Cheap flights To West Side (CHI) from $31

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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.

Tue, Aug 12 - Wed, Aug 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 11 hours ago
$63
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Aug 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 13, priced at $63 found 11 hours ago
Wed, Aug 6 - Wed, Aug 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$63 Roundtrip, found 4 hours ago
$63
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Aug 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 6, priced at $63 found 4 hours ago
Wed, Aug 13 - Wed, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 3 hours ago
$68
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Aug 13 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 20, priced at $68 found 3 hours ago
Wed, Aug 6 - Thu, Aug 7
LGA
LaGuardia
ORD
O'Hare Intl.
$87 Roundtrip, found 3 days ago
$87
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Aug 6 from LaGuardia to O'Hare Intl., returning Thu, Aug 7, priced at $87 found 3 days ago
Wed, Aug 20 - Sat, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$95 Roundtrip, found 2 days ago
$95
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Aug 23, priced at $95 found 2 days ago
Thu, Jan 22 - Thu, Jan 29
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Jan 22 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, Jan 29, priced at $100 just found
Sat, Aug 9 - Wed, Aug 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 21 hours ago
$112
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Sat, Aug 9 from Los Angeles Intl. to O'Hare Intl., returning Wed, Aug 20, priced at $112 found 21 hours ago
Sat, Oct 4 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$132 Roundtrip, found 2 hours ago
$132
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Oct 4 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Oct 4, priced at $132 found 2 hours ago
Sat, Oct 4 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Sat, Oct 4 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Oct 4, priced at $137 found 2 hours ago
Tue, Sep 23 - Wed, Sep 24
LGA
LaGuardia
MDW
Midway Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Sep 23 from LaGuardia to Midway Intl., returning Wed, Sep 24, priced at $147 found 3 days ago

West Side ORD Flight Information

Traveling To
West Side
Destination Airport IATA Code
CHI
Number of Airlines Serving
16
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, Delta, United
Flight Price
$63
Earliest Departing Flight
AA 4487 6:03AM EDT
Latest Departing Flight
BA 5338 Jul 29 9:14PM EDT

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

Book Your Flight & Hotel Together & Save

West Side economy flight packages

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
4.0-star property

Palmer House a Hilton Hotel

Aug 31 - Sep 3

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Embassy Suites by Hilton Chicago Downtown River North
4.0-star property

Embassy Suites by Hilton Chicago Downtown River North

Aug 31 - Sep 3

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Congress Plaza Hotel
3.5-star property

Congress Plaza Hotel

Aug 31 - Sep 3

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to West Side
View all trips

West Side premium 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

9.4/10 Exceptional! (2,122 reviews)

Aug 22 - Aug 26

4 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 12 hours ago
Modern, clean, great location that’s a short walk away from Magnificent Mile and the river. Will definitely book again.

Reviewed on Jul 21, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,635 reviews)

Sep 4 - Sep 8

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
This is the nicest hotel that I have ever stayed at. Everything was perfect!

Reviewed on Jun 16, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,000 reviews)

Aug 22 - Aug 26

4 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 12 hours ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

Don't see what you're looking for?
See all available trips from Dallas to West Side
View all trips

West Side first class flight packages

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

Swissotel - Chicago

8.8/10 Excellent! (2,374 reviews)

Sep 2 - Sep 6

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • FirstClass
per person
found 1 day ago
Clean and attentive staff

Reviewed on Jun 21, 2025

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,000 reviews)

Sep 2 - Sep 6

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
From the moment you walk into their lobby at the hotel, you enter a place of calm and relaxation. We stayed in a room with the Water Tower view, and if you have that as the option, take it. It was a beautiful sight to see waking up every morning. This hotel like their other properties are in a class of their own.

Reviewed on Sep 13, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,635 reviews)

Sep 2 - Sep 6

4 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
This is the nicest hotel that I have ever stayed at. Everything was perfect!

Reviewed on Jun 16, 2025

Don't see what you're looking for?
See all available trips from Atlanta to West Side
View all trips

West Side

Start your search for cheap flights to West Side on Orbitz. Orbitz is where you will discover guaranteed low prices on West Side flights, as well as all of the following conveniences:

Travel Updates on Your Mobile Device

Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future West Side flights. You can also review and reserve hotel rooms for when your West Side flights land and see other special offers.

Low Prices Guaranteed on Flights to West Side

Orbitz offers large discounts on a wide range of West Side flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to West Side while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to West Side to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to West Side. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

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 $147 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.