Cheap Flights from Aspen to Chicago O'Hare International

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Travellers and cabin class, 1 Adult, Economy

Compare Aspen to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

Book the best Chicago O'Hare International fare with no extra fees

Flight deals Cheapest month Find the best route Route info FAQs Tips and advice

Flight deals from Aspen to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Aspen Airport to Chicago O'Hare International Airport? If you want to travel next month, return fares start from $679. Find the lowest prices on one-way and return tickets right here.

Chicago.$678 per passenger.Departing Tue, 8 Dec, returning Tue, 22 Dec.Return flight with United.Outbound direct flight with United departs from Aspen on Tue, 8 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 22 Dec, arriving in Aspen.Price includes taxes and charges.From $678, select.

Chicago.$679 per passenger.Departing Wed, 14 Oct, returning Sun, 18 Oct.Return flight with United.Outbound direct flight with United departs from Aspen on Wed, 14 Oct, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 18 Oct, arriving in Aspen.Price includes taxes and charges.From $679, select.

Chicago.$711 per passenger.Departing Tue, 3 Nov, returning Tue, 10 Nov.Return flight with United.Outbound indirect flight with United, departs from Aspen on Tue, 3 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 10 Nov, arriving in Aspen.Price includes taxes and charges.From $711, select.

Chicago.$713 per passenger.Departing Tue, 26 Jan, returning Tue, 9 Feb.Return flight with United.Outbound direct flight with United departs from Aspen on Tue, 26 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 9 Feb, arriving in Aspen.Price includes taxes and charges.From $713, select.

Chicago.$713 per passenger.Departing Tue, 2 Feb, returning Tue, 9 Feb.Return flight with United.Outbound direct flight with United departs from Aspen on Tue, 2 Feb, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 9 Feb, arriving in Aspen.Price includes taxes and charges.From $713, select.

Chicago.$713 per passenger.Departing Tue, 23 Feb, returning Tue, 9 Mar.Return flight with United.Outbound direct flight with United departs from Aspen on Tue, 23 Feb, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 9 Mar, arriving in Aspen.Price includes taxes and charges.From $713, select.

Chicago.$721 per passenger.Departing Tue, 22 Dec, returning Tue, 5 Jan.Return flight with United.Outbound direct flight with United departs from Aspen on Tue, 22 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 5 Jan, arriving in Aspen.Price includes taxes and charges.From $721, select.

Chicago.$730 per passenger.Departing Tue, 24 Nov, returning Tue, 1 Dec.Return flight with United.Outbound indirect flight with United, departs from Aspen on Tue, 24 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 1 Dec, arriving in Aspen.Price includes taxes and charges.From $730, select.

Chicago.$731 per passenger.Departing Tue, 5 Jan, returning Tue, 12 Jan.Return flight with United.Outbound indirect flight with United, departs from Aspen on Tue, 5 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 12 Jan, arriving in Aspen.Price includes taxes and charges.From $731, select.

Chicago.$747 per passenger.Departing Tue, 27 Oct, returning Tue, 3 Nov.Return flight with United.Outbound indirect flight with United, departs from Aspen on Tue, 27 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 3 Nov, arriving in Aspen.Price includes taxes and charges.From $747, select.

Chicago.$822 per passenger.Departing Fri, 22 Jan, returning Fri, 29 Jan.Return flight with United.Outbound direct flight with United departs from Aspen on Fri, 22 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Fri, 29 Jan, arriving in Aspen.Price includes taxes and charges.From $822, select.

Chicago.$850 per passenger.Departing Tue, 29 Sep, returning Tue, 6 Oct.Return flight with United.Outbound direct flight with United departs from Aspen on Tue, 29 Sep, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 6 Oct, arriving in Aspen.Price includes taxes and charges.From $850, select.

Chicago.$871 per passenger.Departing Sat, 14 Nov, returning Sat, 21 Nov.Return flight with United.Outbound direct flight with United departs from Aspen on Sat, 14 Nov, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 21 Nov, arriving in Aspen.Price includes taxes and charges.From $871, select.

Chicago.$888 per passenger.Departing Wed, 17 Mar, returning Wed, 24 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Aspen on Wed, 17 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 24 Mar, arriving in Aspen.Price includes taxes and charges.From $888, select.

Chicago.$894 per passenger.Departing Sat, 31 Oct, returning Sat, 7 Nov.Return flight with United.Outbound direct flight with United departs from Aspen on Sat, 31 Oct, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 7 Nov, arriving in Aspen.Price includes taxes and charges.From $894, select.

Chicago.$981 per passenger.Departing Thu, 11 Mar, returning Thu, 18 Mar.Return flight with United.Outbound direct flight with United departs from Aspen on Thu, 11 Mar, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Thu, 18 Mar, arriving in Aspen.Price includes taxes and charges.From $981, select.

Direct flights from Aspen to Chicago O'Hare International

Aspen to Chicago O'Hare International: Alternative routes

Compare routes from Aspen to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

Aspen to Chicago: Flight information

The things to know before you go.

Cheapest month to fly	December
Average flight time	3 hrs, 7 mins
Most popular airline	SkyWest Airlines
Average flights per week	93

Finding cheap flights from Aspen to Chicago O'Hare International: Frequently asked questions

How much are return flights from Aspen to Chicago O'Hare International?

