Cheap flight tickets from Chicago to Hailey

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Flight deals from Chicago to Hailey

Looking for a cheap last-minute deal or the best return flight from Chicago to Hailey Airport? If you want to travel next month, return fares start from RM1,831. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Hailey

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

Direct flights from Chicago to Hailey

Chicago to Hailey: Alternative routes

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

Chicago to Hailey: Flight information

The things to know before you go.
Cheapest flight foundRM830
Cheapest month to flyMay
Average flight time4 hrs, 1 min
Most popular airlineSkyWest Airlines
Average flights per week44

Finding cheap flights from Chicago to Hailey: Frequently asked questions

The best price we found for a return flight from Chicago to Hailey is RM1,645. 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.
4 hours and 1 minute is the average flight time from Chicago to Hailey.
SkyWest Airlines, American Airlines and United fly direct from Chicago to Hailey.
As of April 2026, there are 44 flights per week flying from Chicago to Hailey.
The cheapest month to fly from Chicago to Hailey is usually July.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Hailey Airport on Tuesday, 21 July 2026.
Yes – the average flight time is 4 hours and 1 minute.
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 Hailey 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 Hailey is around 40 days in advance, so don’t leave your flight to the last minute.

Travelling from Chicago to Friedman Memorial Airport (SUN): What you need to know

  • Kick off your journey at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Friedman Memorial Airport (SUN) departing from either of these.

  • 4 hours 5 minutes is the average duration of a direct Chicago to Friedman Memorial Airport flight.

  • Hailey is one hour behind Chicago. Friedman Memorial Airport is located in Hailey, which runs on the UTC-6 timezone.

  • Take your pick of 3 direct flights a week between O'Hare International Airport (ORD) and Friedman Memorial Airport (SUN). This is the most popular route, with United Airlines offering a 8:45am departure from ORD to SUN.

  • Give yourself enough time to get on your flight from Chicago to SUN. Generally, it's best to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Longer lines at security and check-in are likely if you're flying during high season, so allow some extra breathing room. The recommendation for peak times? Get there up to four hours ahead for international flights and two hours for domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • You can take a direct flight from Chicago to Friedman Memorial Airport (SUN) departing from O'Hare International Airport (ORD).

  • When jetting out of ORD, you can catch a direct flight from Chicago to Friedman Memorial Airport with United Airlines.

  • The majority of travellers prefer to fly with United Airlines between ORD and SUN.

  • The carrier with the best punctuality score on this route is United Airlines. Its services land without delay 67.86% of the time.

  • Travelling from central Chicago to ORD takes about 55 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 40 kilometres in 35 minutes or so, depending on traffic.

  • Looking for a convenient hotel near O'Hare International Airport? If you're catching an early flight from Chicago to Friedman Memorial Airport, these stays will put you moments from your departure lounge:

  • Of the departures from O'Hare International Airport, 74.85% touch down on time at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • On public transport, you can travel from central Chicago to MDW in about 45 minutes. The terminal is roughly 19 kilometres away, and making the trip by car takes approximately 20 minutes.

  • Flying out early in the morning? Think about checking in to one of these hotels near Chicago Midway International Airport the day before your Chicago to SUN flight:

  • When it comes to flights staying on schedule, Chicago Midway International Airport has an on-time arrival rate of 77.88%.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey to RFD from the centre of Chicago is around 4 hours 15 minutes by public transport. If you're planning to travel by car, it'll take you about 1 hour 25 minutes to cover the 137 kilometres or so.

  • Set yourself up for a smooth departure — stay close to Chicago Rockford International Airport and know you'll be at your boarding gate with time to spare. Get comfy at one of these hotels the day before if you have an early Chicago to Friedman Memorial Airport flight:

  • Airports have an on-time performance rating that measures how often flights reach their destinations when they should. At RFD, that rate is 76.19%.

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

About Friedman Memorial Airport (SUN)

Getting from Friedman Memorial Airport (SUN) to central Hailey

  • Friedman Memorial Airport is roughly 2 kilometres from central Hailey. The time it takes to get to the centre by cab or car hire will depend on the time of day. Do some research before you go.

  • If you're taking public transport, expect a journey of roughly 10 minutes.

How to find the cheapest flights from Chicago to Friedman Memorial Airport (SUN)

  • At the moment, RM830 is the best price we've found for a one-way ticket from Chicago to Friedman Memorial Airport. The cheapest price for a return flight is RM1,645. Remember fares can change due to availability at the time of booking.

  • Booking early is often the key to finding a cheap flight from Chicago to SUN. Prices tend to rise as demand increases, so the closer you get to departure, the more expensive your ticket may be.

  • If you have some flexibility with your travel dates, use the 'Whole month' tool. It'll show you the cheapest price across the month when searching for your Chicago to Friedman Memorial Airport ticket.

  • There's no need to search every day to find out if prices have dropped when you set up a Price Alert. We'll notify you when a better deal is available on plane tickets from Chicago to SUN.

  • Tailor your flights using filters. Select your departure and arrival times, total journey duration and airlines. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest' flights from Chicago to Friedman Memorial Airport.

The best time to fly from Chicago to Friedman Memorial Airport (SUN)

  • August is when most people book flights from Chicago to Friedman Memorial Airport (SUN). Plan your visit to Hailey in November if you prefer a quieter experience.

  • Before locking in your Chicago to SUN plane ticket, consider what kind of weather works for you. July is the warmest month in Hailey, with temperatures ranging from 9ºC (48ºF) to 32ºC (90ºF).

  • If you'd rather travel in cooler conditions, look for a cheap ticket from Chicago to Friedman Memorial Airport in January when temperatures are between -18ºC (0ºF) and 1ºC (34ºF).

More about Hailey

  • When it comes to looking for somewhere to rest your head, you'll find the best stays in Hailey right here. Check out these options after you've booked your flight from Chicago to Friedman Memorial Airport:

  • Buttercup Hill Trail Head and Sun Valley Distillery are a couple of popular attractions to add to your Hailey to-do list. Keep the adventure rolling by checking out Carbonate Mountain Trailhead.

Explore more of the United States

  • Boise is just one of the many places in the United States waiting to be discovered once you've seen the sights of Hailey. Around 153 kilometres away to the west, well-known attractions include Cathedral Of The Rockies, Boise River Rafting and Boise Depot.

  • Meridian is another favourite destination in the United States and is around 177 kilometres west of Hailey. No journey is complete without a visit to Children’s Museum of Idaho, Linder Farms and Cliffhanger at Roaring Springs Water Park.

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