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 $56 and $28 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$56 Roundtrip, found 7 hours ago
$56
Roundtrip
found 7 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | May 2 to May 5 | $56 |
| ATL | Chicago | April 28 to April 29 | $56 |
| EWR | Chicago | April 9 to April 14 | $66 |
| ATL | Chicago | May 9 to May 16 | $66 |
| DFW | Chicago | May 7 to May 13 | $78 |
| LAX | Chicago | April 22 to April 28 | $123 |
| EWR | Rockford | May 23 to May 26 | $139 |
| DFW | Rockford | April 21 to April 29 | $176 |
| ATL | Rockford | May 7 to May 9 | $179 |
| LAX | Rockford | April 24 to April 25 | $237 |
| CAN | Chicago | May 22 to October 18 | $834 |
| PEK | Chicago | May 23 to September 12 | $935 |
| PVG | Chicago | March 23 to April 8 | $998 |
| CTU | Chicago | April 2 to April 9 | $1,502 |
| PEK | Chicago | April 1 to April 2 | $3,345 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | March 15 to March 19 | $128 |
| EWR | Chicago | March 15 to March 17 | $146 |
| ATL | Chicago | March 14 to March 18 | $242 |
| ATL | Chicago | March 13 to March 16 | $252 |
| DFW | Chicago | March 14 to March 18 | $259 |
| LGA | Rockford | March 14 to March 18 | $300 |
| DFW | Rockford | March 14 to March 17 | $316 |
| LAX | Chicago | March 14 to March 17 | $347 |
| ATL | Rockford | March 15 to March 17 | $400 |
| LAX | Rockford | March 13 to March 17 | $413 |
| LAX | Chicago | March 14 to March 20 | $495 |
| PVG | Chicago | March 13 to September 14 | $1,010 |
| CAN | Chicago | March 13 to March 19 | $1,197 |
| PEK | Chicago | March 14 to March 22 | $1,239 |
| HKG | Chicago | March 14 to March 18 | $1,346 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $56 |
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 $107 total per night from Mar 9 to Mar 10
$107 total
Mar 9 - Mar 10
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! (2,792 reviews)
Room was overall clean, but no fitted sheets and had actual dirt and stones under the sheets of our bed! Windows are filthy and nothing worked as it should. