Cheap Flights to Chicago from $29
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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 $57 and $29 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.
MDW
Midway Intl.
$57 Roundtrip, found 10 hours ago
$57
Roundtrip
found 10 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | April 14 to April 21 | $63 |
| ATL | Chicago | April 18 to April 21 | $72 |
| ATL | Chicago | April 22 to April 22 | $77 |
| EWR | Chicago | April 7 to April 8 | $104 |
| LAX | Chicago | April 22 to April 28 | $116 |
| LAX | Chicago | May 5 to May 6 | $166 |
| EWR | Rockford | May 25 to May 27 | $196 |
| ATL | Rockford | April 30 to May 5 | $225 |
| LAX | Rockford | May 5 to May 6 | $268 |
| PEK | Chicago | May 11 to September 30 | $1,075 |
| PVG | Chicago | May 16 to July 28 | $1,165 |
| XIY | Chicago | April 5 to April 10 | $1,324 |
| CTU | Chicago | June 25 to August 28 | $1,784 |
| PVG | Chicago | April 23 to April 24 | $2,003 |
| PEK | Chicago | April 23 to April 27 | $2,916 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | March 28 to March 31 | $162 |
| DFW | Chicago | March 27 to May 16 | $185 |
| EWR | Chicago | March 29 to March 31 | $214 |
| DFW | Chicago | March 29 to March 31 | $224 |
| ATL | Chicago | March 28 to March 30 | $231 |
| ATL | Chicago | March 28 to March 30 | $245 |
| LAX | Chicago | March 27 to March 30 | $323 |
| DFW | Rockford | March 27 to March 29 | $363 |
| LGA | Rockford | March 27 to March 28 | $367 |
| LAX | Chicago | March 27 to March 30 | $374 |
| ATL | Rockford | March 28 to April 3 | $405 |
| HKG | Chicago | March 29 to April 2 | $1,450 |
| CAN | Chicago | March 27 to April 1 | $1,695 |
| PEK | Chicago | March 28 to June 13 | $2,444 |
| PVG | Chicago | March 27 to April 10 | $6,824 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $57 |
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
$86 nightly
The price is $102 total per night from Mar 30 to Mar 31
$102 total
Mar 30 - Mar 31
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! (2,817 reviews)
Clean room (small space tho), overall clean bathroom (some hair in drain) and water pressure wasn’t great. In an amazing location. Would recommend for a quick city stay.
Reviewed on Mar 23, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$103 nightly
The price is $121 total per night from Mar 29 to Mar 30
$121 total
Mar 29 - Mar 30
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 ...
7.4/10 Good! (2,533 reviews)
Room had no fridge but didn't mention that anywhere and all the ice machines were out of order during my stay. Very frustrating. Bathroom was a little dated and there was a covering over the bathtub that would bend in and make a popping sound when stepped on in certain areas. Otherwise the room was ...
Reviewed on Mar 23, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$55 nightly
The price is $62 total per night from Mar 29 to Mar 30
$62 total
Mar 29 - Mar 30
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! (1,882 reviews)
Cuarto limpio , todo estuvo muy bien.
Reviewed on Mar 24, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
$102 nightly
The price is $120 total per night from Mar 25 to Mar 26
$120 total
Mar 25 - Mar 26
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! (1,083 reviews)
The staff was very pleasant and the place was clean. Central location. The temperature was the only issue. It was near single digit weather outside and the room stayed cold. The staff was nice about addressing the issue but to no avail. We had to turn on the hot water in the shower for heat.
Reviewed on Mar 22, 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
$86 nightly
The price is $97 total per night from Mar 30 to Mar 31
$97 total
Mar 30 - Mar 31
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! (1,630 reviews)
Very dirty carpet and bench… mold on the ceiling in the bathroom. Looks like remodeling was in progress but not finished. Overall, it was DIRTY!!
Reviewed on Mar 23, 2026
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 Apr 23 to Apr 24
$106 total
Apr 23 - Apr 24
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 ...
7.4/10 Good! (1,315 reviews)
Great! Friendly welcoming and helpful staff.
Reviewed on Mar 23, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$100 nightly
The price is $115 total per night from Apr 5 to Apr 6
$115 total
Apr 5 - Apr 6
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! (2,250 reviews)
Friendly staff, excellent breakfast
Reviewed on Mar 23, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$98 nightly
The price is $115 total per night from Mar 29 to Mar 30
$115 total
Mar 29 - Mar 30
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)
Hotel was well taken care of and the staff was great!
Reviewed on Mar 22, 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
$371 nightly
The price is $436 total per night from Mar 30 to Mar 31
$436 total
Mar 30 - Mar 31
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! (1,853 reviews)
Could not have asked for a better experience at this property.. My girlfriends and I had a mom’s day/night out and we were treated like royalty as soon as we stepped out of the car. From valet service, room service and the check in/out process. Two specific staff members, Emmanuel and Carlos were ...
Reviewed on Mar 22, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$450 nightly
The price is $528 total per night from Apr 12 to Apr 13
$528 total
Apr 12 - Apr 13
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! (1,002 reviews)
We loved it!
Reviewed on Mar 23, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$525 nightly
The price is $616 total per night from Mar 25 to Mar 26
$616 total
Mar 25 - Mar 26
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)
Excellent in every way!
Reviewed on Mar 17, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$224 nightly
The price is $263 total per night from Apr 2 to Apr 3
$263 total
Apr 2 - Apr 3
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. ...
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
$144 nightly
The price is $169 total per night from Apr 6 to Apr 7
$169 total
Apr 6 - Apr 7
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! (2,814 reviews)
Great Location… Friendly servicemen
Reviewed on Mar 23, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$159 nightly
The price is $183 total per night from Apr 5 to Apr 6
$183 total
Apr 5 - Apr 6
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! (2,335 reviews)
Outstanding hotel
Reviewed on Mar 23, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$130 nightly
The price is $153 total per night from Apr 5 to Apr 6
$153 total
Apr 5 - Apr 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! (5,784 reviews)
I liked this hotel
Reviewed on Mar 24, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$198 nightly
The price is $233 total per night from Mar 30 to Mar 31
$233 total
Mar 30 - Mar 31
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! (3,464 reviews)
So so
Reviewed on Mar 23, 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?
Special
Schiller Park, Illinois, USA
$18
$72 total
found 11 hours ago
Midsize
Schiller Park, Illinois, USA
$18
$72 total
found 11 hours ago
Standard
Schiller Park, Illinois, USA
$20
$76 total
found 11 hours ago
Compact SUV
Schiller Park, Illinois, USA
$24
$88 total
found 11 hours ago
Lowest prices found within the past 11 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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