Cheap Flights to Chicago from $36

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How Much Does it Cost To Fly To Chicago?

The cheapest prices found with in the last 7 days for return flights were $71 and $36 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
DFWChicagoAugust 12 to August 12$71
ATLChicagoJuly 30 to August 5$72
DFWChicagoSeptember 16 to September 20$75
ATLChicagoJuly 29 to July 29$86
LGAChicagoSeptember 8 to September 20$90
LGAChicagoSeptember 4 to September 8$91
LAXChicagoAugust 7 to August 11$129
LAXChicagoAugust 21 to August 25$163
HKGChicagoSeptember 1 to September 16$850
CANChicagoSeptember 21 to September 25$961
PVGChicagoSeptember 3 to September 22$992
PEKChicagoSeptember 2 to September 9$992
CTUChicagoJuly 22 to September 5$1,548
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DFWChicagoJuly 20 to July 24$103
DFWChicagoJuly 19 to July 22$147
ATLChicagoJuly 19 to July 23$153
LGAChicagoJuly 19 to September 8$201
LGAChicagoJuly 19 to July 23$245
HKGChicagoJuly 20 to August 11$1,023
PVGChicagoJuly 18 to August 17$1,265
CANChicagoJuly 20 to September 4$1,420
PEKChicagoJuly 20 to August 30$1,485
*Prices include taxes and fees

Chicago Flight Information

Traveling to
Chicago
Lowest Price
$71
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Chicago Accommodation Deals

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $136 total per night from Aug 6 to Aug 7
$136 total
per night
Aug 6 - Aug 7
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,056 reviews)
"Loved My Stay at Freehand Chicago! Great vibes, amazing location, and super friendly staff! The place has a cool, cozy feel with clean rooms and a fun bar downstairs. Perfect spot if you want to explore Chicago without spending too much. Would definitely stay again!"

Reviewed on Jul 11, 2025

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $148 total per night from Aug 4 to Aug 5
$148 total
per night
Aug 4 - Aug 5
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (2,227 reviews)
"This hotel is old and needs updated. The ac is a window unit and the heater was a standalone in the room. It felt almost like and old New York City apartment. It was fairly clean however. The price was very affordable and it was only a block from the subway. The staff was excellent. The woman who ..."

Reviewed on Jul 9, 2025

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $62 total per night from Jul 28 to Jul 29
$62 total
per night
Jul 28 - Jul 29
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,533 reviews)
"Like: Nothing in particular Didn't like: parking lot looked unsafe but was okay; bathroom door was not lockable;"

Reviewed on Jul 10, 2025

Motel 6 Elk Grove Village, IL - O'Hare
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Ohio House Motel

Ohio House Motel

2.5 out of 5
600 N La Salle Drive, Chicago, IL
The price is $145 total per night from Aug 4 to Aug 5
$145 total
per night
Aug 4 - Aug 5
Stay at this motel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...
8.8/10 Excellent! (1,014 reviews)
"Great location. Super clean and quiet. Convenient and in a good location. Cozy. I liked that it was small. It's just what you need. Felt like a hidden gem!"

Reviewed on Jul 11, 2025

Ohio House Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Chicago with Airport Shuttles

Super 8 by Wyndham Chicago O'Hare Airport

Super 8 by Wyndham Chicago O'Hare Airport

3.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL
The price is $97 total per night from Jul 13 to Jul 14
$97 total
per night
Jul 13 - Jul 14
Stay at this 3.5-star business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.6/10 Good! (1,298 reviews)
"It was a nice stay for the price. The room was spacious and the bed comfortable."

Reviewed on Jul 9, 2025

Super 8 by Wyndham Chicago O'Hare Airport
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue, Bensenville, IL
The price is $101 total per night from Jul 13 to Jul 14
$101 total
per night
Jul 13 - Jul 14
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
7/10 Good! (1,011 reviews)
"..."

Reviewed on Jul 9, 2025

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
The price is $141 total per night from Jul 13 to Jul 14
$141 total
per night
Jul 13 - Jul 14
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,960 reviews)
"Front desk staff were wonderful and helpful."

Reviewed on Jul 12, 2025

Hampton Inn Chicago-O'Hare International Airport
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Holiday Inn Chicago O'Hare Area by IHG

Holiday Inn Chicago O'Hare Area by IHG

3 out of 5
5615 North Cumberland Avenue, Chicago, IL
The price is $112 total per night from Aug 10 to Aug 11
$112 total
per night
Aug 10 - Aug 11
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.6/10 Good! (1,001 reviews)
"Room key malfunctioned multiple times. Otherwise a great stay."

