Cheap Flights to Chicago from $49
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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 $98 and $49 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | September 14 to September 15 | $108 |
| ATL | Chicago | September 22 to September 22 | $113 |
| JFK | Chicago | August 12 to August 12 | $186 |
| ATL | Rockford | September 15 to September 16 | $196 |
| LAX | Chicago | September 1 to September 6 | $216 |
| LAX | Chicago | September 12 to September 16 | $240 |
| DFW | Rockford | August 19 to August 22 | $276 |
| LAX | Rockford | July 21 to July 28 | $301 |
| CAN | Chicago | September 10 to September 16 | $1,047 |
| PEK | Chicago | July 1 to September 26 | $1,212 |
| PVG | Chicago | September 24 to October 10 | $1,245 |
| XIY | Chicago | September 21 to October 18 | $1,402 |
| CTU | Chicago | September 17 to November 8 | $1,629 |
| PVG | Chicago | July 9 to December 24 | $2,296 |
| HKG | Chicago | July 6 to December 26 | $4,216 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | June 27 to July 1 | $170 |
| ATL | Chicago | June 26 to June 30 | $205 |
| DFW | Chicago | June 27 to July 8 | $254 |
| EWR | Chicago | June 27 to June 29 | $265 |
| DFW | Chicago | June 28 to July 14 | $287 |
| LGA | Chicago | June 27 to June 30 | $338 |
| LGA | Rockford | June 27 to June 30 | $342 |
| LAX | Chicago | June 27 to July 4 | $361 |
| DFW | Rockford | June 27 to June 30 | $382 |
| LAX | Chicago | June 27 to July 3 | $398 |
| LAX | Rockford | June 26 to July 3 | $548 |
| ATL | Rockford | June 28 to June 30 | $720 |
| HKG | Chicago | June 26 to July 27 | $895 |
| PVG | Chicago | June 27 to October 28 | $1,299 |
| PEK | Chicago | June 26 to July 13 | $1,510 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $98 |
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
$145 nightly
The price is $172 total per night from Jul 5 to Jul 6
$172 total
Jul 5 - Jul 6
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. ...
8/10 Very Good! (3,111 reviews)
"This is the dirtiest hotel room I have ever stayed. It was filthy. The curtains have dirty marks as large as my hand and the tissue box had something dripping and solidified on it. Everything that wasn't used was covered with dust. Hopefully I will be attaching pictures. The staff is brusque and ..."
Reviewed on Jun 21, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$122 nightly
The price is $146 total per night from Jul 5 to Jul 6
$146 total
Jul 5 - Jul 6
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 ...
7.6/10 Good! (2,629 reviews)
"Very old. Not many outlets in room. Window a/c. Hotel does not have own parking. Location was nice otherwise not worth value. Beds were not comfortable at all"
Reviewed on Jun 21, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from Jul 7 to Jul 8
$73 total
Jul 7 - Jul 8
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! (1,961 reviews)
"Nice spot ! Bonne accessibilité"
Reviewed on Jun 21, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
$137 nightly
The price is $161 total per night from Jul 1 to Jul 2
$161 total
Jul 1 - Jul 2
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! (1,114 reviews)
"Perfect location. Hotel staff was great. Room was a little hot but we never called the front desk to inquire about it. Everything was clean and beds were comfy. Especially loved that it is only 2 levels. Someone in my group cannot ride elevators so this place was perfect for us! Especially loved ..."
Reviewed on Jun 21, 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
$107 nightly
The price is $121 total per night from Jul 12 to Jul 13
$121 total
Jul 12 - Jul 13
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! (1,722 reviews)
"This might not be the classiest hotel.But it served it's purpose. It was quiet, comfortable, and perfect for the price."
Reviewed on Jun 21, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$115 nightly
The price is $127 total per night from Jun 29 to Jun 30
$127 total
Jun 29 - Jun 30
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! (1,513 reviews)
"The staff was very kind and helpful. Very close to O’Hare, easy to get to."
Reviewed on Jun 21, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$119 nightly
The price is $137 total per night from Jun 30 to Jul 1
$137 total
Jun 30 - Jul 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! (2,346 reviews)
"Nice clean hotel near the airport. Not a lot of food options nearby, but there is a bar & grill at the hotel next door. Pool was nice."
Reviewed on Jun 20, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$121 nightly
The price is $142 total per night from Jul 7 to Jul 8
$142 total
Jul 7 - Jul 8
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 ...
8.2/10 Very Good! (1,005 reviews)
"Everything was excellent, starting with the front desk, thank you"
Reviewed on Jun 18, 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 Jun 28 to Jun 29
$557 total
Jun 28 - Jun 29
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! (1,903 reviews)
"The hotel is fabulous! Highly recommend grabbing breakfast on the 16th floor restaurant"
Reviewed on Jun 21, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$563 nightly
The price is $669 total per night from Jul 5 to Jul 6
$669 total
Jul 5 - Jul 6
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! (1,005 reviews)
"We recently stayed at the Langham during our first visit to Chicago. If I could rate them 10 stars, I absolutely would. The hotel is impeccably clean, very comfortable, and ideally situated. The rooms are spacious and well-kept. The staff, especially Marcus at the front desk, was incredible! He went ..."
Reviewed on Jun 20, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$600 nightly
The price is $713 total per night from Jun 28 to Jun 29
$713 total
Jun 28 - Jun 29
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 ...
9.8/10 Exceptional! (1,002 reviews)
"We love the Peninsula! The staff, location, room, and the Shanghai restaurant top tier."
Reviewed on Jun 21, 2026
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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 Jun 28 to Jun 29
$393 total
Jun 28 - Jun 29
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! (1,001 reviews)
"Great place and we will book again"
Reviewed on Jun 20, 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
$226 nightly
The price is $269 total per night from Jun 30 to Jul 1
$269 total
Jun 30 - Jul 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! (2,876 reviews)
"It was a nice place if you want to be closer to downtown, otherwise I would suggest staying closer to the place where you’re going to be, because transportation is a bit complicated and expensive"
Reviewed on Jun 20, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$209 nightly
The price is $248 total per night from Jun 30 to Jul 1
$248 total
Jun 30 - Jul 1
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! (2,493 reviews)
"The property was great and the staff was extremely helpful. Only downside was the additional taxes charged and check in."
Reviewed on Jun 19, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$147 nightly
The price is $175 total per night from Jul 5 to Jul 6
$175 total
Jul 5 - Jul 6
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! (5,988 reviews)
"Breakfast was really nice and our room was clean and nice! It was a great little vacation for us. Do not rely on their elevators if you need to leave quickly though! Even though there are 4 or 5 elevators, we still found ourselves waiting 15-20 minutes for one during busy times such as ..."
Reviewed on Jun 20, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$224 nightly
The price is $266 total per night from Jul 1 to Jul 2
$266 total
Jul 1 - Jul 2
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 ...
9.4/10 Exceptional! (3,445 reviews)
"It was very expensive. And when we checked in early there was a room available but we still had to pay an “early check in fee”. Then there is a $70+ “resort fee”, which you can use toward dinner only. But we didn’t want to eat at the restaurant in the hotel when we had great restaurants at our disposal ..."
Reviewed on Jun 21, 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.
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?
Compact
Schiller Park, Illinois, USA
$47
$150 total
found 15 hours ago
Standard
Schiller Park, Illinois, USA
$47
$150 total
found 15 hours ago
Midsize
Schiller Park, Illinois, USA
$47
$150 total
found 15 hours ago
Special
Schiller Park, Illinois, USA
$47
$150 total
found 15 hours ago
Lowest prices found within the past 15 hours. 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.
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