Cheap Flights to Chicago from $50
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
How Much Does it Cost To Fly To Chicago?
The cheapest prices found with in the last 7 days for return flights were $80 and $50 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$83 Roundtrip, found 5 days ago
$83
Roundtrip
found 5 days ago
PGD
Punta Gorda Airport
RFD
Greater Rockford
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DFW | Chicago | November 17 to November 18 | $80 |
| ATL | Chicago | November 17 to December 1 | $103 |
| ATL | Chicago | December 12 to December 15 | $103 |
| DFW | Chicago | December 16 to December 25 | $149 |
| LAX | Chicago | February 3 to February 16 | $178 |
| LGA | Chicago | January 9 to January 13 | $193 |
| EWR | Chicago | December 2 to December 8 | $200 |
| LAX | Chicago | December 9 to December 12 | $237 |
| HKG | Chicago | November 10 to November 30 | $894 |
| CAN | Chicago | December 25 to January 9 | $970 |
| PEK | Chicago | December 13 to March 31 | $1,046 |
| PVG | Chicago | November 12 to November 16 | $1,071 |
| CTU | Chicago | December 24 to January 5 | $1,120 |
| XIY | Chicago | January 21 to January 27 | $1,277 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DFW | Chicago | November 8 to November 10 | $215 |
| ATL | Chicago | November 8 to December 6 | $249 |
| LGA | Chicago | November 7 to November 14 | $260 |
| LGA | Chicago | November 7 to November 14 | $260 |
| DFW | Chicago | November 8 to November 11 | $322 |
| LAX | Chicago | November 8 to November 14 | $347 |
| LAX | Chicago | November 8 to November 11 | $367 |
| ATL | Chicago | November 8 to November 9 | $380 |
| HKG | Chicago | November 8 to November 23 | $990 |
| PEK | Chicago | November 7 to November 9 | $1,229 |
| TFU | Chicago | November 7 to November 14 | $1,320 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $80 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Allegiant Air |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Chicago Accommodation Deals
Freehand Chicago
19 East Ohio Street Chicago IL
$131 nightly
The price is $156 total per night from Nov 24 to Nov 25
$156 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (3,371 reviews)
"Excellent location and a fine stay. Very bare bones room but was comfortable and we slept well. It was just a place to sleep and was perfect for that. We would definitely stay here again."
Reviewed on Oct 31, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$129 nightly
The price is $151 total per night from Nov 10 to Nov 11
$151 total
Nov 10 - Nov 11
Total with taxes and fees
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 ...
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Nov 9 to Nov 10
$70 total
Nov 9 - Nov 10
Total with taxes and fees
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Ohio House Motel
600 N La Salle Drive Chicago IL
$99 nightly
The price is $117 total per night from Nov 22 to Nov 23
$117 total
Nov 22 - Nov 23
Total with taxes and fees
Stay at this motel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...
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
2951 Touhy Ave Elk Grove Village IL
$90 nightly
The price is $102 total per night from Nov 2 to Nov 3
$102 total
Nov 2 - Nov 3
Total with taxes and fees
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 ...
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$100 nightly
The price is $110 total per night from Nov 22 to Nov 23
$110 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,894 reviews)
"Great deal"
Reviewed on Nov 1, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$114 nightly
The price is $131 total per night from Nov 24 to Nov 25
$131 total
Nov 24 - Nov 25
Total with taxes and fees
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 ...
9.4/10 Exceptional! (2,411 reviews)
"Such a great hotel! Comfy beds, very clean, really nice staff and the pool and hot tub at the end of the day was fantastic!"
Reviewed on Oct 31, 2026
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$118 nightly
The price is $139 total per night from Nov 23 to Nov 24
$139 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
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
401 N Wabash Ave Chicago IL
$461 nightly
The price is $548 total per night from Nov 8 to Nov 9
$548 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$522 nightly
The price is $621 total per night from Nov 22 to Nov 23
$621 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.8/10 Exceptional! (1,000 reviews)
"Amazing experience! Worth every dollar!"
Reviewed on Oct 28, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$625 nightly
The price is $743 total per night from Nov 22 to Nov 23
$743 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
Save an average of 15% on thousands of hotels when you're signed in
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$313 nightly
The price is $372 total per night from Nov 22 to Nov 23
$372 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,000 reviews)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay ..."
Reviewed on Oct 29, 2026
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
511 North Columbus Drive Chicago IL
$156 nightly
The price is $186 total per night from Nov 24 to Nov 25
$186 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$158 nightly
The price is $188 total per night from Nov 24 to Nov 25
$188 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$127 nightly
The price is $151 total per night from Nov 23 to Nov 24
$151 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,980 reviews)
"Great location, walking distance to Michigan Ave and Rush Street! The room was a perfect size for my Mom who requires a wheelchair."
