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Cheap Flights from Roanoke (ROA) to Chicago (CHIA)

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Flight deals from Roanoke Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Roanoke Airport to Chicago? If you want to travel next month, return fares start from £202. Find the lowest prices on one-way and return tickets right here.
Chicago.£202 per passenger.Departing Wed, 15 Apr, returning Mon, 20 Apr.Return flight with United.Outbound direct flight with United departs from Roanoke on Wed, 15 Apr, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 20 Apr, arriving in Roanoke.Price includes taxes and charges.From £202, select.
Chicago.£203 per passenger.Departing Wed, 2 Dec, returning Mon, 7 Dec.Return flight with United.Outbound direct flight with United departs from Roanoke on Wed, 2 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 7 Dec, arriving in Roanoke.Price includes taxes and charges.From £203, select.
Chicago.£218 per passenger.Departing Sat, 9 May, returning Mon, 11 May.Return flight with United.Outbound indirect flight with United, departs from Roanoke on Sat, 9 May, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Mon, 11 May, arriving in Roanoke.Price includes taxes and charges.From £218, select.
Chicago.£218 per passenger.Departing Fri, 29 May, returning Tue, 2 Jun.Return flight with United.Outbound direct flight with United departs from Roanoke on Fri, 29 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 2 Jun, arriving in Roanoke.Price includes taxes and charges.From £218, select.
Chicago.£241 per passenger.Departing Wed, 10 Jun, returning Sun, 28 Jun.Return flight with American Airlines.Outbound direct flight with American Airlines departs from Roanoke on Wed, 10 Jun, arriving in Chicago O'Hare International.Inbound direct flight with American Airlines departs from Chicago O'Hare International on Sun, 28 Jun, arriving in Roanoke.Price includes taxes and charges.From £241, select.
Chicago.£242 per passenger.Departing Sat, 23 May, returning Sat, 30 May.Return flight with United.Outbound direct flight with United departs from Roanoke on Sat, 23 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 30 May, arriving in Roanoke.Price includes taxes and charges.From £242, select.
Chicago.£251 per passenger.Departing Wed, 26 Aug, returning Sun, 30 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Roanoke on Wed, 26 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Sun, 30 Aug, arriving in Roanoke.Price includes taxes and charges.From £251, select.
Chicago.£259 per passenger.Departing Fri, 27 Mar, returning Mon, 30 Mar.Return flight with United.Outbound direct flight with United departs from Roanoke on Fri, 27 Mar, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 30 Mar, arriving in Roanoke.Price includes taxes and charges.From £259, select.
Chicago.£286 per passenger.Departing Thu, 9 Jul, returning Sun, 12 Jul.Return flight with United.Outbound direct flight with United departs from Roanoke on Thu, 9 Jul, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 12 Jul, arriving in Roanoke.Price includes taxes and charges.From £286, select.
Chicago.£290 per passenger.Departing Wed, 24 Jun, returning Wed, 1 Jul.Return flight with Delta.Outbound indirect flight with Delta, departs from Roanoke on Wed, 24 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 1 Jul, arriving in Roanoke.Price includes taxes and charges.From £290, select.
Chicago.£300 per passenger.Departing Mon, 23 Mar, returning Wed, 1 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Roanoke on Mon, 23 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago Midway on Wed, 1 Apr, arriving in Roanoke.Price includes taxes and charges.From £300, select.
Chicago.£321 per passenger.Departing Tue, 31 Mar, returning Fri, 3 Apr.Return flight with United.Outbound direct flight with United departs from Roanoke on Tue, 31 Mar, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Fri, 3 Apr, arriving in Roanoke.Price includes taxes and charges.From £321, select.

Find the cheapest month to fly from Roanoke to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Roanoke to Chicago flights are currently cheapest in April.
Mar
from £259
Apr
from £202
May
from £218
Jun
from £241
Jul
from £286
Aug
from £251
Sep
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Oct
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Nov
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Dec
from £203
Jan
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Feb
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Direct flights from Roanoke to Chicago

Alternative Roanoke to Chicago routes

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

Chicago Midway

9 miles from central Chicago
Closest
from £286
Search flights

Chicago O'Hare International

16 miles from central Chicago
Cheapest
from £202
Search flights

Chicago Dupage County

32 miles from central Chicago
Search flights

Chicago Rockford

78 miles from central Chicago
from £313
Search flights

Roanoke to Chicago: Flight information

The things to know before you go.
Cheapest flight found£202
Cheapest month to flyApril
Average flight time2 hrs, 12 mins
Most popular airlineUnited
Average flights per week144

Check out these Chicago hotels

Ready to plan your stay? Other travellers rate these Chicago hotels for cleanliness, service and location.
The Sono Chicago
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The Peninsula Chicago
1.25 miles from city centre
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The Sono Chicago
2.18 miles from city centre
£104
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The St. Regis Chicago
0.90 miles from city centre
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The Peninsula Chicago
1.25 miles from city centre
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Finding cheap flights from Roanoke to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Roanoke to Chicago is £202. 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.
2 hours and 12 minutes is the average flight time from Roanoke to Chicago.
United, GoJet Airlines and Qatar Airways fly direct from Roanoke to Chicago.
As of March 2026, there are 144 flights per week flying from Roanoke to Chicago.
The cheapest month to fly from Roanoke to Chicago is usually April.
If you're flying from Roanoke Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £202.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Roanoke Airport to Chicago on Wednesday, 15 April 2026.
Yes – the average flight time is 2 hours and 12 minutes.
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 March, the average temperature is usually around 3°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, United offers the cheapest flight tickets to Chicago.

