Cheap Flights to Chicago from $40
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 $76 and $40 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.
$76 Roundtrip, found 13 hours ago
$76
Roundtrip
found 13 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | August 19 to August 20 | $109 |
| ATL | Chicago | August 15 to August 16 | $114 |
| EWR | Chicago | August 31 to September 2 | $158 |
| EWR | Chicago | October 11 to November 3 | $168 |
| LAX | Chicago | September 4 to September 6 | $171 |
| LAX | Chicago | September 12 to September 14 | $197 |
| LAX | Rockford | September 5 to September 8 | $200 |
| ATL | Rockford | September 10 to September 11 | $235 |
| LGA | Rockford | September 11 to September 14 | $236 |
| DFW | Rockford | September 3 to September 5 | $313 |
| CAN | Chicago | September 10 to September 14 | $988 |
| PEK | Chicago | October 23 to November 11 | $1,028 |
| PVG | Chicago | November 5 to November 26 | $1,048 |
| PVG | Chicago | September 15 to September 16 | $1,185 |
| XIY | Chicago | September 7 to December 5 | $1,351 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | August 14 to August 18 | $94 |
| ATL | Chicago | August 14 to August 16 | $109 |
| DFW | Chicago | August 15 to August 23 | $246 |
| DFW | Chicago | August 16 to August 19 | $249 |
| EWR | Chicago | August 15 to August 18 | $249 |
| LAX | Chicago | August 14 to August 15 | $347 |
| EWR | Rockford | August 14 to August 17 | $350 |
| LGA | Chicago | August 16 to August 18 | $361 |
| LAX | Chicago | August 15 to August 25 | $371 |
| ATL | Rockford | August 14 to August 16 | $444 |
| LAX | Rockford | August 15 to August 17 | $485 |
| PVG | Chicago | August 16 to August 22 | $1,569 |
| HKG | Chicago | August 14 to August 24 | $1,586 |
| PEK | Chicago | August 15 to October 17 | $2,109 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $76 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines |
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
$117 nightly
The price is $139 total per night from Aug 31 to Sep 1
$139 total
Aug 31 - Sep 1
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. ...
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$115 nightly
The price is $137 total per night from Aug 30 to Aug 31
$137 total
Aug 30 - Aug 31
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
$53 nightly
The price is $60 total per night from Sep 1 to Sep 2
$60 total
Sep 1 - Sep 2
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 ...
7.8/10 Good! (2,009 reviews)
"staff was nice, it was a good stay for being out all day, and not too bad of a drive from the train station!"
Reviewed on Aug 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
Ohio House Motel
600 N La Salle Drive Chicago IL
$144 nightly
The price is $169 total per night from Aug 9 to Aug 10
$169 total
Aug 9 - Aug 10
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 ...
9/10 Wonderful! (1,179 reviews)
"Staff was really nice. Helped me with easy check-in and parking vehicle ($40 / day!). The room was fairly clean. The TV was a pain as it was asking to accept some silly LG User License Agreement and would not let me watch TV channels until I did about 50 clicks on the remote to bypass. My room did ..."
Reviewed on Aug 6, 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.
Our Top Chicago with Airport Shuttles
Super 8 by Wyndham Chicago O'Hare Airport
2951 Touhy Ave Elk Grove Village IL
$95 nightly
The price is $107 total per night from Aug 23 to Aug 24
$107 total
Aug 23 - Aug 24
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 ...
7.4/10 Good! (1,869 reviews)
"Nada me gustó. Cara para,ese costo muy mala"
Reviewed on Aug 8, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$114 nightly
The price is $126 total per night from Aug 31 to Sep 1
$126 total
Aug 31 - Sep 1
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! (1,662 reviews)
"The pool water was freezing cold and the hot tub was dirty but the room was nice and clean"
Reviewed on Aug 8, 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 Aug 31 to Sep 1
$131 total
Aug 31 - Sep 1
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 ...
9.2/10 Wonderful! (2,371 reviews)
"The staff was amazing. Never saw a unhappy face during my 7 day stay and everyone couldn't have been nicer. Property obviously well managed."
Reviewed on Aug 8, 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
$122 nightly
The price is $143 total per night from Aug 31 to Sep 1
$143 total
Aug 31 - Sep 1
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 ...
8.4/10 Very Good! (1,015 reviews)
"Toilet seat was leaking our bathroom was flooded all time bathroom fixtures are cracked and old not working properly sink tap was weird have to ask everyday to clean the room , microwave started sparking when we tried to reheat food parking ceiling was leaking some liquid made our car dirty we also ..."
Reviewed on Aug 8, 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.
