There are 7 ways to get from Chicago to Raymondville by plane, bus, train, car, or taxi
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 Rio Grande Valley International Airport
best- Fly from Chicago Midway International Airport (MDW) to Rio Grande Valley International Airport (HRL)plane MDW - HRL
6h 47m$192–735Fly Chicago O'Hare International Airport to Rio Grande Valley International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Rio Grande Valley International Airport (HRL)plane ORD - HRL
7h 20m$142–495Bus
- Take the bus from Chicago to Dallas Jeffersonbus Chicago
- Take the bus from Dallas to Harlingen Bus Stationbus Dallas
30h 15m$307–487Train, bus via Dallas
- Take the train from Chicago Union Station to Dallastrain Texas Eagle
- Take the bus from Dallas to Harlingen Bus Stationbus Dallas
32h 49m$379–698Drive 1,380.1 mi
- Drive from Chicago to Raymondvillecar 1,380.1 mi
24h 14m$252–364Fly Chicago O'Hare International Airport to Mcallen Miller International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Mcallen Miller International Airport (MFE)plane ORD - MFE
- Take the taxi from Mcallen Miller International Airport (MFE) to Raymondvilletaxi
7h 52m$208–575Train, bus
- Take the train from Chicago Union Station to San Marcos Amtraktrain Texas Eagle
- Take the bus from San Marcos to Harlingen Bus Stationbus FlixBus US1164
40h 4m$386–789
Chicago Midway International Airport (MDW) to Rio Grande Valley International Airport (HRL) flights
Questions & Answers
The cheapest way to get from Chicago to Raymondville is to fly which costs $140 - $500 and takes 7h 20m.
The fastest way to get from Chicago to Raymondville is to fly which takes 6h 47m and costs $190 - $750.
The distance between Chicago and Raymondville is 1255 miles. The road distance is 1388.2 miles.
The best way to get from Chicago to Raymondville without a car is to bus which takes 30h 15m and costs $300 - $490.
It takes approximately 6h 47m to get from Chicago to Raymondville, including transfers.
The best way to get from Chicago to Raymondville is to fly which takes 6h 47m and costs $190 - $750. Alternatively, you can bus, which costs $300 - $490 and takes 30h 15m.
Yes, the driving distance between Chicago to Raymondville is 1388 miles. It takes approximately 24h 14m to drive from Chicago to Raymondville.
There are three+ hotels available in Raymondville.
What companies run services between Chicago, IL, USA and Raymondville, TX, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Rio Grande Valley International Airport (HRL) 3 times a day. Alternatively, you can take a bus from State & Harrison/Ida B Wells Drive to Raymondville via 35th/Archer Orange Line Station, California & 35th Street, Chicago, Dallas Jefferson, Dallas, and Harlingen Bus Station in around 30h 15m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Rio Grande Valley International Airport via Dallas/Ft.Worth
- Ave. Duration
- 5h 51m
- When
- Every day
- Estimated price
- $85–420
Flights from Chicago O'Hare International Airport to Mcallen Miller International Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 6m
- When
- Every day
- Estimated price
- $85–420
Flights from Chicago O'Hare International Airport to Mcallen Miller International Airport via Phoenix
- Ave. Duration
- 9h 22m
- When
- Every day
- Estimated price
- $140–600
- Website
- southwest.com
Flights from Chicago Midway International Airport to Rio Grande Valley International Airport via Dallas
- Ave. Duration
- 5h 8m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Rio Grande Valley International Airport via Houston Hobby Apt
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $130–650
Flights from Chicago Midway International Airport to Rio Grande Valley International Airport via Austin
- Ave. Duration
- 7h 32m
- When
- Saturday and Sunday
- Estimated price
- $130–650
Flights from Chicago O'Hare International Airport to Rio Grande Valley International Airport via Dallas
- Ave. Duration
- 5h 10m
- When
- Saturday
- Estimated price
- $85–420
Flights from Chicago O'Hare International Airport to Rio Grande Valley International Airport via Austin
- Ave. Duration
- 5h 40m
- When
- Tuesday and Wednesday
- Estimated price
- $85–420
- Website
- united.com
Flights from Chicago O'Hare International Airport to Rio Grande Valley International Airport via Houston
- Ave. Duration
- 5h 41m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago O'Hare International Airport to Mcallen Miller International Airport via Houston
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $85–420
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Rio Grande Valley International Airport via Minneapolis
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $100–480
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Dallas
- Ave. Duration
- 21h 48m
- Frequency
- Once daily
- Estimated price
- $220–500
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to San Marcos Amtrak
- Ave. Duration
- 29h 41m
- Frequency
- Once daily
- Estimated price
- $280–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from Chicago to Dallas Jefferson
- Ave. Duration
- 18h
- Frequency
- Once daily
- Estimated price
- $150–290
- Schedules at
- tornadobus.com
- Adults 11-59
- $150–290
- Phone
- +1 800-923-1799
- contactus@omexusa.net
- Website
- omnibusexpress.com
Bus from Dallas to Harlingen Bus Station
- Ave. Duration
- 9h 15m
- Frequency
- Once daily
- Estimated price
- $95–120
- Schedules at
- omnibusexpress.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from San Marcos to Harlingen Bus Station
- Ave. Duration
- 9h 1m
- Frequency
- Once daily
- Estimated price
- $45–80
- Schedules at
- flixbus.com
- Ave. Duration
- 1h
- Estimated price
- $120–150
Taxi service
- Phone
- +52 899 223 4178
- Website
- facebook.com
Multi Taxis Seguros
- Phone
- +52 899 902 0307
- Website
- multitaxisseguros.com.mx
City Taxi
- Phone
- +52 899 143 5516
- Website
- citytaxireynosa.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
Why you should take the train in the US
Read the travel guide











