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Cheap flights from Hailey to Chicago from $201

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 1/14. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Hailey to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
3:19 pm - 10:00 pm
SUN
-
ORD
5h 41m
1 stop
Delta Logo
7:35 am - 12:13 pm
ORD
-
SUN
5h 38m
1 stop
$461Delta
Thu, Oct 22 - Sun, Oct 25
Alaska Airlines Logo
7:43 pm - 6:20 am
SUN
-
ORD
9h 37m
1 stop
Alaska Airlines Logo
6:00 am - 9:39 am
ORD
-
SUN
28h 39m
1 stop
$485Alaska Airlines
Mon, Aug 17 - Mon, Aug 24
Alaska Airlines Logo
11:48 am - 1:25 pm
SUN
-
ORD
24h 37m
2 stops
Alaska Airlines Logo
6:00 am - 11:06 am
ORD
-
SUN
30h 06m
1 stop
$503Alaska Airlines
Thu, Oct 22 - Sun, Oct 25
Alaska Airlines Logo
7:43 pm - 6:20 am
SUN
-
ORD
9h 37m
1 stop
Alaska Airlines Logo
6:00 am - 9:39 am
ORD
-
SUN
28h 39m
1 stop
$524Alaska Airlines
Sun, Aug 16 - Sun, Aug 23
Alaska Airlines Logo
11:53 am - 1:25 pm
SUN
-
ORD
24h 32m
2 stops
Alaska Airlines Logo
9:00 am - 11:11 am
ORD
-
SUN
27h 11m
1 stop
$527Alaska Airlines
Thu, Oct 22 - Sun, Oct 25
Alaska Airlines Logo
7:43 pm - 6:20 am
SUN
-
ORD
9h 37m
1 stop
Alaska Airlines Logo
2:18 pm - 9:39 am
ORD
-
SUN
20h 21m
2 stops
$537Alaska Airlines
Mon, Aug 17 - Mon, Aug 24
Alaska Airlines Logo
10:20 am - 7:55 pm
SUN
-
ORD
8h 35m
1 stop
Alaska Airlines Logo
7:55 pm - 2:11 pm
ORD
-
SUN
19h 16m
1 stop
$543Alaska Airlines
Wed, Jan 6 - Sat, Jan 9
Alaska Airlines Logo
7:43 pm - 6:20 am
SUN
-
ORD
9h 37m
1 stop
Alaska Airlines Logo
9:00 am - 9:39 am
ORD
-
SUN
25h 39m
1 stop
$544Alaska Airlines
Mon, Aug 17 - Mon, Aug 24
Alaska Airlines Logo
7:43 pm - 6:20 am
SUN
-
ORD
9h 37m
1 stop
Alaska Airlines Logo
2:18 pm - 9:39 am
ORD
-
SUN
20h 21m
2 stops
$546Alaska Airlines
Mon, Aug 17 - Mon, Aug 24
United Airlines Logo
12:55 pm - 5:34 pm
SUN
-
ORD
3h 39mnonstop
United Airlines Logo
9:00 am - 12:12 pm
ORD
-
SUN
4h 12mnonstop
$555United Airlines
Wed, Jan 6 - Sat, Jan 9

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Delta flights from Hailey to Chicago

Our best Delta deals on Hailey to Chicago flight tickets
Delta
Aug 25
SUN1:06 pmHailey Sun Valley-Friedman
7h 27m
1 stop
ORD9:33 pmChicago O'Hare Intl
Aug 26
ORD7:48 amChicago O'Hare Intl
5h 25m
1 stop
SUN12:13 pmHailey Sun Valley-Friedman
$421
Delta
Aug 25
SUN3:25 pmHailey Sun Valley-Friedman
5h 08m
1 stop
ORD9:33 pmChicago O'Hare Intl
Aug 26
ORD11:22 amChicago O'Hare Intl
11h 46m
2 stops
SUN10:08 pmHailey Sun Valley-Friedman
$426
Delta
Oct 22
SUN3:19 pmHailey Sun Valley-Friedman
5h 41m
1 stop
ORD10:00 pmChicago O'Hare Intl
Oct 25
ORD7:35 amChicago O'Hare Intl
5h 38m
1 stop
SUN12:13 pmHailey Sun Valley-Friedman
$461

