Cheap Flights to Chicago from $25
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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 $49 and $25 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$49 Roundtrip, found 2 days ago
$49
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | February 9 to February 13 | $58 |
| ATL | Chicago | January 27 to January 27 | $63 |
| JFK | Chicago | December 5 to December 8 | $70 |
| LAX | Chicago | December 12 to December 15 | $94 |
| ATL | Rockford | February 11 to February 14 | $139 |
| LGA | Rockford | December 11 to December 15 | $139 |
| DFW | Rockford | February 4 to February 6 | $139 |
| LAX | Chicago | January 29 to February 2 | $140 |
| LAX | Rockford | January 17 to January 18 | $159 |
| CAN | Chicago | December 19 to March 26 | $752 |
| PEK | Chicago | January 24 to April 6 | $918 |
| PVG | Chicago | December 22 to January 5 | $1,000 |
| XIY | Chicago | December 3 to March 11 | $1,133 |
| PVG | Chicago | January 15 to March 16 | $1,213 |
| HKG | Chicago | February 26 to May 28 | $2,475 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DFW | Chicago | November 28 to January 12 | $134 |
| ATL | Chicago | November 29 to December 6 | $154 |
| EWR | Chicago | November 28 to December 2 | $176 |
| DFW | Chicago | November 28 to December 3 | $178 |
| ATL | Chicago | November 28 to December 2 | $187 |
| JFK | Chicago | November 28 to December 1 | $228 |
| LAX | Chicago | November 29 to December 4 | $320 |
| LAX | Chicago | November 29 to December 5 | $382 |
| LAX | Rockford | November 29 to December 6 | $390 |
| LGA | Rockford | November 30 to December 1 | $680 |
| ATL | Rockford | November 29 to November 30 | $705 |
| PVG | Chicago | November 28 to December 5 | $1,221 |
| HKG | Chicago | November 29 to November 30 | $1,258 |
| PEK | Chicago | November 28 to December 28 | $1,443 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $49 |
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
$85 nightly
The price is $100 total per night from Dec 17 to Dec 18
$100 total
Dec 17 - Dec 18
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! (2,592 reviews)
When you just want to sleep it’s the easiest in and out check out there is. Beds are comfy the rooms are clean. Just do it you won’t regret it !
Reviewed on Nov 20, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$89 nightly
The price is $105 total per night from Dec 9 to Dec 10
$105 total
Dec 9 - Dec 10
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 ...
7.2/10 Good! (2,466 reviews)
yes
Reviewed on Nov 20, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$35 nightly
The price is $40 total per night from Nov 30 to Dec 1
$40 total
Nov 30 - Dec 1
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! (1,686 reviews)
Yes
Reviewed on Nov 15, 2025
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Ohio House Motel
600 N La Salle Drive Chicago IL
$85 nightly
The price is $100 total per night from Nov 24 to Nov 25
$100 total
Nov 24 - Nov 25
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 ...
8.8/10 Excellent! (1,021 reviews)
Clean and great location
Reviewed on Nov 15, 2025
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
$68 nightly
The price is $77 total per night from Nov 23 to Nov 24
$77 total
Nov 23 - Nov 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 ...
7.6/10 Good! (1,512 reviews)
Its was good..other thank not abkexto get linens for shower each day.
Reviewed on Nov 15, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$71 nightly
The price is $79 total per night from Nov 24 to Nov 25
$79 total
Nov 24 - Nov 25
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 ...
7.2/10 Good! (1,171 reviews)
Clean room
Reviewed on Nov 16, 2025
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$104 nightly
The price is $119 total per night from Nov 30 to Dec 1
$119 total
Nov 30 - Dec 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! (2,103 reviews)
Comfortable bed. Kind and helpful staff.
Reviewed on Nov 20, 2025
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$75 nightly
The price is $88 total per night from Nov 30 to Dec 1
$88 total
Nov 30 - Dec 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 ...
7.8/10 Good! (1,007 reviews)
The airport shuttle service was well organized and convenient.
Reviewed on Nov 18, 2025
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
The price is $462 total per night from Dec 7 to Dec 8
$462 total
per night
Dec 7 - Dec 8
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 ...
9.4/10 Exceptional! (1,772 reviews)
It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively ...
Reviewed on Nov 14, 2025
The Langham, Chicago
330 North Wabash Avenue Chicago IL
The price is $536 total per night from Dec 21 to Dec 22
$536 total
per night
Dec 21 - Dec 22
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 ...
9.6/10 Exceptional! (1,003 reviews)
Spa ,pool are awesome
Reviewed on Nov 16, 2025
The Peninsula Chicago
108 East Superior Street Chicago IL
The price is $571 total per night from Dec 9 to Dec 10
$571 total
per night
Dec 9 - Dec 10
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 ...
9.6/10 Exceptional! (1,006 reviews)
We love staying at the Peninsula in Chicago. The hotel is clean, the staff is exceptional and the food is delicious. They pay attention to every detail and ensure that you are enjoying your stay. We will definitely keep returning to this hotel when we’re in Chicago!
Reviewed on Nov 19, 2025
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
The price is $278 total per night from Dec 21 to Dec 22
$278 total
per night
Dec 21 - Dec 22
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. ...
9.4/10 Exceptional! (1,000 reviews)
Perfect stay. Highly recommend
Reviewed on Oct 4, 2025
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
$111 nightly
The price is $130 total per night from Dec 9 to Dec 10
$130 total
Dec 9 - Dec 10
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! (2,744 reviews)
Good visit. Good Breakfast. Enjoyed having the $25/Day credit and 2 free drinks every evening. Will make better use of both next visit.
Reviewed on Nov 17, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$128 nightly
The price is $145 total per night from Dec 21 to Dec 22
$145 total
Dec 21 - Dec 22
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 ...
8.4/10 Very Good! (2,071 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!
Reviewed on Nov 18, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$87 nightly
The price is $102 total per night from Dec 8 to Dec 9
$102 total
Dec 8 - Dec 9
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 ...
8.4/10 Very Good! (5,259 reviews)
Loved them
Reviewed on Nov 16, 2025
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$161 nightly
The price is $189 total per night from Dec 22 to Dec 23
$189 total
Dec 22 - Dec 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 ...
9.2/10 Wonderful! (3,389 reviews)
Room Spotless, Amenities Above Standards, Location Was EVERYTHING! Highly Recommend!
Reviewed on Nov 16, 2025
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.
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?
Economy
Schiller Park, Illinois, USA
$17
$74 total
found 1 day ago
Compact
Schiller Park, Illinois, USA
$18
$75 total
found 1 day ago
Midsize
Schiller Park, Illinois, USA
$18
$77 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$27
$97 total
found 1 day ago
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.
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