Cheap flights To Western Suburbs (CHI) from $29

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Cheap Flights to Western Suburbs from $29 One Way, $69 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Apr 28 - Wed, Apr 29
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$69 Roundtrip, found 1 day ago
$69
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Apr 29, priced at $69 found 1 day ago
Sat, Apr 25 - Mon, Apr 27
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Newark Liberty Intl. Airport to Midway Intl., returning Mon, Apr 27, priced at $72 found 2 days ago
Tue, May 5 - Wed, May 13
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$73 Roundtrip, found 3 hours ago
$73
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, May 13, priced at $73 found 3 hours ago
Tue, May 12 - Tue, May 19
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$77 Roundtrip, found 2 days ago
$77
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 12 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, May 19, priced at $77 found 2 days ago
Sat, Apr 25 - Tue, May 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$78 Roundtrip, just found
$78
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Apr 25 from Los Angeles Intl. to O'Hare Intl., returning Tue, May 5, priced at $78 just found
Tue, Apr 28 - Wed, Apr 29
LGA
LaGuardia
ORD
O'Hare Intl.
$87 Roundtrip, found 18 hours ago
$87
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from LaGuardia to O'Hare Intl., returning Wed, Apr 29, priced at $87 found 18 hours ago
Sun, Apr 26 - Thu, Apr 30
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Apr 26 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, Apr 30, priced at $93 found 1 day ago
Sat, May 2 - Tue, May 5
LGA
LaGuardia
MDW
Midway Intl.
$142 Roundtrip, found 3 hours ago
$142
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, May 2 from LaGuardia to Midway Intl., returning Tue, May 5, priced at $142 found 3 hours ago
Wed, May 6 - Tue, May 19
LGA
LaGuardia
MDW
Midway Intl.
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, May 6 from LaGuardia to Midway Intl., returning Tue, May 19, priced at $158 found 1 day ago
Wed, May 6 - Wed, May 6
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$158 Roundtrip, found 13 hours ago
$158
Roundtrip
found 13 hours ago
Select United flight, departing Wed, May 6 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 6, priced at $158 found 13 hours ago

Western Suburbs Flight Information

Traveling To
Western Suburbs
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, United
Flight Price
$69
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Western Suburbs economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jun 6 - Jun 8

2 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $801, price is now $471 per person
$471
per person
found 1 day ago
Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

May 22 - May 26

4 night stay

Atlanta (ATL) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
Price was $846, price is now $531 per person
$531
per person
found 1 day ago
Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

May 22 - May 25

3 night stay

Atlanta (ATL) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $930, price is now $634 per person
$634
per person
found 1 day ago
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Western Suburbs first class flight packages

Price found within the past 48 hours. Click for updated prices.
Sand Hill On The Lake
2.0-star property

Sand Hill On The Lake

8.4/10 Very Good! (98 reviews)

May 16 - May 23

7 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,408, price is now $1,014 per person
$1,014
per person
found 1 day ago
Loved the suite room we got. It is very spacious, hot tub was nice. Looking out towards the lake at sunrise was beautiful! Would definitely book this again! Its definitely beautiful there during fall.

Reviewed on Nov 4, 2024

The French Country Inn Lake Geneva
3.0-star property

The French Country Inn Lake Geneva

8.8/10 Excellent! (173 reviews)

May 16 - May 23

7 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,620, price is now $1,100 per person
$1,100
per person
found 1 day ago
Room was clean. Stairs to second floor were in terrible need of painting or replacement. Service staff was okay, Lake is pretty

Reviewed on Sep 22, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (3,688 reviews)

May 15 - May 18

3 night stay

Atlanta (ATL) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,715, price is now $1,234 per person
$1,234
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

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Western Suburbs

Why search for low cost fares on your flights to Western Suburbs when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Western Suburbs

Orbitz offers massive discounts and substantial last-minute savings on your Western Suburbs flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Western Suburbs flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Western Suburbs. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Western Suburbs but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Western Suburbs?
Look up the deals from the 20 airlines that provide services to Western Suburbs. Whether you'd love to sip Champagne in first class or cut costs in economy, they'll have a seat for you. Head for O'Hare Intl. Airport (ORD) with one of these leading carriers:

  • United Airlines - 612 flights to Western Suburbs per month
  • American Airlines - 339 flights to Western Suburbs per month
  • Air Canada - 190 flights to Western Suburbs per month

