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Cheap flights from Hailey to Chicago from $123

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 10/21. 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

United Airlines Logo
2:25 pm - 10:42 pmSUN-ORD
7h 17m1 stop
United Airlines Logo
7:35 pm - 10:36 pmORD-SUN
4h 01mnonstop
$359United Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
United Airlines Logo
2:25 pm - 10:42 pmSUN-ORD
7h 17m1 stop
United Airlines Logo
2:53 pm - 9:05 pmORD-SUN
7h 12m1 stop
$439United Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
United Airlines Logo
2:43 pm - 11:59 pmSUN-ORD
8h 16m1 stop
United Airlines Logo
7:37 pm - 1:40 pmORD-SUN
19h 03m2 stops
$490United Airlines
Find Deal
Fri, Oct 31 - Sun, Nov 2
Alaska Airlines Logo
10:16 am - 12:03 amSUN-ORD
12h 47m1 stop
Alaska Airlines Logo
1:01 pm - 9:34 amORD-SUN
21h 33m1 stop
$505Alaska Airlines
Find Deal
Mon, Sep 8 - Fri, Sep 12
United Airlines Logo
2:25 pm - 10:42 pmSUN-ORD
7h 17m1 stop
United Airlines Logo
8:58 am - 9:05 pmORD-SUN
13h 07m2 stops
$506United Airlines
Find Deal
Fri, Sep 12 - Fri, Sep 19
Delta Logo
12:49 pm - 11:50 pmSUN-ORD
10h 01m2 stops
Delta Logo
1:25 pm - 9:53 pmORD-SUN
9h 28m2 stops
$527Delta
Find Deal
Fri, Oct 31 - Sun, Nov 2
Delta Logo
3:23 pm - 9:43 pmSUN-ORD
5h 20m1 stop
Delta Logo
7:50 am - 2:43 pmORD-SUN
7h 53m1 stop
$569Delta
Find Deal
Thu, Oct 23 - Sun, Oct 26
Delta Logo
12:49 pm - 11:50 pmSUN-ORD
10h 01m2 stops
Delta Logo
1:25 pm - 9:53 pmORD-SUN
9h 28m2 stops
$752Delta
Find Deal
Thu, Oct 23 - Sun, Oct 26
Alaska Airlines Logo
10:16 am - 7:03 amSUN-ORD
19h 47m1 stop
Alaska Airlines Logo
10:00 am - 9:34 amORD-SUN
24h 34m1 stop
$939Alaska Airlines
Find Deal
Sun, Sep 7 - Sat, Sep 27
Alaska Airlines Logo
10:16 am - 7:03 amSUN-ORD
19h 47m1 stop
Alaska Airlines Logo
7:00 am - 9:34 amORD-SUN
27h 34m2 stops
$1,120Alaska Airlines
Find Deal
Sun, Sep 7 - Sat, Sep 27

United Airlines flights from Hailey to Chicago

Our best United Airlines deals on Hailey to Chicago flight tickets
United Airlines
Sep 12
SUN2:25 pmHailey Sun Valley-Friedman
7h 17m
1 stop
ORD10:42 pmChicago O'Hare Intl
Sep 19
ORD7:35 pmChicago O'Hare Intl
4h 01m
SUN10:36 pmHailey Sun Valley-Friedman
$359
Find similar
United Airlines
Sep 12
SUN2:25 pmHailey Sun Valley-Friedman
7h 17m
1 stop
ORD10:42 pmChicago O'Hare Intl
Sep 19
ORD2:53 pmChicago O'Hare Intl
7h 12m
1 stop
SUN9:05 pmHailey Sun Valley-Friedman
$439
Find similar
United Airlines
Oct 31
SUN2:43 pmHailey Sun Valley-Friedman
8h 16m
1 stop
ORD11:59 pmChicago O'Hare Intl
Nov 2
ORD7:37 pmChicago O'Hare Intl
19h 03m
2 stops
SUN1:40 pmHailey Sun Valley-Friedman
$490
Find similar

Delta flights from Hailey to Chicago

Our best Delta deals on Hailey to Chicago flight tickets
Delta
Oct 31
SUN12:49 pmHailey Sun Valley-Friedman
10h 01m
2 stops
ORD11:50 pmChicago O'Hare Intl
Nov 2
ORD1:25 pmChicago O'Hare Intl
9h 28m
2 stops
SUN9:53 pmHailey Sun Valley-Friedman
$527
Find similar
Delta
Oct 23
SUN3:23 pmHailey Sun Valley-Friedman
5h 20m
1 stop
ORD9:43 pmChicago O'Hare Intl
Oct 26
ORD7:50 amChicago O'Hare Intl
7h 53m
1 stop
SUN2:43 pmHailey Sun Valley-Friedman
$569
Find similar
Delta
Oct 23
SUN12:49 pmHailey Sun Valley-Friedman
10h 01m
2 stops
ORD11:50 pmChicago O'Hare Intl
Oct 26
ORD1:25 pmChicago O'Hare Intl
9h 28m
2 stops
SUN9:53 pmHailey Sun Valley-Friedman
$752
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 August 25, 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

Fri 9/12

2:25 pm-10:42 pm

1 stop7h 17m

Chicago O'Hare Intl

Fri 9/19

7:35 pm-10:36 pm

Nonstop4h 01m

$359

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 9/12

2:25 pm-10:42 pm

1 stop7h 17m

Chicago O'Hare Intl

Fri 9/19

2:53 pm-9:05 pm

1 stop7h 12m

$439

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 10/31

2:43 pm-11:59 pm

1 stop8h 16m

Chicago O'Hare Intl

Sun 11/2

7:37 pm-1:40 pm

2 stops19h 03m

$490

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 9/8

10:16 am-12:03 am

1 stop12h 47m

Chicago O'Hare Intl

Fri 9/12

1:01 pm-9:34 am

1 stop21h 33m

$505

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 9/12

2:25 pm-10:42 pm

1 stop7h 17m

Chicago O'Hare Intl

Fri 9/19

8:58 am-9:05 pm

2 stops13h 07m

$506

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Fri 10/31

12:49 pm-11:50 pm

2 stops10h 01m

Chicago O'Hare Intl

Sun 11/2

1:25 pm-9:53 pm

2 stops9h 28m

$527

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Thu 10/23

3:23 pm-9:43 pm

1 stop5h 20m

Chicago O'Hare Intl

Sun 10/26

7:50 am-2:43 pm

1 stop7h 53m

$569

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Thu 10/23

12:49 pm-11:50 pm

2 stops10h 01m

Chicago O'Hare Intl

Sun 10/26

1:25 pm-9:53 pm

2 stops9h 28m

$752

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Sun 9/7

10:16 am-7:03 am

1 stop19h 47m

Chicago O'Hare Intl

Sat 9/27

10:00 am-9:34 am

1 stop24h 34m

$939

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Sun 9/7

10:16 am-7:03 am

1 stop19h 47m

Chicago O'Hare Intl

Sat 9/27

7:00 am-9:34 am

2 stops27h 34m

$1,120

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 $518. 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 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

Fastest flight time

3h 20m

Direct flights

Mon, Fri and Sun

Airports in Chicago

1 airport
The fastest flight from Hailey to Chicago takes 3h 20m
Direct flights go from Hailey to Chicago on Monday, Friday and Sunday. There are no airlines offering direct flights.
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 5h 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
Lansing
Portage
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