Cheap Flights from Tri-Cities to Chicago

Compare Tri-Cities to Chicago flight deals

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

Book the best Chicago fare with no extra fees

Flight deals from Tri-Cities to Chicago

Looking for a cheap last-minute deal or the best return flight from Tri-Cities to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Tri-Cities to Chicago

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

Direct flights from Tri-Cities to Chicago

Kingsport to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 2,015
Cheapest month to flyApril
Average flight time2 hrs, 3 mins
Most popular airlineSkyWest Airlines
Average flights per week55

Finding cheap flights from Tri-Cities 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 Tri-Cities to Chicago is R 3,332. 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 3 minutes is the average flight time from Tri-Cities to Chicago.
United, SkyWest Airlines and Envoy Air fly direct from Tri-Cities to Chicago.
As of February 2026, there are 55 flights per week flying from Tri-Cities to Chicago.
The cheapest month to fly from Tri-Cities to Chicago is usually March.
If you're flying from Tri-Cities Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from R 3,332.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Tri-Cities Airport to Chicago on Thursday, 26 March 2026.
Yes – the average flight time is 2 hours and 3 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 February, the average temperature is usually around -2°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, Delta and United offer the cheapest flight tickets to Chicago.

Travelling from Tri-Cities Regional Airport (TRI) to Chicago: what you need to know

  • Chicago is one hour behind Kingsport, where Tri-Cities Regional Airport is located. Chicago observes the UTC-5 timezone.

  • For a relaxed start to your TRI to Chicago flight, leave plenty of time for things like check-in and baggage drop. Turning up two hours ahead of international departures and one hour before domestic flights is the general travel rule.

  • Planning to travel during a peak period like school or public holidays? Expect longer lines at check-in and security. Play it safe and arrive up to four hours before international flights and two hours before domestic departures.

  • Central Kingsport to TRI is around 16 kilometres. Depending on traffic conditions, it'll take about 25 minutes to reach there if you're ride-sharing, catching a cab or driving.

  • Searching for a hotel near TRI? If you're catching an early flight from Tri-Cities Regional Airport to Chicago, these accommodation options will put you moments from your departure gate:

  • When it comes to Tri-Cities Regional Airport's on-time performance, 79.37% of flights stick to their scheduled arrival time.

  • TRI is located at 2525 Tennessee 75.

How to find the cheapest flights from Tri-Cities Regional Airport (TRI) to Chicago

  • R 2,015 is the lowest price we've seen for a one-way Tri-Cities Regional Airport to Chicago flight. A round-trip flight ticket right now is R 3,332. Depending on the availability and when you book, these fares may change.

  • Don't wait until the last moment. You're more likely to find cheap flights from TRI to Chicago if you book in advance. Airlines often offer some excellent early bird discounts.

  • The 'Whole month' search tool will show you the cheapest tickets from Tri-Cities Regional Airport to Chicago across every month. It's a good way to find a bargain if your plans are flexible.

  • Picking up a cheap flight from TRI to Chicago is a breeze with Price Alerts. Simply set up one of these automatic notifications and we'll let you know as soon as a new discount appears.

  • Choose your preferred departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Tri-Cities Regional Airport to Chicago by 'Fastest,' 'Best' or 'Cheapest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes about 35 minutes to reach the centre driving.

  • If you're taking public transport, expect a journey time of around 55 minutes.

  • The last thing you need is a lengthy journey to your hotel if you're getting in late on a flight from Tri-Cities Regional Airport to Chicago. Stay at one of these accommodation options near ORD instead:

  • Grab an O'Hare International Airport rental car and discover Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top providers to choose from here.

  • Secure the lowest price by booking your vehicle from O'Hare International Airport around four weeks before your flight from TRI to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Central Chicago is around 19 kilometres from Chicago Midway International Airport (MDW). After your flight from Tri-Cities Regional Airport to Chicago has touched down and you've made your way out of the airport, the drive should take about 20 minutes.

  • You can expect the trip to take about 45 minutes on public transport.

  • Following your TRI to Chicago flight, settle in at a hotel close to MDW. These are some comfortable accommodation options that'll help you switch to relaxation mode:

  • Forget about public transport timetables or waiting in a long cab line. Grab a Chicago Midway International Airport rental car and blaze your own trail. Check out the availability and rates from Dollar, Hertz and Budget.

  • Avoid potential price surges. Securing your ride four weeks ahead of your arrival at MDW can land you a better rate.

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

Chicago Rockford International Airport (RFD)

  • Set your sights on the city centre after your flight from Tri-Cities Regional Airport to Chicago has landed. Central Chicago is about 137 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

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

  • Book a hotel near RFD and go from the plane to your bed in a flash. Whether you have a late TRI to Chicago flight or just want a stress-free arrival, these stays offer convenience when you need it most:

  • Start your journey without stressing over how to get to where you're going with a Chicago Rockford International Airport rental car. Book your wheels with reliable names here like Budget, Alamo and National.

  • Rental providers sometimes offer deals on early bookings, so book your ride from RFD in advance of your flight from Tri-Cities Regional Airport to Chicago. Plan ahead and your wallet will thank you.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Before scheduling your flights from Tri-Cities Regional Airport to Chicago, consider which time of year works best for you. High season in Chicago offers a bustling atmosphere and plenty to do, while the low season means you'll get cheaper hotel rates and smaller crowds.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Tri-Cities Regional Airport to Chicago flight ticket then if that's your definition of good weather.

  • January sees average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Search for a cheap ticket from TRI to Chicago around that time if you want to travel when it's cooler.

More about Chicago

Explore more of United States

  • You've visited Chicago, now it's time to explore more of United States. Travel about 451 kilometres south-east to Columbus to tick off its top sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, there's plenty to keep you busy.

  • Indianapolis is another essential stop in United States and is around 257 kilometres south-east of Chicago. No journey is complete without dropping by The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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