Cheap Flights to Southwest Side from $29

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How Much Does it Cost To Fly To Southwest Side?

The cheapest prices found with in the last 7 days for return flights were $49 and $29 for one-way flights to Southwest Side for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Oct 21 - Tue, Oct 28
LGA
LaGuardia
ORD
O'Hare Intl.
$49 Roundtrip, found 6 hours ago
$49
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Tue, Oct 21 from LaGuardia to O'Hare Intl., returning Tue, Oct 28, priced at $49 found 6 hours ago
OriginDestinationTravel DatesFlights From*
MSPChicagoOctober 27 to October 29$77
MCOChicagoDecember 5 to December 13$80
ATLChicagoNovember 12 to November 12$83
ATLChicagoNovember 12 to November 18$88
DENChicagoOctober 27 to October 27$100
PHXChicagoNovember 1 to November 8$110
LAXChicagoNovember 4 to November 5$154
DENRockfordNovember 4 to November 8$157
MCORockfordDecember 4 to December 7$159
MSPRockfordOctober 21 to October 24$164
MSYRockfordDecember 5 to December 8$169
LAXChicagoOctober 23 to October 27$179
PHXRockfordNovember 1 to November 8$180
FCOChicagoNovember 24 to November 29$467
FCOChicagoOctober 10 to October 14$855
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOChicagoOctober 4 to October 6$145
FLLChicagoOctober 5 to October 8$177
ATLChicagoOctober 5 to October 7$196
ATLChicagoOctober 4 to October 8$199
MSPChicagoOctober 5 to October 9$208
IAHChicagoOctober 5 to October 12$215
PHXChicagoOctober 5 to October 12$246
LAXChicagoOctober 4 to October 6$249
LAXChicagoOctober 5 to October 10$274
PHXChicagoOctober 4 to October 13$287
DENChicagoOctober 5 to October 7$293
MSYChicagoOctober 5 to October 9$323
IAHChicagoOctober 4 to October 7$335
MSPChicagoOctober 5 to October 6$372
FCOChicagoOctober 4 to October 14$708
*Prices include taxes and fees

Southwest Side Flight Information

Traveling to
Southwest Side
Lowest Price
$49
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Best Southwest Side Flight and Hotel Packages

Southwest Side flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Save 100% on your flight
Price was $477, price is now $295 per person
$295
per person
Nov 14 - Nov 16
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Save 100% on your flight
Price was $1,019, price is now $573 per person
$573
per person
Nov 21 - Nov 28
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
Price was $1,163, price is now $704 per person
$704
per person
Nov 21 - Nov 28
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Atlanta to Southwest Side
View all trips

Southwest Side flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Price was $740, price is now $643 per person
$643
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Price was $781, price is now $669 per person
$669
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Price was $779, price is now $669 per person
$669
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Philadelphia to Southwest Side
View all trips

Need a Car For After Your Flight?

Special

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$15

$64 total
found 1 hour ago
Special undefined

Midsize

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$16

$67 total
found 2 hours ago
Midsize undefined

Standard

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$17

$69 total
found 2 hours ago
Standard undefined

Compact SUV

  • 5 people
  • Unlimited mileage
Schiller Park, Illinois, USA

$19

$75 total
found 1 hour ago
Compact SUV undefined

Frequently asked questions

How much is the cheapest flight to Southwest Side?
A roundtrip flight to Southwest Side cost as little as $49 in the last seven days. Once you've chosen your travel dates, we'll help you land the best deal. This price was available on Travelocity for flights to Southwest Side departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Southwest Side?
According to Travelocity's direct return flight demand between January and December last year, October is the cheapest period to journey to Southwest Side. Browse for flights across this month and snag a top deal today.
How can I check my flight status to Southwest Side?
Use our helpful customer portal, Trips. You'll find everything related to your flight to Southwest Side here, including valuable information about the status of your flight and more. Keep an eye out for Trips at the top of the Travelocity homepage. Just create your free acount and get the answers to your questions. You can also access your itinerary while you're on the move and get itinerary updates with the Travelocity app. All your itineraries are in one convenient place, so you can share details with any members of your family flying with you.
How do I find the best deals on flights to Southwest Side?
Being flexible with your travel dates is a great way to land a fantastic deal. Travelocity makes it a cinch to find your perfect fare through the "Flexible dates" feature. Search for your flight to Southwest Side, then compare prices for surrounding days by hitting the Flexible dates box above. Booking ahead of schedule and traveling outside of peak periods are other suggestions. In the last seven days, the lowest price for a return flight to Southwest Side was $49. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Southwest Side with Travelocity?
If you're chasing cheap flights to Southwest Side, you'll discover some attractive deals with Travelocity. From cheap family flights on low-cost airlines to flexible fares, we've got your back. Enjoy a worry-free trip with our 24/7 customer assistance, Price Match Guarantee and free cancellation policies with most hotels. Start packing your bags and get set to hop on a plane to this fascinating destination.
What are the most popular flight routes to Southwest Side?
With terrific connections, securing flights to Southwest Side is a breeze. Here are a few of the most popular flight routes to this exciting destination:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 4,203 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 4,155 flights a month.
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 4,138 flights a month.

How much is a flight to Southwest Side on average?
Roundtrip flights to Southwest Side cost between $49 and $855 in the last seven days. If you spot a ticket price you like, act quick. Cheap deals don't hang about for long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Southwest Side?
To get a feel for the average flying time of a direct flight to Southwest Side, cast your eyes over these top routes:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 29 minutes
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 20 minutes
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 41 minutes

What can I expect on a flight to Southwest Side?
This depends mostly on your carrier and the length of your flight. Most airlines generally provide warm meals, drinks and entertainment on long-haul journeys. Whether you're chasing business class flights to Southwest Side or cheap flights for family vacations, you'll be looked after from the moment your plane takes off to touchdown.

Plane Tickets To Southwest Side

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Southwest Side. Browse through our inventory to explore a wide range of cheap flights to Southwest Side to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Southwest Side as you anxiously await to exit the plane and explore what Southwest Side has to offer. Considering all the amazing local food and culture in Southwest Side, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Southwest Side to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Southwest Side without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Southwest Side with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Southwest Side today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.