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Cheap Flights from Appleton (ATW) to Chicago (CHIA)

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Flight deals from Appleton to Chicago

Looking for a cheap last-minute deal or the best return flight from Appleton to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.£135 per passenger.Departing Thu, 9 Oct, returning Sat, 1 Nov.Return flight with United.Outbound direct flight with United departs from Appleton on Thu, 9 Oct, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 1 Nov, arriving in Appleton.Price includes taxes and charges.From £135, select.
Chicago.£135 per passenger.Departing Fri, 6 Jun, returning Mon, 9 Jun.Return flight with United.Outbound direct flight with United departs from Appleton on Fri, 6 Jun, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 9 Jun, arriving in Appleton.Price includes taxes and charges.From £135, select.
Chicago.£135 per passenger.Departing Tue, 23 Sep, returning Tue, 30 Sep.Return flight with United.Outbound direct flight with United departs from Appleton on Tue, 23 Sep, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 30 Sep, arriving in Appleton.Price includes taxes and charges.From £135, select.
Chicago.£142 per passenger.Departing Sat, 31 May, returning Wed, 4 Jun.Return flight with United.Outbound direct flight with United departs from Appleton on Sat, 31 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Wed, 4 Jun, arriving in Appleton.Price includes taxes and charges.From £142, select.
Chicago.£168 per passenger.Departing Sat, 17 May, returning Mon, 11 Aug.Return flight with United.Outbound direct flight with United departs from Appleton on Sat, 17 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 11 Aug, arriving in Appleton.Price includes taxes and charges.From £168, select.
Chicago.£179 per passenger.Departing Sat, 17 May, returning Sat, 24 May.Return flight with United.Outbound direct flight with United departs from Appleton on Sat, 17 May, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 24 May, arriving in Appleton.Price includes taxes and charges.From £179, select.
Chicago.£190 per passenger.Departing Tue, 27 Jan, returning Thu, 26 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Appleton on Tue, 27 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 26 Feb, arriving in Appleton.Price includes taxes and charges.From £190, select.
Chicago.£277 per passenger.Departing Fri, 2 Jan, returning Fri, 9 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Appleton on Fri, 2 Jan, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Fri, 9 Jan, arriving in Appleton.Price includes taxes and charges.From £277, select.

Find the cheapest month to fly from Appleton to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Appleton to Chicago flights are currently cheapest in June.
May
from £180
Jun
from £135
Jul
from £302
Aug
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Sep
from £135
Oct
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Nov
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Dec
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Jan
from £277
Feb
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Mar
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Apr
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Direct flights from Appleton to Chicago

Alternative Appleton to Chicago routes

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

Appleton to Chicago: Flight information

The things to know before you go.
Cheapest flight found£135
Cheapest month to flyJune
Average flight time1 hr, 19 mins
Most popular airlineEnvoy Air
Average flights per week203

Finding cheap flights from Appleton 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 Appleton to Chicago is £135. 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.
1 hour and 19 minutes is the average flight time from Appleton to Chicago.
Envoy Air, American Airlines and United fly direct from Appleton to Chicago.
As of May 2025, there are 203 flights per week flying from Appleton to Chicago.
The cheapest month to fly from Appleton to Chicago is usually May 2025.
If you're flying from Appleton 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 £135.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Appleton Airport to Chicago on Friday, 6 June 2025.
Yes – the average flight time is 1 hour and 19 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 May, the average temperature is usually around 13°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 Appleton International Airport (ATW) to Chicago: what you need to know

  • Expect to be travelling for 1 hour 10 minutes. That's the average time for a direct flight from Appleton International Airport to Chicago.

  • Appleton (the location of Appleton International Airport) and Chicago are in the same timezone — UTC-5.

  • With 61 weekly flights between the two airports, Appleton International Airport (ATW) to O'Hare International Airport (ORD) is the most popular route. American Airlines operates the earliest flight at 05:00. If you're eager to make the most of your day before you fly, the last flight from ATW to ORD is with American Airlines at 18:30.

  • To avoid rushing for your ATW to Chicago flight, leave plenty of time to navigate the airport and find your gate. Arriving two hours before international departures and one hour before domestic flights is the standard rule.