Luxury Hotels in Chicago
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
$469 nightly
The price is $557 total per night from Aug 16 to Aug 17
$557 total
Aug 16 - Aug 17
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
$549 nightly
The price is $653 total per night from Aug 23 to Aug 24
$653 total
Aug 23 - Aug 24
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! (1,004 reviews)
"This Hotel was amazing and within walking distance from everything. The farthest we had to walk was a mile but it didnt even fill like a mile with all the things to do and see. This is the only hotel that I have ever stayed in that cleans room twice a day. You will not be disappointed, very pricey ..."
Reviewed on Aug 6, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$611 nightly
The price is $726 total per night from Aug 23 to Aug 24
$726 total
Aug 23 - Aug 24
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
$434 nightly
The price is $516 total per night from Aug 9 to Aug 10
$516 total
Aug 9 - Aug 10
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. ...
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
$211 nightly
The price is $251 total per night from Aug 31 to Sep 1
$251 total
Aug 31 - Sep 1
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 ...
8.2/10 Very Good! (2,978 reviews)
"Stayed here with 2 kids with us using 2 beds and a sofa bed. There were several basic issues, dirty bathroom, dirty bedding, lack of non-slip mat in the bathroom, torn wallpaper and a damaged sofa bed with a paper thin mattress. All those are fixable. The main issue here however is with the hotel’s ..."
Reviewed on Aug 7, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$198 nightly
The price is $236 total per night from Sep 8 to Sep 9
$236 total
Sep 8 - Sep 9
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 ...
8.6/10 Excellent! (2,565 reviews)
"I had a great time and everything was nearby."
Reviewed on Aug 8, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$161 nightly
The price is $191 total per night from Sep 7 to Sep 8
$191 total
Sep 7 - Sep 8
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! (6,004 reviews)
"The staff said they heard a dog in our room (which we didn't) and tried to charge us an extra $75 a day and wouldn't clean the room. What a scam."
Reviewed on Aug 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$254 nightly
The price is $302 total per night from Aug 30 to Aug 31
$302 total
Aug 30 - Aug 31
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 - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Philadelphia to Chicago
View all tripsChicago flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Compact SUV
Schiller Park, Illinois, USA
$39
$130 total
found 4 days ago
Fullsize
Schiller Park, Illinois, USA
$39
$130 total
found 4 days ago
Midsize SUV
Schiller Park, Illinois, USA
$39
$130 total
found 4 days ago
Special
Schiller Park, Illinois, USA
$39
$130 total
found 4 days ago
Lowest prices found within the past 4 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 Wrigley Field
- Hotels near Wintrust Arena
- Hotels near United Center
- The Loop Hotels
- Hotels near Soldier Field
- Hotels near SeatGeek Stadium
- Aparthotels in Chicago
- Hostels in Chicago
- Budget in Chicago
- Family Friendly in Chicago
- Suites in Chicago
- Pool in Chicago
- Balcony in Chicago
- Free Breakfast in Chicago
- Free Airport Transportation in Chicago
- Hot Tub in Chicago
- Indoor Pool in Chicago
- Kitchenette in Chicago
- Smoking in Chicago
- Loews Chicago O'Hare Hotel
- Motel 6 Bridgeview Il
- Motel 6 Schiller Park Il - Chicago O'Hare
- Motel 6 Villa Park Il - Chicago West
- Romantic in Chicago
- Spa in Chicago
- Sybaris Pool Suites
- The Champagne Lodge & Luxury Suites
- Hotels in Chicago
- Houseboats in Chicago
- Motels in Chicago
- Hotels near Chicago Riverwalk
- Hotels near Chicago Theatre
- Hotels near Chicago Union Station
- Hotels near Donald E Stephens Convention Center
- Budget Hotels in Downtown Chicago
- Suites Hotels in Downtown Chicago
- Free Parking Hotels in Downtown Chicago
- Hot Tub Hotels in Downtown Chicago
- Smoking Hotels in Downtown Chicago
- Downtown Chicago Hotels
- Hotels near Grant Park
- Hotels near House of Blues Chicago
- Hotels near James M Nederlander Theatre
- Hotels near Allstate Arena
- Hotels near Aragon Ballroom
- 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
- Hotels near Cadillac Palace Theatre
- 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 Glenview
- Flights to Golf
- Flights to Harvey
- Flights to Itasca
- Flights to Justice
- Flights to Niles
- Flights to Oak Brook
- Flights to Oak Lawn
- Flights to Oak Park
- Flights to River Forest
- Flights to Riverside
- Flights to Rosemont
- Flights to Skokie
- Flights to Villa Park
- Flights to Westmont
- Flights to Willowbrook
- Flights to Wilmette
- 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 Los Angeles (LAX) to Chicago (ORD)
- Flights from Philadelphia (PHL) to Chicago (ORD)
- 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