Cheap Flights to Chicago from $48
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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 $90 and $48 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$90 Roundtrip, found 23 hours ago
$90
Roundtrip
found 23 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | January 13 to January 20 | $108 |
| ATL | Chicago | January 6 to January 9 | $113 |
| DFW | Chicago | December 15 to December 22 | $175 |
| LAX | Chicago | February 16 to February 24 | $178 |
| LGA | Chicago | January 20 to January 27 | $210 |
| EWR | Chicago | December 5 to December 12 | $210 |
| LAX | Chicago | January 9 to January 13 | $267 |
| HKG | Chicago | November 23 to November 24 | $905 |
| CAN | Chicago | February 11 to February 17 | $969 |
| PVG | Chicago | February 18 to February 24 | $983 |
| PEK | Chicago | January 29 to February 19 | $1,060 |
| CTU | Chicago | February 18 to February 25 | $1,146 |
| XIY | Chicago | November 23 to November 27 | $1,214 |
| HKG | Chicago | January 5 to January 11 | $2,060 |
| PVG | Chicago | November 23 to February 3 | $7,347 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | November 22 to December 8 | $225 |
| ATL | Chicago | November 21 to November 23 | $268 |
| EWR | Chicago | November 21 to November 24 | $290 |
| DFW | Chicago | November 22 to November 24 | $295 |
| DFW | Chicago | November 21 to November 22 | $305 |
| EWR | Chicago | November 22 to November 25 | $333 |
| LAX | Chicago | November 20 to November 23 | $367 |
| LAX | Chicago | November 21 to November 24 | $380 |
| PEK | Chicago | November 21 to November 25 | $1,042 |
| CAN | Chicago | November 22 to November 26 | $1,178 |
| PVG | Chicago | November 22 to May 11 | $1,313 |
| HKG | Chicago | November 20 to November 21 | $1,364 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $90 |
Number of Airlines Serving | |
Airlines Serving | Allegiant Air, 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
$137 nightly
The price is $163 total per night from Dec 3 to Dec 4
$163 total
Dec 3 - Dec 4
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
$109 nightly
The price is $130 total per night from Dec 7 to Dec 8
$130 total
Dec 7 - Dec 8
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 23 to Nov 24
$70 total
Nov 23 - Nov 24
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 ...
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Ohio House Motel
600 N La Salle Drive Chicago IL
$86 nightly
The price is $101 total per night from Dec 13 to Dec 14
$101 total
Dec 13 - Dec 14
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! (1,224 reviews)
"Just needed a place to crash for one night and this was great! Walking distance from so many restaurants, parking was easy (though at an additional fee), and rooms smelled and looked clean upon arrival."
Reviewed on Nov 15, 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
$90 nightly
The price is $102 total per night from Nov 22 to Nov 23
$102 total
Nov 22 - Nov 23
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! (2,072 reviews)
"The indoor pool was drained. No prior notice of this was made in their advertisement of amenities. Additionally, their vending machines were poorly stocked and the cash input kept rejecting dollar bills. The hallway carpet and room carpet is heavily worn and stained. The bathroom door closes but ..."
Reviewed on Nov 15, 2026
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 Dec 7 to Dec 8
$110 total
Dec 7 - Dec 8
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 ...
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$104 nightly
The price is $120 total per night from Nov 29 to Nov 30
$120 total
Nov 29 - Nov 30
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! (2,415 reviews)
"Staff was extremely helpful and always had a pleasant disposition"
Reviewed on Nov 15, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$105 nightly
The price is $123 total per night from Nov 23 to Nov 24
$123 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
$394 nightly
The price is $468 total per night from Dec 13 to Dec 14
$468 total
Dec 13 - Dec 14
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
$435 nightly
The price is $517 total per night from Dec 13 to Dec 14
$517 total
Dec 13 - Dec 14
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)
"First time at a Langham hotel and I was pleasantly surprised! From the doormen"
Reviewed on Nov 10, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$525 nightly
The price is $624 total per night from Dec 13 to Dec 14
$624 total
Dec 13 - Dec 14
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
$330 nightly
The price is $393 total per night from Dec 13 to Dec 14
$393 total
Dec 13 - Dec 14
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
$147 nightly
The price is $175 total per night from Dec 14 to Dec 15
$175 total
Dec 14 - Dec 15
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 ...
8.4/10 Very Good! (3,025 reviews)
"rooms spacious and clean"
Reviewed on Nov 15, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$156 nightly
The price is $185 total per night from Nov 24 to Nov 25
$185 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 ...
8.6/10 Excellent! (2,729 reviews)
"The stiff was rude"
Reviewed on Nov 15, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$118 nightly
The price is $140 total per night from Nov 23 to Nov 24
$140 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! (5,982 reviews)
"Great hotel, pool was what we expected"
Reviewed on Nov 15, 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
$52 total
found 1 day ago
Economy
Schiller Park, Illinois, USA
$11
$60 total
found 5 days ago
Compact
Schiller Park, Illinois, USA
$12
$62 total
found 5 days ago
Midsize
Schiller Park, Illinois, USA
$12
$62 total
found 5 days 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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