Cheap flights To West Side (CHI) from $31

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Cheap Flights to West Side from $31 One Way, $63 Round Trip

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

Thu, May 22 - Sun, May 25
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, May 22 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, May 25, priced at $63 just found
Mon, Jun 2 - Tue, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$65 Roundtrip, found 3 hours ago
$65
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Mon, Jun 2 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 3, priced at $65 found 3 hours ago
Wed, May 28 - Mon, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$69 Roundtrip, found 1 hour ago
$69
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, May 28 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Jun 2, priced at $69 found 1 hour ago
Wed, May 28 - Wed, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$71 Roundtrip, found 17 hours ago
$71
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Wed, May 28 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 4, priced at $71 found 17 hours ago
Sat, May 31 - Wed, Jun 4
LGA
LaGuardia
ORD
O'Hare Intl.
$81 Roundtrip, found 5 hours ago
$81
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Sat, May 31 from LaGuardia to O'Hare Intl., returning Wed, Jun 4, priced at $81 found 5 hours ago
Wed, Aug 6 - Wed, Aug 6
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$83 Roundtrip, found 16 hours ago
$83
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Aug 6 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Aug 6, priced at $83 found 16 hours ago
Wed, Jul 23 - Wed, Jul 23
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jul 23 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Jul 23, priced at $83 found 1 day ago
Tue, Jul 29 - Tue, Jul 29
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 18 hours ago
$83
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Tue, Jul 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 29, priced at $83 found 18 hours ago
Sat, Jul 12 - Tue, Jul 15
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 12 hours ago
$88
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, Jul 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Jul 15, priced at $88 found 12 hours ago
Wed, May 14 - Tue, May 27
LGA
LaGuardia
ORD
O'Hare Intl.
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select United flight, departing Wed, May 14 from LaGuardia to O'Hare Intl., returning Tue, May 27, priced at $139 found 4 days ago

West Side Flight Information

Traveling To
West Side
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, JetBlue Airways, Southwest Airlines, United
Flight Price
$63
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

West Side economy flight packages

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

Arlo Chicago

Jun 6 - Jun 9

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 2 days ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jun 6 - Jun 9

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 2 days ago
La Banque Hotel
4.0-star property

La Banque Hotel

Jun 5 - Jun 9

4 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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See all available trips from Atlanta to West Side
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West Side premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago/Magnificent Mile Suites
3.5-star property

Hilton Chicago/Magnificent Mile Suites

8.8/10 Excellent! (2,064 reviews)

Jun 18 - Jun 22

4 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop • PremiumEconomy

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

United • Non-stop • PremiumEconomy
per person
found 13 hours ago
We had a great stay and would definitely return! We liked the location—everything we needed was close by, and we felt completely safe traveling as a group of women with a child. The hotel was within walking distance to fabulous shopping and dining, which made our trip extra enjoyable. For anyone planning to explore beyond the immediate area, we highly recommend getting a bus or “L” pass. Public transportation was easy to navigate and made getting around the city a breeze. One of the highlights of our stay was the incredibly kind and welcoming bellman (we regret not getting his name!). He went out of his way to make us feel at home, and that warm hospitality really stood out. The only downside was the sleeper sofa—the mattress could definitely use an upgrade for better comfort. Overall, we had a great experience and would recommend this hotel to others.

Reviewed on Apr 24, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (1,605 reviews)

Jun 18 - Jun 22

4 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop • PremiumEconomy

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

United • Non-stop • PremiumEconomy
Save 100% on your flight
per person
found 13 hours ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

8.8/10 Excellent! (1,988 reviews)

Jun 18 - Jun 22

4 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop • PremiumEconomy

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

United • Non-stop • PremiumEconomy
per person
found 13 hours ago
Had an amazing stay beautiful hotel

Reviewed on Feb 16, 2025

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to West Side
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West Side first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago/Magnificent Mile Suites
3.5-star property

Hilton Chicago/Magnificent Mile Suites

8.8/10 Excellent! (2,064 reviews)

Jun 18 - Jun 23

5 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • FirstClass
per person
found 13 hours ago
We had a great stay and would definitely return! We liked the location—everything we needed was close by, and we felt completely safe traveling as a group of women with a child. The hotel was within walking distance to fabulous shopping and dining, which made our trip extra enjoyable. For anyone planning to explore beyond the immediate area, we highly recommend getting a bus or “L” pass. Public transportation was easy to navigate and made getting around the city a breeze. One of the highlights of our stay was the incredibly kind and welcoming bellman (we regret not getting his name!). He went out of his way to make us feel at home, and that warm hospitality really stood out. The only downside was the sleeper sofa—the mattress could definitely use an upgrade for better comfort. Overall, we had a great experience and would recommend this hotel to others.

Reviewed on Apr 24, 2025

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

8.8/10 Excellent! (1,988 reviews)

Jun 18 - Jun 23

5 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
per person
found 13 hours ago
Had an amazing stay beautiful hotel

Reviewed on Feb 16, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (1,605 reviews)

Jun 18 - Jun 23

5 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
per person
found 13 hours ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to West Side
View all trips

West Side

Save more on flights to West Side while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to West Side

Now it is easier than ever to find a discount West Side flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.