  • If you're heading away during a bank holiday or another peak period, give yourself more time. A good rule is two hours ahead of domestic flights and up to four hours before international departures. Lines at security and check-in will be longer.

  • Start your trip at ATW and travel straight to O'Hare International Airport (ORD). That will be your arrival point when searching for Appleton International Airport to Chicago tickets.

  • Be on the lookout for promotions from United Airlines. This carrier has direct flights from Appleton International Airport to Chicago.

  • ATW is around 5 miles from central Appleton. If you're driving, catching a cab or ride-sharing from the centre, it'll take 15 minutes or so to get there, depending on traffic conditions.

  • Planning to catch an early flight from Appleton International Airport to Chicago? Avoid rushing to the terminal (and get some extra shut-eye) by choosing one of these stays close to ATW:

  • 69.93% of flights that leave from Appleton International Airport land at their destination on schedule.

  • ATW is located at West 6390, Challenger Drive, Suite 201.

How to find the cheapest flights from Appleton International Airport (ATW) to Chicago

  • £108 is the cheapest price we've found for a one-way Appleton International Airport to Chicago flight. A round-trip plane ticket right now is £135. Depending on when you book and the availability, these fares may change.

  • To score cheap flights from ATW to Chicago, book your journey seven months before your planned departure.

  • The best month for scoring cheap Appleton International Airport to Chicago tickets is November. Use the 'Whole month' tool to compare flight prices, then choose the dates offering the lowest fares.

  • Picking up a cheap flight from ATW to Chicago is a breeze with Price Alerts. All you need to do is set up one of these automatic notifications and we'll get in touch when there's a better deal.

  • Select your ideal arrival and departure times, airlines and number of stops with our filters. Then, sort the results for your flight from Appleton International Airport to Chicago by 'Best,' 'Cheapest' or 'Fastest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 25 miles from central Chicago. If you're catching a cab or a ride-share, the drive takes about 35 minutes.

  • When travelling by 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 Appleton International Airport to Chicago. Reserve one of these accommodation options near ORD instead:

  • Travel at your own speed with an O'Hare International Airport rental car. Pick up a set of wheels from Routes Car Rentals, Dollar or Budget and chase adventure across Chicago and beyond.

  • Booking your vehicle from O'Hare International Airport around four weeks in advance of your flight from ATW to Chicago can help you get the best possible rate.

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

Chicago Midway International Airport (MDW)

  • After your flight from Appleton International Airport to Chicago has hit the runway, you can get to the city centre in about 20 minutes by car. Central Chicago is roughly 12 miles from Chicago Midway International Airport (MDW).

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

  • Hang up the 'Do not disturb' sign and relax at a hotel near MDW. Here are a few options where you can check in after your ATW to Chicago flight:

  • Forget about public transport schedules or long cab lines. Pick up a Chicago Midway International Airport rental car and let your trip unfold on your terms. Check out the availability and rates from Dollar, Hertz and Budget.

  • Call dibs on the best options. Reserving your ride from MDW four weeks ahead of time often means better prices and a wider selection of vehicles.

  • Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make tracks for the city centre after your flight from Appleton International Airport to Chicago has landed. Central Chicago is about 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

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

  • If you don't want to make the trip into the centre, choose a hotel close to RFD. Get comfortable at one of these stays after your ATW to Chicago flight:

  • Take the guesswork out of the next part of your trip by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National make getting on the road smooth sailing.

  • If you're looking for a certain type of vehicle, booking early gives you a better shot at getting what you want. Secure your ride from RFD a couple of weeks ahead of your flight from Appleton International Airport to Chicago.

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

Best time to go to Chicago

  • Plan your trip to Chicago during high season if you want a lively atmosphere, but remember that prices tend to be higher. Alternatively, book your flights from Appleton International Airport to Chicago during the off-season when prices are cheaper and crowds are smaller.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Appleton International Airport to Chicago plane ticket then if that's your ideal forecast.

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

More about Chicago

Explore more of United States

  • You've done Chicago, now it's time to discover other corners of United States. Travel about 280 miles south-east to Columbus to check off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, there's plenty to keep you on the go.

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

Plan the rest of your trip from Appleton to Chicago

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