Reviewed on Oct 31, 2026
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$185 nightly
The price is $220 total per night from Nov 22 to Nov 23
$220 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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.
Chicago flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Special
SCHILLER PARK, USA
$5
$53 total
found 3 days ago
Compact SUV
SCHILLER PARK, USA
$10
$66 total
found 3 days ago
Midsize SUV
Schiller Park, Illinois, USA
$11
$67 total
found 3 days ago
Standard
Schiller Park, Illinois, USA
$12
$70 total
found 3 days ago
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
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.
More Ways To Wander
Explore More Ways to Travel with Travelocity
- Hotels near Allstate Arena
- Hotels near Aragon Ballroom
- Hotels near Cadillac Palace Theatre
- Hotels near House of Blues Chicago
- Hotels near Grant Park
- Downtown Chicago Hotels
- Smoking Hotels in Downtown Chicago
- Hot Tub Hotels in Downtown Chicago
- Free Parking Hotels in Downtown Chicago
- Suites Hotels in Downtown Chicago
- Budget Hotels in Downtown Chicago
- Hotels near Donald E Stephens Convention Center
- Hotels near Chicago Union Station
- Hotels near Chicago Theatre
- Hotels near Chicago Riverwalk
- Motels in Chicago
- Houseboats in Chicago
- Hotels in Chicago
- The Champagne Lodge & Luxury Suites
- Sybaris Pool Suites
- Spa in Chicago
- Hotels near Soldier Field
- The Loop Hotels
- Hotels near United Center
- Hotels near Wintrust Arena
- Hotels near Wrigley Field
- Romantic in Chicago
- Motel 6 Villa Park IL - Chicago West
- Motel 6 Schiller Park IL - Chicago O'Hare
- Motel 6 Bridgeview IL
- Loews Chicago O'Hare Hotel
- Smoking in Chicago
- Kitchenette in Chicago
- Indoor Pool in Chicago
- Hot Tub in Chicago
- Free Airport Transportation in Chicago
- Free Breakfast in Chicago
- Balcony in Chicago
- Pool in Chicago
- Hotels near James M Nederlander Theatre
- Hotels near SeatGeek Stadium
- Hotels in Rosemont
- River North Hotels
- Hotels near Chicago IL
- Hotels near Northwestern Memorial Hospital
- Hotels near Navy Pier
- Hotels near Naval Base Great Lakes
- Hotels near Millennium Park
- Hotels near Chicago IL
- Hotels near Michigan Avenue
- Hotels near McCormick Place
- Magnificent Mile Hotels
- Free Parking Hotels in Magnificent Mile
- Budget Hotels in Magnificent Mile
- Suites in Chicago
- Family Friendly in Chicago
- Budget in Chicago
- Hostels in Chicago
- Aparthotels in Chicago
- Flights to Rosemont
- Flights to Addison
- Flights to Alsip
- Flights to Bensenville
- Flights to Blue Island
- Flights to Bridgeview
- Flights to Calumet City
- Flights to Cicero
- Flights to Countryside
- Flights to Des Plaines
- Flights to Elmhurst
- Flights to Evanston
- Flights to Forest Park
- Flights to Franklin Park
- Flights to Riverside
- Flights to River Forest
- Flights to Oak Park
- Flights to Oak Lawn
- Flights to Oak Brook
- Flights to Niles
- Flights to Justice
- Flights to Itasca
- Flights to Harvey
- Flights to Golf
- Flights to Glenview
- Flights from Chicago IL
- Flights from Chicago IL
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Newark (EWR) to Chicago (ORD)
- Flights from Houston (IAH) to Chicago (ORD)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights to Wilmette
- Flights to Willowbrook
- Flights to Westmont
- Flights to Villa Park
- Flights to Skokie
- Hotels near Art Institute of Chicago
- Hotels near House of Blues Chicago
- Hotels near Chicago Riverwalk
- Hotels in Downtown Chicago
- Visit Willis Tower
- Hotels with Suites in Downtown Chicago
- Cheap Hotels in Downtown Chicago
- Hotels in River North
- Hotels near Chicago Theatre
- Hotels in The Loop
- Hotels near Millennium Park
- Flights to Chicago
- Hotels near Grant Park
- Hotels near Navy Pier
- Luxury Hotels in Downtown Chicago
- Hotels near Michigan Avenue
- Hotels near Soldier Field
- Hotels in Magnificent Mile
- Hotels near Chicago Union Station
- Hotels in Central Chicago