Cheap Flights to Chicago from $28
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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 $53 and $28 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | February 4 to February 4 | $53 |
| ATL | Chicago | February 7 to February 11 | $58 |
| EWR | Chicago | January 13 to January 15 | $66 |
| JFK | Chicago | February 19 to February 23 | $68 |
| ATL | Rockford | January 26 to January 31 | $140 |
| LGA | Rockford | January 15 to January 18 | $140 |
| LAX | Rockford | January 10 to January 13 | $142 |
| LAX | Chicago | February 19 to February 22 | $158 |
| LAX | Chicago | February 21 to February 23 | $158 |
| PEK | Chicago | December 23 to January 10 | $987 |
| HKG | Chicago | March 5 to March 19 | $1,018 |
| PVG | Chicago | February 11 to February 19 | $1,029 |
| PVG | Rockford | December 21 to December 31 | $1,073 |
| PVG | Chicago | January 15 to March 16 | $1,212 |
| XIY | Chicago | February 25 to April 29 | $1,341 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | December 13 to December 18 | $86 |
| JFK | Chicago | December 12 to December 15 | $91 |
| ATL | Chicago | December 13 to December 15 | $92 |
| EWR | Chicago | December 14 to December 18 | $136 |
| LGA | Rockford | December 12 to December 16 | $152 |
| DFW | Chicago | December 12 to December 17 | $176 |
| DFW | Chicago | December 12 to December 15 | $190 |
| LAX | Chicago | December 13 to December 15 | $264 |
| LAX | Chicago | December 14 to December 21 | $279 |
| ATL | Rockford | December 12 to January 10 | $288 |
| LAX | Rockford | December 13 to December 15 | $439 |
| PEK | Chicago | December 14 to December 30 | $1,176 |
| PVG | Chicago | December 13 to January 2 | $1,230 |
| HKG | Chicago | December 13 to December 31 | $1,290 |
| CAN | Chicago | December 13 to December 26 | $1,642 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $53 |
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
$74 nightly
The price is $87 total per night from Jan 4 to Jan 5
$87 total
Jan 4 - Jan 5, 2026
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! (2,624 reviews)
Accommodation and great customer serbice!
Reviewed on Dec 3, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$79 nightly
The price is $93 total per night from Jan 5 to Jan 6
$93 total
Jan 5 - Jan 6, 2026
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! (2,483 reviews)
quiet, good location. rooms are outdated but well cared for
Reviewed on Dec 3, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$52 nightly
The price is $59 total per night from Dec 21 to Dec 22
$59 total
Dec 21 - Dec 22
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! (1,713 reviews)
I love this Motel 6, everyone is amazing here!
Reviewed on Dec 5, 2025
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Ohio House Motel
600 N La Salle Drive Chicago IL
$86 nightly
The price is $100 total per night from Dec 9 to Dec 10
$100 total
Dec 9 - Dec 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 ...
8.8/10 Excellent! (1,037 reviews)
Great
Reviewed on Dec 2, 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
$67 nightly
The price is $76 total per night from Jan 4 to Jan 5
$76 total
Jan 4 - Jan 5, 2026
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! (1,528 reviews)
Yes
Reviewed on Dec 4, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$95 nightly
The price is $106 total per night from Jan 1 to Jan 2
$106 total
Jan 1 - Jan 2, 2026
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! (1,203 reviews)
The staff was very helpful and professional.
Reviewed on Nov 30, 2025
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$94 nightly
The price is $107 total per night from Dec 21 to Dec 22
$107 total
Dec 21 - Dec 22
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! (2,119 reviews)
Great little adorable property near ORD. Had a 6A flight out and wanted something close. Airport shuttle every 15 min 24 hours. Easy, clean, convenient.
Reviewed on Dec 2, 2025
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$95 nightly
The price is $112 total per night from Dec 25 to Dec 26
$112 total
Dec 25 - Dec 26
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! (1,012 reviews)
Clean and friendly
Reviewed on Nov 30, 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
$296 nightly
The price is $348 total per night from Jan 4 to Jan 5
$348 total
Jan 4 - Jan 5, 2026
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 ...
9.4/10 Exceptional! (1,782 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on Dec 2, 2025
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$413 nightly
The price is $485 total per night from Jan 4 to Jan 5
$485 total
Jan 4 - Jan 5, 2026
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 ...
9.6/10 Exceptional! (1,000 reviews)
Great service
Reviewed on Dec 1, 2025
The Peninsula Chicago
108 East Superior Street Chicago IL
$475 nightly
The price is $558 total per night from Jan 4 to Jan 5
$558 total
Jan 4 - Jan 5, 2026
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 ...
9.6/10 Exceptional! (1,022 reviews)
Excellent service throughout the hotel
Reviewed on Nov 29, 2025
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$220 nightly
The price is $258 total per night from Dec 25 to Dec 26
$258 total
Dec 25 - Dec 26
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. ...
9.4/10 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
$110 nightly
The price is $129 total per night from Jan 6 to Jan 7
$129 total
Jan 6 - Jan 7, 2026
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! (2,762 reviews)
Rooms are great!
Reviewed on Nov 30, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$128 nightly
The price is $145 total per night from Dec 28 to Dec 29
$145 total
Dec 28 - Dec 29
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! (2,114 reviews)
great stay
Reviewed on Dec 5, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$94 nightly
The price is $111 total per night from Dec 18 to Dec 19
$111 total
Dec 18 - Dec 19
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! (5,347 reviews)
Great location, beautiful property, excellent breakfast, spacious rooms.
Reviewed on Dec 3, 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! (3,414 reviews)
I had a first time to visit Chicago with my family. We walked around the city, good experiences😊
Reviewed on Nov 29, 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.
Need a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$4
$38 total
found 1 day ago
Midsize SUV
Schiller Park, Illinois, USA
$7
$44 total
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$8
$46 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$9
$49 total
found 1 day ago
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.
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