Cheap Flights to Chicago from $30
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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 $30 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$59 Roundtrip, found 20 hours ago
$59
Roundtrip
found 20 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Chicago | January 14 to January 22 | $58 |
| EWR | Chicago | January 13 to January 18 | $59 |
| ATL | Chicago | January 14 to January 20 | $93 |
| ATL | Chicago | January 13 to January 21 | $98 |
| LAX | Chicago | March 10 to March 17 | $130 |
| LGA | Rockford | January 28 to January 31 | $139 |
| ATL | Rockford | February 11 to February 14 | $140 |
| LAX | Chicago | January 12 to January 26 | $182 |
| LAX | Rockford | March 31 to April 7 | $239 |
| HKG | Chicago | January 21 to March 4 | $947 |
| CAN | Chicago | February 26 to March 16 | $951 |
| PVG | Chicago | February 10 to February 24 | $1,021 |
| PEK | Chicago | March 9 to March 17 | $1,104 |
| PVG | Chicago | March 22 to March 28 | $1,255 |
| XIY | Chicago | January 15 to January 19 | $1,427 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Chicago | January 3 to January 7 | $210 |
| EWR | Chicago | January 4 to January 13 | $213 |
| ATL | Chicago | January 2 to January 14 | $224 |
| ATL | Chicago | January 2 to January 14 | $224 |
| DFW | Chicago | January 4 to January 15 | $279 |
| LGA | Rockford | January 3 to January 10 | $283 |
| DFW | Chicago | January 4 to January 14 | $290 |
| LAX | Chicago | January 3 to January 10 | $423 |
| ATL | Rockford | January 3 to January 10 | $449 |
| DFW | Rockford | January 4 to January 6 | $500 |
| LAX | Rockford | January 3 to January 5 | $666 |
| LAX | Chicago | January 3 to January 5 | $780 |
| HKG | Chicago | January 3 to January 21 | $2,174 |
| PEK | Chicago | January 4 to January 25 | $2,555 |
| PVG | Chicago | January 4 to January 8 | $2,660 |
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
$64 nightly
The price is $76 total per night from Jan 11 to Jan 12
$76 total
Jan 11 - Jan 12, 2026
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. ...
7.8/10 Good! (2,661 reviews)
Everything was good, except that there are no ice machines on the floors, the beds sit too low, and we could not adjust the ac/ heater.
Reviewed on Dec 23, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$75 nightly
The price is $88 total per night from Jan 11 to Jan 12
$88 total
Jan 11 - Jan 12, 2026
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! (2,498 reviews)
Good service Kind employees Good location
Reviewed on Dec 26, 2025
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 Jan 1 to Jan 2
$62 total
Jan 1 - Jan 2, 2026
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! (1,748 reviews)
Parking was easy.
Reviewed on Dec 29, 2025
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Ohio House Motel
600 N La Salle Drive Chicago IL
$62 nightly
The price is $72 total per night from Jan 14 to Jan 15
$72 total
Jan 14 - Jan 15, 2026
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! (1,024 reviews)
The rooms were clean and the service was good. It's in a really good location, right in the center of the city. However, it's a bit ridiculous that the motel, which we already paid a high price for, sent an email informing us that parking was paid, I paid a lot for parking lot. Must be free for ...
Reviewed on Dec 27, 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
$67 nightly
The price is $75 total per night from Jan 5 to Jan 6
$75 total
Jan 5 - Jan 6, 2026
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! (1,565 reviews)
There was no trash in the lot or along the street. The lobby smelled so good. And people were sitting in the area where light breakfast is served. Very inviting. More importantly Chris was amazing familiar with my job as an aviation officer. Offer to let me sleep in extra hour before I did another ...
Reviewed on Dec 27, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$91 nightly
The price is $101 total per night from Jan 21 to Jan 22
$101 total
Jan 21 - Jan 22, 2026
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 ...
7.2/10 Good! (1,226 reviews)
Great place
Reviewed on Dec 25, 2025
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$94 nightly
The price is $107 total per night from Jan 1 to Jan 2
$107 total
Jan 1 - Jan 2, 2026
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! (2,143 reviews)
Clean and nice location
Reviewed on Dec 28, 2025
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$88 nightly
The price is $103 total per night from Jan 19 to Jan 20
$103 total
Jan 19 - Jan 20, 2026
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 ...
7.8/10 Good! (1,006 reviews)
Sparkling clean room and bathroom. Great window shades for privacy. The restaurant and bar are great extras onsite. Buffet breakfast too.
Reviewed on Dec 28, 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
$319 nightly
The price is $374 total per night from Jan 11 to Jan 12
$374 total
Jan 11 - Jan 12, 2026
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! (1,810 reviews)
Check in was smooth. Each Trump team member was welcoming, knowledgeable and efficient. My room was upgraded on a complementary basis. The room was well equipped, large, had a great view of the city and was clean and comfortable. The fitness center was was exceptionally equipped and spacious.The ...
Reviewed on Dec 28, 2025
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$426 nightly
The price is $500 total per night from Jan 25 to Jan 26
$500 total
Jan 25 - Jan 26, 2026
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! (1,003 reviews)
Best hotel in Chicago. We’ve been to around 25.
Reviewed on Dec 28, 2025
The Peninsula Chicago
108 East Superior Street Chicago IL
$475 nightly
The price is $558 total per night from Jan 4 to Jan 5
$558 total
Jan 4 - Jan 5, 2026
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 ...
9.6/10 Exceptional! (1,017 reviews)
Emil was a fabulous server at the Lobby Restaurant. I think that’s his name. Tall guy. Becca at front desk also fantastic. The lady who checked us in not so good.
Reviewed on Dec 29, 2025
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$211 nightly
The price is $248 total per night from Jan 9 to Jan 10
$248 total
Jan 9 - Jan 10, 2026
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. ...
9.4/10 Exceptional! (1,000 reviews)
We rooms are always lovely and we had breakfast both mornings at your hotel. Meridith waited on us both days and she was excellent. Personable and welcoming.
Reviewed on Dec 24, 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
$109 nightly
The price is $128 total per night from Jan 11 to Jan 12
$128 total
Jan 11 - Jan 12, 2026
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! (2,777 reviews)
Great location and service
Reviewed on Dec 30, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$168 nightly
The price is $192 total per night from Jan 6 to Jan 7
$192 total
Jan 6 - Jan 7, 2026
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 ...
8.4/10 Very Good! (2,195 reviews)
Staff was great. Christmas decor was amazing.
Reviewed on Dec 29, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$89 nightly
The price is $105 total per night from Jan 6 to Jan 7
$105 total
Jan 6 - Jan 7, 2026
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 ...
8.4/10 Very Good! (5,446 reviews)
Super clean, great breakfast options. You can walk to just about anything from here, would stay again
Reviewed on Dec 25, 2025
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$169 nightly
The price is $198 total per night from Jan 20 to Jan 21
$198 total
Jan 20 - Jan 21, 2026
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 ...
9.2/10 Wonderful! (3,396 reviews)
Great hotel on the riverwalk with great amenities.
Reviewed on Dec 26, 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.
Need a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$4
$38 total
found 1 day ago
Midsize SUV
Schiller Park, Illinois, USA
$7
$44 total
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$8
$46 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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