Alaska Airlines flights from Hailey to Chicago

Our best Alaska Airlines deals on Hailey to Chicago flight tickets
Alaska Airlines
Aug 17
SUN7:43 pmHailey Sun Valley-Friedman
9h 37m
1 stop
ORD6:20 amChicago O'Hare Intl
Aug 24
ORD6:00 amChicago O'Hare Intl
28h 39m
1 stop
SUN9:39 amHailey Sun Valley-Friedman
$485
Alaska Airlines
Oct 22
SUN11:48 amHailey Sun Valley-Friedman
24h 37m
2 stops
ORD1:25 pmChicago O'Hare Intl
Oct 25
ORD6:00 amChicago O'Hare Intl
30h 06m
1 stop
SUN11:06 amHailey Sun Valley-Friedman
$503
Alaska Airlines
Aug 16
SUN7:43 pmHailey Sun Valley-Friedman
9h 37m
1 stop
ORD6:20 amChicago O'Hare Intl
Aug 23
ORD6:00 amChicago O'Hare Intl
28h 39m
1 stop
SUN9:39 amHailey Sun Valley-Friedman
$524

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 July 20, 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

Cheapest round-trip

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Thu 10/22

3:19 pm-10:00 pm

1 stop5h 41m

Chicago O'Hare Intl

Sun 10/25

7:35 am-12:13 pm

1 stop5h 38m

$461

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 8/17

7:43 pm-6:20 am

1 stop9h 37m

Chicago O'Hare Intl

Mon 8/24

6:00 am-9:39 am

1 stop28h 39m

$485

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Thu 10/22

11:48 am-1:25 pm

2 stops24h 37m

Chicago O'Hare Intl

Sun 10/25

6:00 am-11:06 am

1 stop30h 06m

$503

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Sun 8/16

7:43 pm-6:20 am

1 stop9h 37m

Chicago O'Hare Intl

Sun 8/23

6:00 am-9:39 am

1 stop28h 39m

$524

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Thu 10/22

11:53 am-1:25 pm

2 stops24h 32m

Chicago O'Hare Intl

Sun 10/25

9:00 am-11:11 am

1 stop27h 11m

$527

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 8/17

7:43 pm-6:20 am

1 stop9h 37m

Chicago O'Hare Intl

Mon 8/24

2:18 pm-9:39 am

2 stops20h 21m

$537

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 1/6

10:20 am-7:55 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 1/9

7:55 pm-2:11 pm

1 stop19h 16m

$543

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 8/17

7:43 pm-6:20 am

1 stop9h 37m

Chicago O'Hare Intl

Mon 8/24

9:00 am-9:39 am

1 stop25h 39m

$544

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Mon 8/17

7:43 pm-6:20 am

1 stop9h 37m

Chicago O'Hare Intl

Mon 8/24

2:18 pm-9:39 am

2 stops20h 21m

$546
Quickest round-trip

HaileyChicago

SUN - ORD

SUNORD

Hailey Sun Valley-Friedman

Wed 1/6

12:55 pm-5:34 pm

Nonstop3h 39m

Chicago O'Hare Intl

Sat 1/9

9:00 am-12:12 pm

Nonstop4h 12m

$555

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 $450. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Hailey to Chicago for around $895.

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 $489. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $701.

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 to Chicago flights?

There are 4 cabin classes available to choose from on Hailey 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

$328

Fastest flight time

3h 33m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Hailey in the past 72 hours is $328. The best round-trip flight deal from Hailey to Chicago found on momondo in the last 72 hours is $546.
The fastest flight from Hailey to Chicago takes 3h 33m
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

Frequently asked questions about flying from Hailey to Chicago

  • 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 33m.

  • 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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