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
LGA
LaGuardia
ORD
O'Hare Intl.
$49 Roundtrip, just found
$49
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Chicago | November 12 to November 15 | $49 |
| ATL | Chicago | November 11 to November 11 | $62 |
| DFW | Chicago | December 31 to December 31 | $63 |
| ATL | Chicago | November 6 to November 6 | $64 |
| EWR | Chicago | January 8 to January 15 | $64 |
| LAX | Chicago | November 14 to November 17 | $70 |
| DFW | Rockford | January 22 to January 25 | $139 |
| ATL | Rockford | December 13 to December 16 | $141 |
| LAX | Chicago | November 14 to November 16 | $159 |
| LAX | Rockford | November 15 to November 19 | $162 |
| CAN | Chicago | November 2 to November 6 | $713 |
| HKG | Chicago | January 20 to February 4 | $752 |
| CTU | Chicago | January 14 to April 16 | $949 |
| PVG | Chicago | November 6 to January 8 | $997 |
| PEK | Chicago | December 20 to January 3 | $1,564 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Chicago | October 25 to October 29 | $75 |
| DFW | Chicago | October 25 to October 30 | $76 |
| ATL | Chicago | October 25 to November 1 | $77 |
| EWR | Chicago | October 26 to October 28 | $82 |
| ATL | Chicago | October 25 to October 27 | $113 |
| EWR | Rockford | October 25 to October 29 | $140 |
| LAX | Chicago | October 25 to November 2 | $165 |
| DFW | Rockford | October 25 to October 27 | $256 |
| ATL | Rockford | October 24 to October 27 | $319 |
| LAX | Chicago | October 24 to November 5 | $343 |
| LAX | Rockford | October 24 to November 5 | $347 |
| CAN | Chicago | October 26 to November 29 | $713 |
| HKG | Chicago | October 25 to November 28 | $865 |
| PVG | Chicago | October 24 to November 9 | $1,089 |
| PEK | Chicago | October 26 to October 30 | $1,188 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $49 |
Number of Airlines Serving | |
Airlines Serving | Spirit 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
$77 nightly
The price is $109 total per night from Nov 10 to Nov 11
$109 total
Nov 10 - Nov 11
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,475 reviews)
"Room needs to be cleaned a little thoroughly and then repainted but generally, I like the place"
Reviewed on Oct 15, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
$90 nightly
The price is $106 total per night from Nov 16 to Nov 17
$106 total
Nov 16 - Nov 17
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! (2,405 reviews)
"Super centric to all city amenities and near train station."
Reviewed on Oct 13, 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 Nov 3 to Nov 4
$59 total
Nov 3 - Nov 4
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! (1,658 reviews)
"All goof"
Reviewed on Oct 7, 2025
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Ohio House Motel
600 N La Salle Drive, Chicago, IL
$97 nightly
The price is $114 total per night from Nov 11 to Nov 12
$114 total
Nov 11 - Nov 12
Total with taxes and fees
Stay at this 3-star motel in Chicago. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient ...
8.8/10 Excellent! (1,021 reviews)
"There is nothing bad to write about this property. The only thing I would advise the next person of is the $50 parking fee and the $125 incidental charge that will be needed before you can get a key to the to the living room."
Reviewed on Oct 14, 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
$77 nightly
The price is $86 total per night from Oct 19 to Oct 20
$86 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this 3.5-star 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! (1,475 reviews)
"I like the area but the rooms are a little out dated from what I’m use to"
Reviewed on Oct 15, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
$88 nightly
The price is $101 total per night from Oct 20 to Oct 21
$101 total
Oct 20 - Oct 21
Total with taxes and fees
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
7.2/10 Good! (1,115 reviews)
"Yes the atay was perfect hot tub felt amazing . I did not use the shuttle the breakfast was also delightful"
Reviewed on Oct 11, 2025
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd, Schiller Park, IL
$118 nightly
The price is $134 total per night from Nov 2 to Nov 3
$134 total
Nov 2 - Nov 3
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 ...
9/10 Wonderful! (2,075 reviews)
"Easy, convenient pre or post flight. Short drive to/from O'Hare. Great breakfast and regular shuttle service."
Reviewed on Oct 14, 2025
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue, Chicago, IL
$97 nightly
The price is $114 total per night from Nov 2 to Nov 3
$114 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 3-star 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)
"A 2 night stay. Very satisfied"
Reviewed on Oct 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.
Luxury Hotels in Chicago
Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago, IL
$431 nightly
The price is $506 total per night from Nov 2 to Nov 3
$506 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 5-star 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! (1,759 reviews)
"Great staff. Easy check in, got room early as it was ready on check in day which was amazing to us as my husband was there to do the marathon was great having the extra downtime"
Reviewed on Oct 14, 2025
The Langham, Chicago
330 North Wabash Avenue, Chicago, IL
$500 nightly
The price is $587 total per night from Nov 16 to Nov 17
$587 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 5-star 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! (1,007 reviews)
"The staff is excellent. We always enjoy the club house and pool. Would recommend highly!"
Reviewed on Oct 10, 2025
The Peninsula Chicago
108 East Superior Street, Chicago, IL
$575 nightly
The price is $675 total per night from Nov 16 to Nov 17
$675 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 5-star 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! (1,012 reviews)
"Beautiful hotel, great decor, super gym and pool"
Reviewed on Oct 14, 2025
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street, Chicago, IL
$280 nightly
The price is $358 total per night from Nov 14 to Nov 15
$358 total
Nov 14 - Nov 15
Total with taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our ...
9.4/10 Exceptional! (1,002 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
$161 nightly
The price is $218 total per night from Nov 9 to Nov 10
$218 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4-star 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! (2,733 reviews)
"Very nice hotel but there are a LOT of people who stay here, elevators/ meals busy, but place is incredibly nice."
Reviewed on Oct 15, 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
$184 nightly
The price is $242 total per night from Nov 9 to Nov 10
$242 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this 4-star 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! (2,017 reviews)
"Nice and convenient place. Unique atmosphere"
Reviewed on Oct 15, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$144 nightly
The price is $169 total per night from Nov 16 to Nov 17
$169 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (5,100 reviews)
"Clean, spacious and comfortable rooms, friendly staff. Great location in the heart of River North, close to Magnificent Mile. Included breakfast is excellent."
Reviewed on Oct 16, 2025
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Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
$232 nightly
The price is $302 total per night from Oct 30 to Oct 31
$302 total
Oct 30 - Oct 31
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (3,372 reviews)
"The staff at the breakfast buffet were extremely courteous and warm."
Reviewed on Oct 12, 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
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Chicago flight + hotel packages - first class flights
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Need a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$4
$38 total
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$8
$47 total
found 1 day ago
Midsize
Schiller Park, Illinois, USA
$9
$49 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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