Cheap Flights from Caracas to Chicago

Compare Caracas to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Caracas to Chicago

Looking for a cheap last-minute deal or the best return flight from Caracas Airport to Chicago? If you want to travel next month, return fares start from R 10,713. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Caracas to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Caracas to Chicago flights are currently cheapest in July.

Alternative Caracas to Chicago routes

Looking for the cheapest, fastest or easiest route from Caracas to Chicago? You could fly into the following airports instead.

Caracas to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 5,982
Cheapest month to flyJuly

Finding cheap flights from Caracas to Chicago: Frequently asked questions

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
The best price we found for a return flight from Caracas to Chicago is R 10,671. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Caracas to Chicago. But we found flights with one or more stops from R 10,671.
As of July 2026, there are no flights flying from Caracas to Chicago.
The cheapest month to fly from Caracas to Chicago is usually July.
If you're flying from Caracas Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.5 km away from the centre of Chicago. We've found flights into this airport from R 10,671.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Caracas Airport to Chicago on Wednesday, 15 July 2026.
No airlines currently offer direct flights between Caracas Airport and Chicago. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

In July, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Copa offers the cheapest flight tickets to Chicago.

Flying from Caracas Simon Bolivar International Airport (CCS) to Chicago: what you need to know

  • Chicago is two hours behind Caracas, where Caracas Simon Bolivar International Airport is located. Chicago follows the UTC-6 timezone.

  • Give yourself plenty of time to make your CCS to Chicago flight. A good rule of thumb is to arrive two hours before international departures and an hour ahead for domestic flights.

  • During popular months like July, it's a good idea to get to the airport earlier than usual. Plan to arrive two hours before domestic departures and four hours ahead of an international flight when you travel during a peak period in general.

  • We make it a breeze to book plane tickets from CCS to Chicago with a stopover. To see the options, uncheck 'Direct flights only.' Then, select a flight with a stop long enough to see the sights of your chosen city. Some popular stopovers include:

    • Istanbul Airport (IST)

    • Adolfo Suarez Madrid-Barajas Airport (MAD)

    • Panama City Tocumen International Airport (PTY)

  • CCS is around 18 kilometres from central Caracas. If you're driving, catching a taxi or ride-sharing from the centre, it'll take you 40 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the trip time to be around 1 hour 10 minutes.

  • Want a hassle-free start to your travels? Stay near CCS. Whether you've booked an early flight from Caracas Simon Bolivar International Airport to Chicago or just don't like being rushed, these hotels put convenience first:

  • Of all flights departing from Caracas Simon Bolivar International Airport, 65% arrive on time at their destination.

How to find the cheapest flights from Caracas Simon Bolivar International Airport (CCS) to Chicago

  • R 5,982 is the lowest price we've found for a one-way Caracas Simon Bolivar International Airport to Chicago flight. A round-trip ticket right now is R 10,671. Depending on when and how early you book, these fares could change.

  • Don't leave things to the last moment. You're more likely to find cheap flights from CCS to Chicago if you book ahead. Airlines often have some great early bird rates.

  • Finding cheap tickets from Caracas Simon Bolivar International Airport to Chicago is more likely if you're flexible with your trip dates. Try using the 'Whole month' search function to get the lowest fares across the month and bag a fantastic deal.

  • Save time looking for cheap flights from CCS to Chicago by setting up a Price Alert. We'll send you an email or notification through the app when a special offer becomes available.

  • Tailor your flights with filters. Pick your departure and arrival times, total journey duration and airlines. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' flights from Caracas Simon Bolivar International Airport to Chicago.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometres. It takes around 30 minutes to reach the centre driving.

  • It'll take around 45 minutes to get there using public transport.

  • Think about booking a hotel near ORD if you have a late flight from Caracas Simon Bolivar International Airport to Chicago. Check in to one of these accommodation options and skip the long transfer:

  • Lock in the best possible rate by booking your vehicle from Chicago O'Hare International Airport around four weeks ahead of your flight from CCS to Chicago.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Central Chicago is located around 16 kilometres from Chicago Midway International Airport (MDW). Once your flight from Caracas Simon Bolivar International Airport to Chicago has touched down and you've made your way through the terminal, the drive should be around 25 minutes.

  • Public transport will get you there in about 30 minutes.

  • You'll find some comfortable places ready to welcome you near MDW. Unwind and get cosy after your CCS to Chicago flight at any of these well-located options:

  • Score the best price by reserving your ride from MDW four weeks in advance. You can also expect to have a greater range of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from Caracas Simon Bolivar International Airport to Chicago and go straight to your hotel or jump right into sightseeing. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 40 minutes to drive there.

  • If you use public transport, the journey time is around 2 hours.

  • Enjoy a more relaxed start to your trip by staying at a hotel near RFD after your CCS to Chicago flight. Recharge after a day of travel or just give yourself time to find your footing in a new place at:

  • Booking at least a few weeks ahead of your flight from Caracas Simon Bolivar International Airport to Chicago is always a good idea. As well as better deals, you'll have a wider selection of vehicle makes and models at RFD.

  • Chicago Rockford International Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Caracas Simon Bolivar International Airport to Chicago, while July is the busiest. Find the ideal time to visit Chicago based on whether you want a bustling atmosphere or a more laid-back vibe.

  • Book a Caracas Simon Bolivar International Airport to Chicago plane ticket with a departure in July if you want to visit the city during its warmest month. Expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

  • Search for cheap tickets from CCS to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of the United States

  • You've visited Chicago, now it's time to explore more of the United States. Journey about 451 kilometres southeast to Columbus to check off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, there's plenty to keep you on the go.

  • If you're looking to explore another major destination in the United States, consider Indianapolis, roughly 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are the start of reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.