The best price we found for a return flight from Aspen to Chicago O'Hare International is $678. 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.

How long does it take to fly from Aspen to Chicago O'Hare International?

3 hours and 7 minutes is the average flight time from Aspen to Chicago O'Hare International.

Which airlines fly direct from Aspen to Chicago O'Hare International?

SkyWest Airlines, American Airlines and United fly direct from Aspen to Chicago O'Hare International.

How many flights are there a week from Aspen to Chicago O'Hare International?

As of September 2026, there are 93 flights per week flying from Aspen to Chicago O'Hare International.

When is the cheapest time to fly from Aspen to Chicago O'Hare International?

The cheapest month to fly from Aspen to Chicago O'Hare International is usually December.

Which upcoming date is cheapest to fly from Aspen Airport to Chicago O'Hare International Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Aspen Airport to Chicago O'Hare International Airport on Tuesday, 8 December 2026.

Can I get a direct flight from Aspen Airport to Chicago O'Hare International Airport?

Yes – the average flight time is 3 hours and 7 minutes.

How can I find the best flight deal to Chicago O'Hare International?

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 O'Hare International 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.

When is the best time to book flights to Chicago?

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.

Which is the cheapest airline to fly from Aspen Airport to Chicago O'Hare International with?

Currently, United offers the cheapest flight tickets to Chicago O'Hare International.

Travelling from Aspen Airport (ASE) to Chicago O'Hare International Airport (ORD): what you need to know

The average time for a direct flight from Aspen Airport to Chicago O'Hare International Airport is 3 hours 5 minutes.
Chicago is one hour ahead of Aspen and observes the UTC-6 timezone.
Choose from 23 weekly Aspen Airport to Chicago O'Hare International Airport flights. The 08:00 departure with United Airlines is the earliest flight available. United Airlines operates the last service of the day at 16:30.
Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for stress-free travel. Be at the airport on time to board your ASE to ORD flight.
Travelling during a peak time such as February? School holidays and other high seasons can mean longer lines at airport checkpoints. Be extra cautious and arrive up to four hours ahead of an international flight and two hours before domestic departures.
United is your ticket to exploring Chicago (and perhaps some other great corners of the United States!). Browse the direct flights from Aspen Airport to Chicago O'Hare International Airport offered by this carrier.
United is the top choice for travellers on this route.
United is the most punctual carrier offering ASE to ORD flights.
If you'd like to add a stop to your trip, just deselect 'Direct flights only' when searching for your ticket from Aspen Airport to Chicago O'Hare International Airport. These are the most popular stopovers between ASE and ORD:
- Dallas Fort Worth International Airport
- Denver International Airport
- Austin-Bergstrom Airport

How to find the cheapest flights from Aspen Airport (ASE) to Chicago O'Hare International Airport (ORD)

$338 is currently the lowest price for a one-way Aspen Airport to Chicago O'Hare International Airport flight. A return flight starts at $678. These fares can change depending on demand.
To secure cheap tickets from ASE to ORD, book your journey one month before your planned departure.
The cheapest month for flights from Aspen Airport to Chicago O'Hare International Airport is June. Use the 'Whole month' tool to find the lowest prices if you have flexible travel dates.
Stay on top of deals for cheap flights from ASE to ORD by setting up a Price Alert. You'll get an email or push notification on the app when a new discounted fare appears.
Tailor your trip with filters. Pick your ideal arrival and departure times, total journey duration and airlines. You can also sort results by 'Cheapest,' 'Best' or 'Fastest' flights from Aspen Airport to Chicago O'Hare International Airport.

Handy information about Aspen Airport (ASE)

ASE is located at 233 East Airport Road.
When it comes to the on-time performance of Aspen Airport, 65% of flights complete their journey on time.
To reach Aspen Airport from central Aspen, it'll take around 10 minutes if you're planning to drive. This depends on traffic, however. It's approximately 5 kilometres from the airport to the city centre.
You can expect a journey time of roughly 20 minutes on public transport.
Looking for a convenient hotel close to ASE? If you've booked an early flight from Aspen Airport to Chicago O'Hare International Airport, these accommodation options will put you moments from check-in:

Arriving at Chicago O'Hare International Airport (ORD)

Consider booking a hotel near ORD if you're catching a late Aspen Airport to Chicago O'Hare International Airport flight. Choose one of these options and avoid the hassle of a long transfer:
Grab a Chicago 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.
For the best deal, reserve your ride from Chicago O'Hare International Airport around four weeks before you travel.

When to fly to Chicago O'Hare International Airport (ORD)

July is the most popular month for flights from Aspen Airport to Chicago O'Hare International Airport. To steer clear of the crowds, head to Chicago in March.
When booking your flight from Aspen Airport to Chicago O'Hare International Airport, consider the kind of weather you like. July is the warmest month in Chicago, with temperatures ranging from 16ºC to 28ºC.
Look for cheap tickets from ASE to ORD in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

Explore more of the United States

You've visited Chicago, now it's time to discover other corners of the United States. Travel around 451 kilometres south-east to Columbus to check off its must-visit sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, there's plenty to keep you busy.
Indianapolis is another essential stop in the United States and is around 257 kilometres south-east of Chicago. No journey is complete without seeing Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.