Cheap Flights to Southwest Side from $45

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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 $57 and $45 for one-way flights to Southwest Side for the period specified. Prices and availability are subject to change. Additional terms apply

Tue, Aug 19 - Thu, Aug 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 1 hour ago
$86
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Aug 19 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Aug 21, priced at $86 found 1 hour ago
OriginDestinationTravel DatesFlights From*
ATLChicagoAugust 5 to August 6$57
IAHChicagoAugust 16 to August 19$60
MSPChicagoAugust 19 to August 27$77
MSPChicagoAugust 26 to August 30$77
ATLChicagoOctober 7 to October 11$88
DENChicagoSeptember 18 to September 22$98
MCOChicagoSeptember 27 to September 29$101
DENChicagoAugust 22 to August 25$103
LAXChicagoAugust 8 to August 16$109
MSYChicagoSeptember 8 to September 12$110
LAXChicagoAugust 30 to September 2$197
DENRockfordOctober 23 to October 27$205
LAXRockfordOctober 24 to October 26$385
IAHRockfordOctober 23 to October 26$396
FCOChicagoSeptember 26 to October 11$534
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLChicagoJuly 26 to August 23$175
ATLChicagoJuly 27 to July 30$177
MCOChicagoJuly 26 to August 17$199
MSPChicagoJuly 26 to July 28$201
FLLChicagoJuly 25 to August 6$205
DENChicagoJuly 26 to August 2$211
PHXChicagoJuly 27 to August 31$231
LAXChicagoJuly 26 to July 29$251
DENChicagoJuly 26 to July 30$285
MCOChicagoJuly 27 to July 31$285
LAXChicagoJuly 25 to July 27$314
MSYChicagoJuly 25 to July 27$360
PHXChicagoJuly 25 to July 28$393
IAHChicagoJuly 27 to July 29$393
MSYChicagoJuly 27 to July 31$443
*Prices include taxes and fees

Southwest Side Flight Information

Traveling to
Southwest Side
Lowest Price
$57
Number of Airlines Serving
Airlines Serving
Spirit Airlines, Frontier 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.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
per person
Aug 28 - Aug 31
found 1 day 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 - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Minneapolis 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.
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
per person
Aug 31 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
per person
Aug 31 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
per person
Aug 31 - Sep 8
found 3 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Los Angeles to Southwest Side
View all trips

Need a Car For After Your Flight?

Special

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

$10

$52 total
found 8 hours ago
Special undefined

Midsize

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

$11

$54 total
found 8 hours ago
Midsize undefined

Standard

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

$12

$56 total
found 8 hours ago
Standard undefined

Compact SUV

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

$14

$63 total
found 8 hours ago
Compact SUV undefined
Lowest prices found within the past 8 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Southwest Side?
A roundtrip flight to Southwest Side cost as little as $57 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, August 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 $57. 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 $57 and $534 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.