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Cheap flights from Hailey to Chicago from $144

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 1/9. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:06 pm - 9:25 pmSUN-ORD
7h 19m1 stop
Delta Logo
7:20 am - 12:26 pmORD-SUN
6h 06m1 stop
$301Delta
Find Deal
Mon, Nov 10 - Fri, Nov 14
Delta Logo
1:06 pm - 12:01 amSUN-ORD
9h 55m2 stops
Delta Logo
7:20 am - 2:40 pmORD-SUN
8h 20m1 stop
$306Delta
Find Deal
Mon, Nov 10 - Fri, Nov 14
Alaska Airlines Logo
10:19 am - 11:59 pmSUN-ORD
12h 40m1 stop
Alaska Airlines Logo
6:02 pm - 9:37 amORD-SUN
16h 35m1 stop
$334Alaska Airlines
Find Deal
Sat, Nov 22 - Mon, Nov 24
Delta Logo
3:25 pm - 9:55 pmSUN-ORD
5h 30m1 stop
Delta Logo
7:15 am - 2:52 pmORD-SUN
8h 37m1 stop
$370Delta
Find Deal
Fri, Apr 3 - Mon, Apr 6
Alaska Airlines Logo
10:19 am - 6:28 amSUN-ORD
19h 09m1 stop
Alaska Airlines Logo
6:00 am - 9:37 amORD-SUN
28h 37m1 stop
$372Alaska Airlines
Find Deal
Sat, Nov 22 - Mon, Nov 24
United Airlines Logo
2:43 pm - 8:58 pmSUN-ORD
5h 15m1 stop
United Airlines Logo
7:10 am - 1:40 pmORD-SUN
7h 30m1 stop
$389United Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 21
Alaska Airlines Logo
10:19 am - 1:14 pmSUN-ORD
25h 55m2 stops
Alaska Airlines Logo
6:00 am - 9:37 amORD-SUN
28h 37m1 stop
$394Alaska Airlines
Find Deal
Sat, Nov 22 - Mon, Nov 24
American Airlines Logo
1:30 pm - 5:50 pmSUN-ORD
3h 20mnonstop
American Airlines Logo
9:40 am - 12:30 pmORD-SUN
3h 50mnonstop
$451American Airlines
Find Deal
Fri, Apr 3 - Mon, Apr 6
United Airlines Logo
2:43 pm - 6:30 amSUN-ORD
14h 47m2 stops
United Airlines Logo
7:10 am - 1:40 pmORD-SUN
7h 30m1 stop
$541United Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 21
American Airlines Logo
1:30 pm - 5:50 pmSUN-ORD
3h 20mnonstop
American Airlines Logo
1:20 pm - 8:10 pmORD-SUN
7h 50m1 stop
$611American Airlines
Find Deal
Fri, Apr 3 - Mon, Apr 6

Delta flights from Hailey to Chicago

Our best Delta deals on Hailey to Chicago flight tickets
Delta
Nov 10
SUN1:06 pmHailey Sun Valley-Friedman
7h 19m
1 stop
ORD9:25 pmChicago O'Hare Intl
Nov 14
ORD7:20 amChicago O'Hare Intl
6h 06m
1 stop
SUN12:26 pmHailey Sun Valley-Friedman
$301
Find similar
Delta
Nov 10
SUN1:06 pmHailey Sun Valley-Friedman
9h 55m
2 stops
ORD12:01 amChicago O'Hare Intl
Nov 14
ORD7:20 amChicago O'Hare Intl
8h 20m
1 stop
SUN2:40 pmHailey Sun Valley-Friedman
$306
Find similar
Delta
Apr 3
SUN3:25 pmHailey Sun Valley-Friedman
5h 30m
1 stop
ORD9:55 pmChicago O'Hare Intl
Apr 6
ORD7:15 amChicago O'Hare Intl
8h 37m
1 stop
SUN2:52 pmHailey Sun Valley-Friedman
$370
Find similar

Alaska Airlines flights from Hailey to Chicago

Our best Alaska Airlines deals on Hailey to Chicago flight tickets
Alaska Airlines
Nov 22
SUN10:19 amHailey Sun Valley-Friedman
12h 40m
1 stop
ORD11:59 pmChicago O'Hare Intl
Nov 24
ORD6:02 pmChicago O'Hare Intl
16h 35m
1 stop
SUN9:37 amHailey Sun Valley-Friedman
$334
Find similar
Alaska Airlines
Nov 22
SUN10:19 amHailey Sun Valley-Friedman
19h 09m
1 stop
ORD6:28 amChicago O'Hare Intl
Nov 24
ORD6:00 amChicago O'Hare Intl
28h 37m
1 stop
SUN9:37 amHailey Sun Valley-Friedman
$372
Find similar
Alaska Airlines
Nov 22
SUN10:19 amHailey Sun Valley-Friedman
25h 55m
2 stops
ORD1:14 pmChicago O'Hare Intl
Nov 24
ORD6:00 amChicago O'Hare Intl
28h 37m
1 stop
SUN9:37 amHailey Sun Valley-Friedman
$394
Find similar

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 October 13, 2025.
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

Mon 11/10

1:06 pm-9:25 pm

1 stop7h 19m

Chicago O'Hare Intl

Fri 11/14

7:20 am-12:26 pm

1 stop6h 06m

$301

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 11/10

1:06 pm-12:01 am

2 stops9h 55m

Chicago O'Hare Intl

Fri 11/14

7:20 am-2:40 pm

1 stop8h 20m

$306

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Sat 11/22

10:19 am-11:59 pm

1 stop12h 40m

Chicago O'Hare Intl

Mon 11/24

6:02 pm-9:37 am

1 stop16h 35m

$334

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 4/3

3:25 pm-9:55 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 4/6

7:15 am-2:52 pm

1 stop8h 37m

$370

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Sat 11/22

10:19 am-6:28 am

1 stop19h 09m

Chicago O'Hare Intl

Mon 11/24

6:00 am-9:37 am

1 stop28h 37m

$372

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 11/17

2:43 pm-8:58 pm

1 stop5h 15m

Chicago O'Hare Intl

Fri 11/21

7:10 am-1:40 pm

1 stop7h 30m

$389

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Sat 11/22

10:19 am-1:14 pm

2 stops25h 55m

Chicago O'Hare Intl

Mon 11/24

6:00 am-9:37 am

1 stop28h 37m

$394

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 4/3

1:30 pm-5:50 pm

Nonstop3h 20m

Chicago O'Hare Intl

Mon 4/6

9:40 am-12:30 pm

Nonstop3h 50m

$451

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 11/17

2:43 pm-6:30 am

2 stops14h 47m

Chicago O'Hare Intl

Fri 11/21

7:10 am-1:40 pm

1 stop7h 30m

$541

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 4/3

1:30 pm-5:50 pm

Nonstop3h 20m

Chicago O'Hare Intl

Mon 4/6

1:20 pm-8:10 pm

1 stop7h 50m

$611

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 Thursday when prices can be found for as low as $462. 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 $991.

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 in the morning. Flights from Hailey to Chicago during this time can be as low as $628. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $875.

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?

You could potentially save up to 4% on your flight if you consider stops on a Hailey to Chicago flight.

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

$231

Fastest flight time

3h 20m

Direct flights

Sat and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Hailey in the past 72 hours is $231. The best round-trip flight deal from Hailey to Chicago found on momondo in the last 72 hours is $340.
The fastest flight from Hailey to Chicago takes 3h 20m
Direct flights go from Hailey to Chicago on Saturday and Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Chicago: 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 20m.

  • 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
Crown Point
Munster
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