Reviewed on Jul 7, 2025

Holiday Inn Chicago O'Hare Area by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
The price is $550 total per night from Jul 20 to Jul 21
$550 total
per night
Jul 20 - Jul 21
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,630 reviews)
"Gorgeous room with a breathtaking view!"

Reviewed on Jul 10, 2025

Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
The price is $659 total per night from Aug 10 to Aug 11
$659 total
per night
Aug 10 - Aug 11
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (1,008 reviews)
"Glad of the location service was excellent. Have no complaints."

Reviewed on Jul 11, 2025

The Langham, Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
The price is $734 total per night from Jul 20 to Jul 21
$734 total
per night
Jul 20 - Jul 21
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9.8/10 Exceptional! (1,002 reviews)
"Always a great stay!"

Reviewed on Jul 3, 2025

The Peninsula Chicago
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
521 North Rush Street, Chicago, IL
The price is $338 total per night from Aug 7 to Aug 8
$338 total
per night
Aug 7 - Aug 8
Stay at this 4.5-star luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our ...
9.4/10 Exceptional! (1,001 reviews)
"Location, convenience, helpful staff"

Reviewed on Jun 28, 2025

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive, Chicago, IL
The price is $263 total per night from Aug 6 to Aug 7
$263 total
per night
Aug 6 - Aug 7
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,731 reviews)
"Hotel and breakfast was very good"

Reviewed on Jul 10, 2025

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
The price is $239 total per night from Aug 4 to Aug 5
$239 total
per night
Aug 4 - Aug 5
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,776 reviews)
"Love this hotel"

Reviewed on Jul 10, 2025

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is $247 total per night from Aug 10 to Aug 11
$247 total
per night
Aug 10 - Aug 11
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,414 reviews)
"Very nice"

Reviewed on Jul 11, 2025

Embassy Suites by Hilton Chicago Downtown River North
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Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
The price is $303 total per night from Aug 6 to Aug 7
$303 total
per night
Aug 6 - Aug 7
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (3,288 reviews)
"Well maintained"

Reviewed on Jul 10, 2025

Hyatt Regency Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Chicago Flight and Hotel Packages

Chicago flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
The Wade
Park Hyatt Chicago
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See all available trips from Atlanta to Chicago
View all trips

Chicago flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Wade
Trump International Hotel & Tower Chicago
LondonHouse Chicago, Curio Collection by Hilton
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See all available trips from Dallas to Chicago
View all trips

Chicago flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Trump International Hotel & Tower Chicago
LondonHouse Chicago, Curio Collection by Hilton
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See all available trips from Boston to Chicago
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 23 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Chicago?
When it comes to airlines that offer flights to Chicago, you're flush with choice. There are 20 companies that service this major city. Choose your favorite seat on one of these top carriers:

  • United Airlines
  • American Airlines
  • Southwest Airlines

What airport is best to fly into Chicago?
There are two airports servicing Chicago. If you fly into O'Hare Intl. Airport (ORD), you'll be 16 mi from the city center. The second option is Chicago Airport, roughly 9 mi from all the action of the downtown area.
Where to stay in Chicago
Researched Chicago, planned your vacation outfits but haven't yet locked in a place to stay? Travelocity can help. Select from 5,030 centrally located properties and start packing your bags!It's time for your vacation! Why not treat yourself to luxury? If you've been dreaming of first-class service and soft, silky sheets, book the Palmer House a Hilton Hotel or the Silversmith Hotel Chicago Downtown. That being said, you wouldn't go on vacation to stay in your room all week. If you've been looking for a more wallet-friendly option, consider the Hi Chicago or the Travelodge by Wyndham Downtown Chicago.Traveling is about absorbing those extraordinary sights. If McCormick Place is number one on your itinerary, you may want to stay a stone's throw away. The Hyatt Regency McCormick Place is 0.1 mi away, while the Marriott Marquis Chicago is 0.2 mi away.
Places to visit in Chicago
With so many remarkable attractions in Chicago, you might just have to tell your boss you need another week off. Start off with Art Institute of Chicago, and Millennium Park. You'd also be mad not to explore Skydeck Ledge, and Willis Tower.Ardent sightseers will want to visit Chicago Cultural Center, and Buckingham Fountain. After more things to see in this buzzing city? Merchandise Mart, and Wrigley Building should keep you occupied.Attend a play at Chicago Theatre and see the plot thicken! Seeking some more options? Many of the most popular attractions are located in Chicago Riverwalk area. And that's not all. Stop and look at Water Tower Place. You'll be able to see this impressive local skyscraper from different locations around town.
How to get through airport security fast when traveling to Chicago
Make your trip to Chicago a little easier by following these helpful tips and pointers:

  • Make sure you know the location of your travel ID and boarding pass. You don't want to hold up the line when you're asked to present them.
  • It's helpful to know that belts with metal buckles can set off the body scanner's alarms. If you have one on, you may be told to remove it before moving on.
  • Digital cameras, laptops and other electronic devices must be placed in separate tubs to be X-rayed.
  • When it comes to flying with liquids or gels, every passenger is allowed a quart-sized clear resealable bag to transport containers no bigger than 3.4 ounces (100 milliliters).
  • Undo your shoelaces as you approach the body scanner. Depending on the style of shoes you've got on, security may tell you to remove them.
  • Pack any multi-tools or other pointy metal items inside your checked luggage. Security personnel don't permit these on the plane.

Flights To Chicago

Each time you visit Chi-Town, you’ll fall in love anew. Even if you’ve stood in front of the famous metallic bean and stood along the Navy Pier, you won’t be left wanting for original ways to spend your time. As Mark Twain posited, “She is novelty, for she is never the same Chicago you saw when you passed through the last time.” The modern city on the shores of Lake Michigan is always evolving and will never fail to enchant you. Between the exciting sports culture and buildings that hearken back to a time when Frank Sinatra and Al Capone ran the scene, Chicago always impresses.

Flights to Chicago depart from tons of destinations; just sit back, start dreaming of deep-dish pizza, and before you know it you’ll be touching down in the Windy City. Book your airfare on Travelocity today, and you’ll save enough cash to afford all the famous frankfurters you want.

Transportation from Chicago Airports

Chicago flights land at one of the two major airports: O’Hare International Airport (ORD) and Midway International Airport (MDW). Getting to downtown Chicago from ORD is a breeze when you take the Blue line train, which is part of the Chicago Transit Authority train system. From MDW, jump on the Orange line train.

If you’re not staying downtown, buses are available to most parts of the city from both airports. When a private ride is more your style, hail a taxi outside the baggage claim area. Many hotels also have shuttle buses that will take you to and from the airport. But if independence is more your style, there are many rental car companies located within the airport if you need your own wheels; book your ride when you purchase your airfare to Chicago and your vacation is set.

Hotels Near ORD and MDW

A savvy traveler such as yourself is sure to purchase one of our top flight deals to Chicago. Not only will you travel on one of the most affordable and convenient flights, but you’re wise enough to book a Chicago hotel befitting of your fine taste:

  • The Palmer House Hilton: This hotel bills itself as hip and historic, and one step inside the lobby lets you know the description is spot on. Opulent ceilings and marble accents remind you of an era when dinner was always a formal affair, while the rooms are adorned in bright furniture and clean modern lines.
  • Wyndham Grand Chicago Riverfront: From the cocktails served fireside at Hoyt’s Patio to in-room massages, this downtown hotel is designed to pamper. Get a room with a view and overlook the Windy City from the moment you wake up, and let the concierge help you book excursions to Chicago attractions.
  • Hyatt Regency Chicago: This four-diamond hotel is connected to the Illinois Center downtown, right in the heart of the city. You’ll be just a short and leisurely walk from the Magnificent Mile and Grant Park.
  • Congress Plaza Hotel: Legendary hotels are just your style, so this Grant Park hotel has your name on it. Enjoy a view of Lake Michigan from your room, and revel in the property’s storied history, which dates back to 1893.

Things to Do in Chicago

The Windy City is known for its pizza and beloved sports teams, but the Midwest powerhouse packs a cultural punch and can impress even seasoned world travelers. Begin your exploration with an investigation of Millennium Park, and then get a taste of Chi-Town’s creative offerings at the Art Institute of Chicago. From the observation deck of the Willis Tower, you can spot your favorite attractions and plot your route of the city. Like the savvy tourist you are, you booked cheap plane tickets to Chicago. Go ahead, buy entrance to the Lincoln Park Conservatory and Brookfield Zoo.

Use Travelocity to search through the flight options to the Windy City. Once you find one of the cheapest flights to Chicago and buy your tickets, there is nothing left to do but start dreaming of mozzarella and pack your bags. Chi-Town is waiting to welcome you with open arms and delight you with its Midwest charms.

*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.