Cheap Flights to Chicago from $39

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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 $69 and $39 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLChicagoMay 7 to May 7$69
EWRChicagoMay 28 to June 4$77
ATLChicagoJuly 5 to July 12$90
DFWChicagoJuly 22 to July 26$106
LGAChicagoMay 25 to May 28$137
DFWChicagoJuly 19 to July 23$139
LAXChicagoMay 24 to May 27$141
LAXChicagoMay 7 to May 10$190
HKGChicagoJune 1 to November 11$893
CANChicagoMay 25 to September 26$935
PEKChicagoMay 19 to September 16$1,104
PVGChicagoJune 20 to July 5$1,145
CTUChicagoMay 24 to October 2$1,416
HKGChicagoMay 28 to July 1$1,463
XIYChicagoMay 4 to May 8$1,523
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRChicagoMay 4 to May 7$100
DFWChicagoMay 2 to May 31$171
ATLChicagoMay 2 to May 5$173
LAXChicagoMay 3 to May 24$194
LAXChicagoMay 4 to May 6$201
ATLChicagoMay 2 to May 5$204
LGAChicagoMay 4 to May 10$218
DFWChicagoMay 4 to May 5$221
HKGChicagoMay 4 to May 8$1,044
CANChicagoMay 4 to May 8$1,203
PVGChicagoMay 3 to July 31$1,250
PEKChicagoMay 2 to May 8$1,362
XIYChicagoMay 4 to May 8$1,523
*Prices include taxes and fees

Chicago ORD Flight Information

Traveling to
Chicago ORD
Lowest Price
$69
Number of Airlines Serving
16
Airlines Serving
Spirit Airlines, Frontier Airlines
Number of Daily Flights
56
Airlines with Direct Flights
American Airlines, Qatar Airways, JAL, Aer Lingus, Emirates, Air New Zealand, United Airlines, Alaska Airlines, Cathay Pacific, Turkish Airlines, Finnair, Royal Jordanian, Iberia, ANA, Lufthansa, British Airways

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 $110 per night from May 26 to May 27
$110
includes taxes & fees
$93 per night
May 26 - May 27
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! (1,742 reviews)
"The property is located in the heart of the city of Chicago to serve clients in need of hotel stay, and it maintains high standards of its name. I wish the hotel include breakfast in its services for the clients."

Reviewed on Apr 23, 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 $104 per night from Apr 30 to May 1
$104
includes taxes & fees
$88 per night
Apr 30 - May 1
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 ...
6.8/10 (2,114 reviews)
Excellent Customer Service! Good hotel
"Customer service was EXCELLENT! Such nice, friendly and helpful staff!! Everyone, from cleaning service, to security guard to front desk. The room was what I would expect for a hotel in downtown Chicago at the fair price I paid. Older building, do their best to keep it up. Nothing fancy (like the ..."

Reviewed on Apr 26, 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 $53 per night from Apr 28 to Apr 29
$53
includes taxes & fees
$47 per night
Apr 28 - Apr 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! (1,426 reviews)
"Cheap and convenient"

Reviewed on Apr 23, 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 $117 per night from Apr 30 to May 1
$117
includes taxes & fees
$100 per night
Apr 30 - May 1
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! (1,005 reviews)
"Mallory was great at check in. We did not know that we could call to turn up a/c...but just dial 0 and ask. Onky downside was traffic noise but they do provide earplugs! Very comfortable stay."

Reviewed on Apr 24, 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

2.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL
The price is $86 per night from May 4 to May 5
$86
includes taxes & fees
$76 per night
May 4 - May 5
Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.8/10 Good! (1,167 reviews)
"Everything was OK"

Reviewed on Apr 23, 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 $91 per night from May 26 to May 27
$91
includes taxes & fees
$82 per night
May 26 - May 27
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 ...
6.8/10 (1,002 reviews)
"I loved the breakfast! The only downside is that the temp was controlled with a energy saving thermostat that no matter how low I put the temp, it just wouldnt cool enough for my liking."

Reviewed on Apr 25, 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 $119 per night from May 4 to May 5
$119
includes taxes & fees
$104 per night
May 4 - May 5
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! (1,853 reviews)
"Great place."

Reviewed on Apr 24, 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 $121 per night from May 4 to May 5
$121
includes taxes & fees
$103 per night
May 4 - May 5
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)
"Great place to be"

Reviewed on Apr 19, 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 $524 per night from May 11 to May 12
$524
includes taxes & fees
$446 per night
May 11 - May 12
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! (1,573 reviews)
"Perfect"

Reviewed on Apr 23, 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 $567 per night from May 26 to May 27
$567
includes taxes & fees
$483 per night
May 26 - May 27
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! (1,005 reviews)
"Staff, hotel and its amenities were excellent."

Reviewed on Apr 23, 2025

The Langham, Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
The price is $675 per night from May 26 to May 27
$675
includes taxes & fees
$575 per night
May 26 - May 27
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! (1,001 reviews)
"Excellent room, pool and staff. Nice surprise chocolate covered strawberries for our anniversary too."

Reviewed on Apr 23, 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 $323 per night from May 25 to May 26
$323
includes taxes & fees
$279 per night
May 25 - May 26
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! (1,000 reviews)
Anniversary stay
"Very Relaxing and Peaceful"

Reviewed on Apr 21, 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 $210 per night from May 11 to May 12
$210
includes taxes & fees
$179 per night
May 11 - May 12
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! (2,653 reviews)
"Our stay was good"

Reviewed on Apr 20, 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 $207 per night from May 26 to May 27
$207
includes taxes & fees
$180 per night
May 26 - May 27
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! (1,694 reviews)
"A Luxurious Step Back in Time The Palmer House Hotel completely exceeded my expectations. What stood out most was the stunning lobby—truly a work of art with its intricate ceiling murals, gold accents, and opulent chandeliers. It felt like walking into a palace. The service was impeccable—every staff ..."

Reviewed on Apr 24, 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 $175 per night from Apr 30 to May 1
$175
includes taxes & fees
$149 per night
Apr 30 - May 1
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. ...
8.2/10 Very Good! (3,948 reviews)
"Wonderful place"

Reviewed on Apr 26, 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 $271 per night from May 26 to May 27
$271
includes taxes & fees
$231 per night
May 26 - May 27
Book a stay at this 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! (3,212 reviews)
"Great location and the staff were very helpful!"

Reviewed on Apr 26, 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.
Clarion Hotel & Convention Center Joliet
Courtyard by Marriott Chicago Magnificent Mile
Illinois Beach Hotel
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Chicago flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Level Chicago – Old Town
Eurostars Magnificent Mile
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See all available trips from Los Angeles to Chicago
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Need a Car For After Your Flight?

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.