Travelling from Roanoke-Blacksburg Regional Airport (ROA) to Chicago: what you need to know

  • The average length of a direct flight from Roanoke-Blacksburg Regional Airport to Chicago is 1 hour 55 minutes.

  • The timezone in Chicago is UTC-5. The city is one hour behind Roanoke, where Roanoke-Blacksburg Regional Airport is located.

  • Roanoke-Blacksburg Regional Airport (ROA) to O'Hare International Airport (ORD) is the most popular route, with 18 departures a week to choose from. If you prefer a later start to the day, the last flight from ROA to ORD is with United Airlines at 17:40. Opt for the first departure with United Airlines at 06:45 if you want to fly out earlier.

  • For a smooth journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This will give you plenty of time to catch your ROA to Chicago flight.

  • Planning to travel during a peak time like a bank holiday? Expect longer lines at check-in and security. To give yourself peace of mind, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • Start your journey at ROA and fly straight to O'Hare International Airport (ORD). That's where you can expect to touch down when searching for Roanoke-Blacksburg Regional Airport to Chicago tickets.

  • United Airlines is a well-known airline that offers direct flights from Roanoke-Blacksburg Regional Airport to Chicago.

  • Travelling from central Roanoke to ROA takes around 35 minutes by public transport. If you ride-share, drive or take a cab, you'll cover the 4 miles in 10 minutes or so, depending on traffic.

  • Want a relaxed start to your travels? Stay near ROA. Whether you're taking an early flight from Roanoke-Blacksburg Regional Airport to Chicago or just don't like being rushed, these hotels are worth a look:

  • Of the departures from Roanoke-Blacksburg Regional Airport, 68.76% land on time at their destination.

  • You'll find ROA at 5202 Aviation Drive, N.W..

How to find the cheapest flights from Roanoke-Blacksburg Regional Airport (ROA) to Chicago

  • £110 is the cheapest price we've seen for a one-way Roanoke-Blacksburg Regional Airport to Chicago flight. A round-trip plane ticket right now is £202. Depending on the availability and when you book, these fares could change.

  • Booking in advance is often the key to locking in a cheap flight from ROA to Chicago. Airlines adjust prices based on demand, so the closer your departure date, the more it could cost you.

  • The 'Whole month' search tool will show you the cheapest tickets from Roanoke-Blacksburg Regional Airport to Chicago throughout the entire month. It's a good way to snap up a bargain if your trip dates are flexible.

  • Locking in a cheap flight from ROA to Chicago is a breeze with Price Alerts. Simply create one of these automatic notifications and we'll get in touch when a new discount appears.

  • Find a cheap flight from Roanoke-Blacksburg Regional Airport to Chicago with the help of our filters. Select your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to the centre of Chicago takes around 35 minutes by car. The centre is roughly 25 miles away.

  • Travelling on public transport takes around 55 minutes.

  • If you have a late flight from Roanoke-Blacksburg Regional Airport to Chicago, nothing beats the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and resting soon after at one of these accommodation options near ORD:

  • Follow your own route with an O'Hare International Airport rental car. Pick up your wheels from Routes Car Rentals, Dollar or Budget and chase adventure across Chicago and beyond.

  • Reserving your ride from O'Hare International Airport around four weeks before your flight from ROA to Chicago can help you get the lowest rate.

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

Chicago Midway International Airport (MDW)

  • After your flight from Roanoke-Blacksburg Regional Airport to Chicago has hit the runway, you can make your way to the city centre in around 20 minutes by car. Central Chicago is roughly 12 miles from Chicago Midway International Airport (MDW).

  • If you travel by public transport, the ride to the centre takes 45 minutes or so.

  • You'll find some great places to drop your things at near MDW. Unwind and get cosy after your ROA to Chicago flight at any of these perfectly located options:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car easy and quick. These companies are located in or around the terminal and will have you on your way in a heartbeat.

  • Call dibs on the best options. Reserving your ride from MDW four weeks in advance often means more savings and a wider selection of vehicles.

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

Chicago Rockford International Airport (RFD)

  • Hop off your flight from Roanoke-Blacksburg Regional Airport to Chicago and go straight to your hotel or start exploring right away. The centre of Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and usually takes 1 hour 25 minutes to reach driving.

  • Public transport will take you there in roughly 4 hours 15 minutes.

  • If you don't want to make the journey into the centre, head for a hotel close to RFD. Settle in at one of these options after your ROA to Chicago flight:

  • Begin your trip without stressing about how to arrive at your destination with a Chicago Rockford International Airport rental car. You can book with trusted names here like Budget, Alamo and National.

  • Rental agencies sometimes offer promotions for early bookings, so secure your vehicle from RFD a few weeks in advance of your flight from Roanoke-Blacksburg Regional Airport to Chicago. A little planning can save you money.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • Travel to Chicago in high season if you prefer a busy atmosphere, but remember that hotel prices are usually higher. Alternatively, book your flights from Roanoke-Blacksburg Regional Airport to Chicago during low season when prices are cheaper and it's not as busy.

  • Lock in a Roanoke-Blacksburg Regional Airport to Chicago plane ticket with a departure in July to experience the city during its warmest month. You can expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from ROA to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

  • Start your Chicago trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Roanoke-Blacksburg Regional Airport to Chicago, check out our selection of hotels including:

  • Art Institute of Chicago and Millennium Park are just a couple of the top-rated attractions to add to your Chicago must-do list. Keep the momentum going by heading to LandShark Beer Garden at Navy Pier.

Explore more of United States

  • Chicago will leave a lasting impression, but there are so many other parts of United States waiting to be explored. About 280 miles south-east of Chicago, a trip to Columbus will keep your itinerary packed. Start with attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another standout destination in United States and is around 160 miles south-east of Chicago. No journey is complete without a visit to The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Roanoke to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.