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Cheap flights from Hailey to Chicago from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hailey to Chicago departing on 3/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Hailey to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
12:34 pm - 5:05 pm
SUN
-
ORD
3h 31mnonstop
United Airlines Logo
8:42 am - 11:53 am
ORD
-
SUN
4h 11mnonstop
$411United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
2:32 pm - 11:59 pm
SUN
-
ORD
8h 27m1 stop
United Airlines Logo
8:42 am - 11:53 am
ORD
-
SUN
4h 11mnonstop
$421United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
2:32 pm - 9:29 pm
SUN
-
ORD
5h 57m1 stop
United Airlines Logo
2:02 pm - 9:19 pm
ORD
-
SUN
8h 17m1 stop
$431United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
2:32 pm - 9:29 pm
SUN
-
ORD
5h 57m1 stop
United Airlines Logo
9:00 am - 9:19 pm
ORD
-
SUN
13h 19m2 stops
$469United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
2:32 pm - 12:05 pm
SUN
-
ORD
20h 33m2 stops
United Airlines Logo
9:00 am - 9:19 pm
ORD
-
SUN
13h 19m2 stops
$531United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
2:32 pm - 7:46 am
SUN
-
ORD
16h 14m2 stops
United Airlines Logo
9:00 am - 9:19 pm
ORD
-
SUN
13h 19m2 stops
$550United Airlines
Wed, Feb 18 - Sat, Feb 21

United Airlines flights from Hailey to Chicago

Our best United Airlines deals on Hailey to Chicago flight tickets
United Airlines
Feb 18
SUN12:34 pmHailey Sun Valley-Friedman
3h 31m
ORD5:05 pmChicago O'Hare Intl
Feb 21
ORD8:42 amChicago O'Hare Intl
4h 11m
SUN11:53 amHailey Sun Valley-Friedman
$411
United Airlines
Feb 18
SUN2:32 pmHailey Sun Valley-Friedman
8h 27m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 21
ORD8:42 amChicago O'Hare Intl
4h 11m
SUN11:53 amHailey Sun Valley-Friedman
$421
United Airlines
Feb 18
SUN2:32 pmHailey Sun Valley-Friedman
5h 57m
1 stop
ORD9:29 pmChicago O'Hare Intl
Feb 21
ORD2:02 pmChicago O'Hare Intl
8h 17m
1 stop
SUN9:19 pmHailey Sun Valley-Friedman
$431

momondo Fare Finder

 
Customize your flight search to find flights from Hailey to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Hailey to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 2/18

12:34 pm-5:05 pm

Nonstop3h 31m

Chicago O'Hare Intl

Sat 2/21

8:42 am-11:53 am

Nonstop4h 11m

$411

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 2/18

2:32 pm-11:59 pm

1 stop8h 27m

Chicago O'Hare Intl

Sat 2/21

8:42 am-11:53 am

Nonstop4h 11m

$421

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 2/18

2:32 pm-9:29 pm

1 stop5h 57m

Chicago O'Hare Intl

Sat 2/21

2:02 pm-9:19 pm

1 stop8h 17m

$431

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 2/18

2:32 pm-9:29 pm

1 stop5h 57m

Chicago O'Hare Intl

Sat 2/21

9:00 am-9:19 pm

2 stops13h 19m

$469

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 2/18

2:32 pm-12:05 pm

2 stops20h 33m

Chicago O'Hare Intl

Sat 2/21

9:00 am-9:19 pm

2 stops13h 19m

$531

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 2/18

2:32 pm-7:46 am

2 stops16h 14m

Chicago O'Hare Intl

Sat 2/21

9:00 am-9:19 pm

2 stops13h 19m

$550

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 3/6

1:41 pm-11:52 pm

1 stop9h 11m

$111

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Tue 2/3

12:59 pm-11:53 pm

2 stops9h 54m

$116

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 3/6

1:41 pm-9:52 pm

2 stops31h 11m

$122

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Thu 3/5

12:41 pm-11:52 pm

2 stops10h 11m

$136

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Hailey to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $513. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Hailey to Chicago for around $938.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Hailey to Chicago during this time can be as low as $499. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $592.

What is the cheapest Hailey Sun Valley-Friedman to Chicago flight route?

Fly from Hailey Sun Valley-Friedman to Chicago O'Hare Intl for the best Hailey Sun Valley-Friedman - Chicago flight prices

What cabin class options are available on Hailey Sun Valley-Friedman to Chicago flights?

There are 4 cabin classes available to choose from on Hailey Sun Valley-Friedman to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hailey to Chicago flights?

No. A direct flight is the cheapest option for a flight between Hailey to Chicago.

When to book flights from Hailey to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Hailey to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Hailey to Chicago (SUN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hailey to Chicago

Best Price Found

$294

Fastest flight time

3h 31m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Hailey in the past 72 hours is $294. The best round-trip flight deal from Hailey to Chicago found on momondo in the last 72 hours is $401.
The fastest flight from Hailey to Chicago takes 3h 31m
Direct flights go from Hailey to Chicago every day.
There are 3 airports in Chicago. From Hailey there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • How far is Hailey Sun Valley-Friedman to Chicago by plane?

    The straight-line distance from Hailey Sun Valley-Friedman to Chicago is 1353.2 mi. By plane, this route typically takes 3h 31m.

  • When did momondo last update prices for flights from Hailey Sun Valley-Friedman Airport to Chicago?

    Prices for flights from Hailey Sun Valley-Friedman Airport to Chicago are refreshed on a daily basis.

  • How old do you have to be to fly from Hailey Sun Valley-Friedman Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hailey Sun Valley-Friedman Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Hailey to Chicago?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Hailey to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Hailey to Chicago for you.

Can I find flights from Hailey to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Hailey on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Hailey to Chicago?

Once you have performed a search for Hailey to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Hailey to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Hailey to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport