Cheap Flights to Chicago from $28
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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 $28 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$58 Roundtrip, found 2 hours ago
$58
Roundtrip
found 2 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | May 12 to May 13 | $70 |
| ATL | Chicago | May 12 to May 13 | $88 |
| EWR | Chicago | June 29 to July 3 | $109 |
| LGA | Chicago | May 20 to May 27 | $131 |
| LAX | Chicago | June 3 to June 10 | $155 |
| EWR | Rockford | May 28 to May 30 | $158 |
| ATL | Rockford | June 9 to June 10 | $201 |
| LAX | Rockford | May 23 to May 27 | $225 |
| CAN | Chicago | May 9 to July 19 | $1,094 |
| PEK | Chicago | May 23 to November 13 | $1,189 |
| PVG | Chicago | May 20 to July 29 | $1,206 |
| PVG | Chicago | June 18 to August 7 | $1,252 |
| XIY | Chicago | May 21 to July 23 | $1,434 |
| CAN | Chicago | May 9 to July 19 | $1,725 |
| PEK | Chicago | June 23 to June 28 | $1,951 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | April 26 to May 13 | $171 |
| ATL | Chicago | April 25 to May 5 | $172 |
| EWR | Chicago | April 26 to May 1 | $203 |
| DFW | Chicago | April 25 to May 31 | $209 |
| DFW | Chicago | April 26 to May 6 | $223 |
| EWR | Chicago | April 26 to May 1 | $232 |
| DFW | Rockford | April 26 to April 28 | $330 |
| LAX | Chicago | April 25 to May 5 | $333 |
| EWR | Rockford | April 25 to April 26 | $401 |
| ATL | Rockford | April 26 to April 29 | $413 |
| LAX | Chicago | April 26 to April 29 | $415 |
| HKG | Chicago | April 26 to April 29 | $1,530 |
| PVG | Chicago | April 26 to May 30 | $1,979 |
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
$80 nightly
The price is $94 total per night from Apr 28 to Apr 29
$94 total
Apr 28 - Apr 29
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! (2,903 reviews)
Super dirty room and sheets, AC didn’t work either and didn’t clearly state it when booking.
Reviewed on Apr 23, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$101 nightly
The price is $119 total per night from Apr 26 to Apr 27
$119 total
Apr 26 - Apr 27
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! (2,565 reviews)
Old building, not be updated to modern style. Very simple with basic needs.
Reviewed on Apr 23, 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 27 to Apr 28
$73 total
Apr 27 - Apr 28
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! (1,925 reviews)
All around 5 stars! Thank you!
Reviewed on Apr 20, 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 Apr 26 to Apr 27
$120 total
Apr 26 - Apr 27
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! (1,110 reviews)
Parking was tight but overall felt safe leaving my car parked there. I believe it was around $32-40 for parking. The only thing I didn’t like is how we had to wait for the person working the front desk to get back. She ended up having a line of people waiting. Rooms were clean.
Reviewed on Apr 19, 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
$85 nightly
The price is $96 total per night from Apr 30 to May 1
$96 total
Apr 30 - May 1
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! (1,645 reviews)
Not bad for the price. Could use some updating in the hall carpet. Rooms were clean. Bathroom doors squeak. I would not of stayed here had I known the pool would be closed. I had my granddaughter an she was excited to use the pool only to find out as we were headed there in our swim suits it was ...
Reviewed on Apr 23, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$96 nightly
The price is $107 total per night from Apr 29 to Apr 30
$107 total
Apr 29 - Apr 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 ...
7.4/10 Good! (1,378 reviews)
Everything was excellent
Reviewed on Apr 21, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$126 nightly
The price is $145 total per night from Apr 26 to Apr 27
$145 total
Apr 26 - Apr 27
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! (2,259 reviews)
😊good, clean room , good breakfast
Reviewed on Apr 22, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$88 nightly
The price is $104 total per night from Apr 26 to Apr 27
$104 total
Apr 26 - Apr 27
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
$431 nightly
The price is $506 total per night from Apr 30 to May 1
$506 total
Apr 30 - May 1
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! (1,847 reviews)
Great staff, facilities, esp the fitness & spa
Reviewed on Apr 23, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$525 nightly
The price is $616 total per night from Apr 26 to Apr 27
$616 total
Apr 26 - Apr 27
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! (1,000 reviews)
Highly recommend, super nice rooms and very polite staff.
Reviewed on Apr 21, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$525 nightly
The price is $616 total per night from Apr 26 to Apr 27
$616 total
Apr 26 - Apr 27
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)
Very good
Reviewed on Apr 21, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$324 nightly
The price is $385 total per night from May 8 to May 9
$385 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! (1,000 reviews)
Fantastic from desk staff *Robert. Clean, upgraded room. The "rooftop" restaurant was fantastic as well. Close proximity to all of the wonderful shopping!
Reviewed on Apr 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
$183 nightly
The price is $218 total per night from May 10 to May 11
$218 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! (2,819 reviews)
Great job!
Reviewed on Apr 20, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$192 nightly
The price is $224 total per night from May 8 to May 9
$224 total
May 8 - May 9
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! (2,407 reviews)
We love the Palmer House! This is our “go to” hotel when we travel to Chicago. It is close to theaters, concert halls, Michigan Ave with museums, restaurants, parks, etc. The hotel lobby is incredible! A great place to relax, have a beverage, people watch, and enjoy. The room we recently stayed in ...
Reviewed on Apr 20, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$147 nightly
The price is $172 total per night from Apr 29 to Apr 30
$172 total
Apr 29 - Apr 30
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! (5,884 reviews)
Breakfast was great, rooms were spacious, staff was helpful, location was central. Great hotel for families visiting Chicago.
Reviewed on Apr 23, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$257 nightly
The price is $305 total per night from May 9 to May 10
$305 total
May 9 - May 10
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! (3,484 reviews)
Food and everything else was excellent
Reviewed on Apr 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?
Midsize
Schiller Park, Illinois, USA
$21
$80 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$22
$83 total
found 1 day ago
Special
Schiller Park, Illinois, USA
$23
$84 total
found 1 day ago
Economy
Schiller Park, Illinois, USA
$25
$95 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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