Use Your Mobile Phone To Secure A Low Cost Flight To West Side

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Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for West Side flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to West Side a breeze.

Frequently asked questions

Which airlines fly to West Side?
Look up the deals from the 20 airlines that offer flights to West Side. Whether you’re eager to get comfy in first class or save cash in economy, there’ll be a seat for you. Head for O’Hare Intl. Airport (ORD) with one of these major carriers:

  • United Airlines - 612 flights to West Side per month
  • American Airlines - 339 flights to West Side per month
  • Air Canada - 190 flights to West Side per month

What is the best airport to fly to in West Side?
O’Hare Intl. Airport (ORD) is the main gateway for this unique region. Once you’ve walked out of the arrivals area, the possibilities are endless when it comes to discovering West Side.
How much is a flight to West Side?
Travelers from near and far nabbed return-flight deals ranging from $63 to $139 this week. Starting your journey from Atlanta (ATL)? The cheapest one-way fares were just $31.
How to book the cheapest flight to West Side?
With some of the most exciting flight deals around, you can jet for less with Orbitz. The following tips and hints will help you score cheap flights to West Side — and leave you with more cash to play with:

  • Departing from or landing at nearby airports may help you save on airfares. Type in your preferred departure and arrival airports. Next, click on the ‘Nearby airports’ function below the form fields to explore your options.
  • Similarly, click on the ‘Show flexible dates’ link to view the airfares on days around your selected departure. You may be able to score cheaper flight deals if your dates are flexible.
  • Select ‘Show options’ to filter your search results. You can choose your preferred airline and seating class here. Under ‘Sort & Filter’ to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • If you’ve worked out your travel dates, don’t drag your feet booking a flight. Fares normally become more expensive as the departure date nears.
  • Bundle your flights, hotels and car rentals into a value-for-money package deal. Save your hard-earned dollars for things you’re really excited about, like discovering every corner of West Side.
  • Whenever possible, avoid flying in the busy season. Airfares surge during summer, school breaks and around other vacation times like Easter and Thanksgiving.

How long is a flight to West Side?
Naturally, flight times vary based on the destination you’re traveling from. But to give you an understanding of the average duration, size up these well-known routes to West Side:

  • 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 West Side?
Catch a bargain and book your tickets to West Side in January. If you’ve missed this month, don’t stress. February and August often have low airfares as well. Just be careful you don’t snooze on a sale though — cheap flights appear and vanish in the blink of an eye!
What day of the week is the cheapest to book a flight to West Side?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book a flight to West Side. If you’re after the best airfares, search across those days and you’re likely to catch an excellent flight deal.
What is the cheapest day of the week to fly to West Side?
Consider departing early in the week if you want to get cheap flights to West Side. Orbitz data from 2020 suggests Monday is generally the most affordable day to fly out, followed by Tuesday. Saturdays were shown to have the highest ticket prices. This is probably because many travelers choose to start their vacation on a weekend.
What is the cheapest month to fly to West Side?
We won’t keep you in suspense — according to Orbitz data, August is generally the most inexpensive month to fly. Perfect for those who need a weekend getaway or just a break from it all before the weather turns. The least affordable time to fly is in the middle of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
Orbitz makes it easy to find airlines offering fare flexibility. Simply click on “Filter by flexible change policies” when searching for your West Side flights and voila! We’ll show you options that include free cancellation within 24 hours of booking, no change fees and of course, the very best price.
What do I need for the flight to West Side?
Flying doesn’t have to be a drag. In fact it can be fun if you’re well prepared! Make your trip a smooth one with these helpful tips:

  • Your travel documents are the most important items you’ll need to carry on your flight. To avoid any delays at the time of check-in, make sure that the personal information on your ticket corresponds with your government-issued ID.
  • To keep you entertained on the short trip to West Side, download some new songs or stock up the audiobook library on your tablet. Food can also be a tasty distraction while in the air, so pack some light snacks.
  • No matter the weather outside (or how long the flight), plane cabins can get seriously cold. Bring a hoodie on board to keep yourself warm and cozy.

How many direct flights are there to West Side?
There are 2,332 direct flights each month to West Side. When it comes to airlines that will take you there, you’ve got loads of choice. United Airlines, American Airlines and Delta Air Lines are some of the most popular. Southwest Airlines, Spirit Airlines and Air Canada are some other reliable carriers offering nonstop services.
How do I get cheap first-class/business deals to West Side?
There are ways of booking first or business-class fares to West Side that won’t burn a hole through your savings. Pick up a seat at the front of the plane for less with these helpful tips:

  • Flexibility is essential. By being open to different travel dates, you’ll have more chances of picking up a great deal on first or business-class airfares.
  • A lot of budget airlines these days have comfortable business-class seating that doesn’t cost the earth.
  • Bid for an upgrade in online auctions (if available) or upgrade through your flight loyalty scheme.

What is the best time to go to West Side?
West Side is popular in March, April and May. If you plan to head there during these months, it may be an idea to book well in advance to ensure you pick up the best deals. Like to know what the summer’s like in West Side? Average daily temperatures normally float between 65 ºF and 75 ºF. Like most of the Northern Hemisphere, the summer season commences June 20 here.

Nearby

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.