What is the best airport to fly to in Western Suburbs?
Most travelers to Western Suburbs prefer to fly into O'Hare Intl. Airport (ORD). However, depending on where you're staying in the area, Midway Intl. Airport (MDW) might be a more convenient commute. Compare flight prices to both airports and decide which is best.
How much is a flight to Western Suburbs?
Fares for round-trip flights dropped as low as $69 this week to Western Suburbs, and reached a high of $158. A few lucky travelers flying out of Dallas (DFW) managed to secure one-way flights starting from just $29.
How to book the cheapest flight to Western Suburbs?
With some of the most competitive flight deals around, you're guaranteed value for money with Orbitz. The following suggestions will help you find cheap flights to Western Suburbs — and leave you with cash to spare:

  • Consider alternative airports to save cash. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will list any available options.
  • If you're flexible with your schedule, click on the 'Show flexible dates' link. You'll see the flight deals for the days before and after your chosen departure. Fares often vary depending on what day of the week it is.
  • Select 'Show options' to refine your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the most impressive deals, so book your tickets the moment you know your travel dates. The cheapest fares sell out first and prices generally rise as the departure date gets closer.
  • Bundle your hotels, flights and car rental into one convenient package deal. Save your dollars for things that really excite you, like exploring every corner of Western Suburbs.
  • Flying during busier seasons means expensive airfares. Try to vacation outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

How long is a flight to Western Suburbs?
Your city of origin, your departure airport and whether you travel direct — the flight time depends on many factors. But we've made life simple and put together the average times for three busy routes to Western Suburbs:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Western Suburbs?
Pick up a bargain and book your seats to Western Suburbs in January. If you've missed this month, you're still in luck. February and August often have low airfares available. Just be careful you don't sleep on a sale — cheap flights appear and vanish in the click of a button!
What day of the week is the cheapest to book a flight to Western Suburbs?
When it comes to cheap airfares to Western Suburbs, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fabulous flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Western Suburbs?
According to Orbitz data from 2020, Monday is usually the best day to get cheap flights to Western Suburbs. Tuesday also has budget-friendly fares whereas Saturday has the most expensive ticket prices. Even though leaving at the weekend may be easier to organize, you'll have more cash to play with if you jet out early in the week.
What is the cheapest month to fly to Western Suburbs?
To pick up cheap flights to Western Suburbs, you should take off in August. If saving big on your plane ticket is your main priority, Orbitz data has found that this is generally the best month to travel. June is when fares are the most expensive.
Which airlines allow free cancellation?
When you search for flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation within 24 hours of booking and no change fees. Relax knowing that if things unexpectedly change, your reservation can too.
What do I need for the flight to Western Suburbs?
Nothing beats flying off to a cool new place, but it's good to be prepared. The following handy tips will help get your trip off to a great start:

  • Before you board the plane, you'll need to show some form of government-issued ID, like a passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they may need.
  • To keep you entertained on your short trip to Western Suburbs, download your favorite tunes or stock up the podcast library on your phone. Food can also be a nice distraction while in the air, so pack some snacks.
  • It can get chilly on the plane. If you'd prefer not to shiver your way through the flight, bring an extra layer.

How many direct flights are there to Western Suburbs?
There are 2,332 flights that travel straight to Western Suburbs each month, so you won't have to deal with tiring stopovers. Lock in a fare with United Airlines or American Airlines and then sit back, relax and enjoy the trip. Delta Air Lines, Southwest Airlines, Spirit Airlines and Air Canada also provide nonstop flights to Western Suburbs.
How do I get cheap first-class/business deals to Western Suburbs?
If you think a first or business-class fare is out of your reach, you may want to think again. Here are some top tips to help you book a premium flight to Western Suburbs for a whole lot less:

  • Be more flexible with your travel dates and wait for deals on first or business-class airfares.
  • A lot of low-cost carriers have terrific business or premium-class seating that doesn't cost a bundle.
  • Bid for an upgrade in online auctions (if available) or upgrade your seat with loyalty points.

What is the best time to go to Western Suburbs?
If you'd like to experience Western Suburbs in the peak season, May, June and July are the top months to visit. June 20 marks the onset of summer in the Northern Hemisphere and is a fantastic time to travel if you're fond of the great outdoors. At this time, average daily temperatures usually range from 65 ºF to 80 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.