Cheap Flights to Chicago from $35
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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 $58 and $35 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.
$58 Roundtrip, found 6 days ago
$58
Roundtrip
found 6 days ago
DEN
Denver Intl.
ORD
O'Hare Intl.
$65 Roundtrip, found 9 hours ago
$65
Roundtrip
found 9 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | May 5 to May 6 | $70 |
| ATL | Chicago | May 19 to May 28 | $88 |
| LGA | Chicago | June 1 to June 10 | $116 |
| LGA | Chicago | May 20 to May 27 | $131 |
| LAX | Chicago | May 27 to May 30 | $144 |
| EWR | Rockford | May 28 to May 30 | $158 |
| ATL | Rockford | May 27 to June 9 | $207 |
| LAX | Chicago | May 11 to May 13 | $210 |
| LAX | Rockford | June 4 to June 9 | $326 |
| CAN | Chicago | May 18 to July 19 | $1,094 |
| PEK | Chicago | May 8 to May 21 | $1,186 |
| PVG | Chicago | May 20 to August 4 | $1,205 |
| PVG | Chicago | June 18 to August 7 | $1,252 |
| XIY | Chicago | May 21 to July 23 | $1,434 |
| PEK | Chicago | June 23 to June 28 | $1,951 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | May 3 to May 6 | $132 |
| DFW | Chicago | May 2 to May 10 | $171 |
| DFW | Chicago | May 1 to May 5 | $204 |
| LGA | Chicago | May 1 to October 24 | $235 |
| EWR | Chicago | May 2 to May 5 | $237 |
| ATL | Chicago | May 2 to May 14 | $240 |
| JFK | Rockford | May 2 to May 7 | $286 |
| LAX | Chicago | May 1 to June 30 | $309 |
| LAX | Chicago | May 2 to May 4 | $388 |
| ATL | Rockford | May 2 to May 6 | $394 |
| LAX | Rockford | May 1 to May 5 | $779 |
| HKG | Chicago | May 3 to June 3 | $1,297 |
| PVG | Chicago | May 3 to May 28 | $1,450 |
| CAN | Chicago | May 2 to August 27 | $1,764 |
| PEK | Chicago | May 3 to May 9 | $1,869 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $58 |
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
$91 nightly
The price is $108 total per night from May 25 to May 26
$108 total
May 25 - May 26
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! (2,921 reviews)
The property was located literally in the center of downtown. Everything was accessible and walkable. All the major attractions were within 2 to 5 km of what Chicago is really advertise to be. Staff was great open bar was amazing. Vibes were nice and other guests were on the same vibe levels.
Reviewed on Apr 28, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$93 nightly
The price is $109 total per night from Apr 29 to Apr 30
$109 total
Apr 29 - Apr 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! (2,579 reviews)
Location very nice, staff very nice, building and facilities and rooms. Absolutely disgusting. not historical, but flat out disgusting, dirty, rundown, and gross.
Reviewed on Apr 27, 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 Apr 30 to May 1
$73 total
Apr 30 - May 1
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! (1,931 reviews)
I like it here. The staff is awesome, fair, and reasonable to work with
Reviewed on Apr 27, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
$93 nightly
The price is $109 total per night from Apr 29 to Apr 30
$109 total
Apr 29 - Apr 30
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! (1,116 reviews)
Room nice and clean breakaways amazing nice fresh and hot food
Reviewed on Apr 26, 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 May 4 to May 5
$97 total
May 4 - May 5
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! (1,655 reviews)
La señora que arregla las habitaciones es lo único rescatable, los del front desk tratan mal.
Reviewed on Apr 26, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$96 nightly
The price is $106 total per night from May 27 to May 28
$106 total
May 27 - May 28
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! (1,378 reviews)
Breakfast was good, pool area was dirty
Reviewed on Apr 27, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$99 nightly
The price is $114 total per night from May 10 to May 11
$114 total
May 10 - May 11
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! (2,267 reviews)
All was good, nice touch the name of the guest in the TV Watch out for the oatmeal I heard a customer complain about because it was completely a messy and the lady said to the guest that he can take hot water and add it to it to fix it.
Reviewed on Apr 28, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$104 nightly
The price is $122 total per night from May 25 to May 26
$122 total
May 25 - May 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 ...
8.2/10 Very Good! (1,002 reviews)
Cheerful and accommodating staff.
Reviewed on Apr 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
$446 nightly
The price is $531 total per night from May 25 to May 26
$531 total
May 25 - May 26
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! (1,855 reviews)
Absolutely fantastic will be back
Reviewed on Apr 27, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$522 nightly
The price is $621 total per night from May 24 to May 25
$621 total
May 24 - May 25
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! (1,004 reviews)
Such a gorgeous and relaxing stay! Everyone we encountered was accommodating and helpful. Our visit to the spa was nothing short of delightful. It was one of the best massages I've had in a long time and we enjoyed the use of the facilities.
Reviewed on Apr 27, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$625 nightly
The price is $743 total per night from May 25 to May 26
$743 total
May 25 - May 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! (1,001 reviews)
Best Hotel in Chicago
Reviewed on Apr 27, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$304 nightly
The price is $361 total per night from May 8 to May 9
$361 total
May 8 - May 9
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! (1,003 reviews)
Amazing property and staff!
Reviewed on Apr 26, 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
$167 nightly
The price is $198 total per night from May 10 to May 11
$198 total
May 10 - May 11
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! (2,832 reviews)
The hotel is well located, noce views of the city.
Reviewed on Apr 27, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$168 nightly
The price is $195 total per night from May 25 to May 26
$195 total
May 25 - May 26
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! (2,416 reviews)
Fabulous!
Reviewed on Apr 27, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$135 nightly
The price is $161 total per night from May 10 to May 11
$161 total
May 10 - May 11
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! (5,913 reviews)
Good breakfast
Reviewed on Apr 28, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$241 nightly
The price is $287 total per night from May 25 to May 26
$287 total
May 25 - May 26
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! (3,497 reviews)
great property
Reviewed on Apr 28, 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
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Need a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$12
$58 total
found 1 day ago
Midsize
Schiller Park, Illinois, USA
$13
$60 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$14
$62 total
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$17
$68 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.
More Ways To Wander
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