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Flights from Chicago to Hailey
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Find Chicago to Hailey flights starting at CAD 231.

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • ORD10:00
        9h 19m
        1 stop
        SUN18:19
        Sun, Mar 16|Chicago - Hailey|Alaska Airlines
        CAD 231CAD 354
        35% OFF
        35% OFF
        CAD 354CAD 231

        Choose Alaska Airlines flights from Chicago to Hailey. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Sun, Mar 16, arriving at Friedman Memorial Airport. One-way Prices start from CAD 231 including taxes and charges.

      • ORD07:45
        11h 30m
        1 stop
        SUN18:15
        Fri, Jan 10|Chicago - Hailey|Alaska Airlines
        CAD 257CAD 354
        28% OFF
        28% OFF
        CAD 354CAD 257

        Choose Alaska Airlines flights from Chicago to Hailey. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Fri, Jan 10, arriving at Friedman Memorial Airport. One-way Prices start from CAD 257 including taxes and charges.

      • ORD18:55
        15h 45m
        1 stop
        SUN09:40
        Sat, Feb 1|Chicago - Hailey|Alaska Airlines
        CAD 258CAD 354
        27% OFF
        27% OFF
        CAD 354CAD 258

        Choose Alaska Airlines flights from Chicago to Hailey. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Sat, Feb 1, arriving at Friedman Memorial Airport. One-way Prices start from CAD 258 including taxes and charges.

      • ORD09:55
        9h 20m
        1 stop
        SUN18:15
        Fri, Jan 10|Chicago - Hailey|American Airlines
        CAD 265
        CAD 265

        Choose American Airlines flights from Chicago to Hailey. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Fri, Jan 10, arriving at Friedman Memorial Airport. One-way Prices start from CAD 265 including taxes and charges.

      • ORD07:15
        12h
        1 stop
        SUN18:15
        Sat, Feb 1|Chicago - Hailey|Delta Air Lines
        CAD 270
        CAD 270

        Choose Delta Air Lines flights from Chicago to Hailey. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Sat, Feb 1, arriving at Friedman Memorial Airport. One-way Prices start from CAD 270 including taxes and charges.

      • ORD07:15
        12h
        1 stop
        SUN18:15
        Thu, Jan 16|Chicago - Hailey|Delta Air Lines
        CAD 276
        CAD 276

        Choose Delta Air Lines flights from Chicago to Hailey. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Thu, Jan 16, arriving at Friedman Memorial Airport. One-way Prices start from CAD 276 including taxes and charges.

      • ORD07:00
        12h 19m
        1 stop
        SUN18:19
        Sun, Mar 2|Chicago - Hailey|Delta Air Lines
        CAD 284
        CAD 284

        Choose Delta Air Lines flights from Chicago to Hailey. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Sun, Mar 2, arriving at Friedman Memorial Airport. One-way Prices start from CAD 284 including taxes and charges.

      • ORD14:07
        20h 33m
        1 stop
        SUN09:40
        Mon, Feb 3|Chicago - Hailey|Alaska Airlines
        CAD 290
        CAD 290

        Choose Alaska Airlines flights from Chicago to Hailey. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Mon, Feb 3, arriving at Friedman Memorial Airport. One-way Prices start from CAD 290 including taxes and charges.

      • ORD09:55
        24h 45m
        1 stop
        SUN09:40
        Fri, Jan 24|Chicago - Hailey|American Airlines
        CAD 307
        CAD 307

        Choose American Airlines flights from Chicago to Hailey. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Fri, Jan 24, arriving at Friedman Memorial Airport. One-way Prices start from CAD 307 including taxes and charges.

      • ORD10:00
        9h 19m
        1 stop
        SUN18:19
        Sun, Mar 2|Chicago - Hailey|Alaska Airlines
        CAD 317
        CAD 317

        Choose Alaska Airlines flights from Chicago to Hailey. The one-way connecting flight with Alaska Airlines departs from O'Hare International Airport on Sun, Mar 2, arriving at Friedman Memorial Airport. One-way Prices start from CAD 317 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        SUN02:00 pm
        Mon, Jan 13|Chicago - Hailey|Alaska Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Chicago to Hailey?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Chicago to Hailey

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Alaska Airlines
From CAD 231
Frontier Airlines
From CAD 249
American Airlines
From CAD 265
Delta Air Lines
From CAD 270
United Airlines
From CAD 322
Spirit Airlines
From CAD 838

Find more flights and airlines

Alternative Routes for Chicago to Hailey Flights

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Hailey.

  • Cheapest
    Alaska Airlines
    ORD
    10:00
    9h 19m
    1 transfer
    SUN
    18:19
    O'Hare International Airport - Friedman Memorial Airport
    Sun, Mar 16Alaska Airlines
    CAD 231
  • Frontier Airlines
    MDW
    07:15
    12h 0m
    2 transfer
    SUN
    18:15
    Midway International Airport - Friedman Memorial Airport
    Mon, Feb 3Frontier Airlines
    CAD 251
  • Frontier Airlines
    MDW
    07:15
    12h 0m
    2 transfer
    SUN
    18:15
    Midway International Airport - Friedman Memorial Airport
    Mon, Feb 3Frontier Airlines
    CAD 251
    Find More Flights

FAQ

  • When are flight tickets from Chicago (CHI) to Hailey (SUN) the cheapest?

    Airlines adjust prices for flights from Chicago to Hailey based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Chicago (CHI) to Hailey (SUN) cost?

    According to Trip.com's data, the lowest price is around CAD 933.

  • How long is the flight from Chicago (CHI) to Hailey (SUN)?

    It takes about 4 hours 12 minutes to fly from Chicago (CHI) to Hailey (SUN).

  • What is the transportation method from the main airport to downtown in Hailey?

    • The distance from Friedman Memorial Airport to downtown is about 1km, by taxi about 20 minutes.

  • What are the most popular airlines that fly from Chicago (CHI) to Hailey (SUN)?

    Airlines with flights from Chicago (CHI) to Hailey (SUN): United Airlines.

  • What's the most popular airline for direct flights from Chicago (CHI) to Hailey (SUN)?

    United Airlines operates 1 direct flights from Chicago (CHI) to Hailey (SUN).

  • How many airports in Hailey (SUN)?

    There are 1 airport(s) in Hailey (SUN): Friedman Memorial Airport.

How to find a cheap flight from Chicago to Hailey

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Hailey. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information for Chicago to Hailey Flights

Cheapest direct flight priceCAD 230
Cheapest return ticket priceCAD 560
Off-season travel monthJanuary
Peak season for travelNovember
Flight distance2,178.58km
Average flight time4 hours 12 minutes
Popular airlineAlaska Airlines

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