10:33 PM in Chicago.
Gilbert to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Gilbert to Chicago is 1695 miles. It takes approximately 29h 56m to drive from Gilbert to Chicago.
There are 1280+ hotels available in Chicago.








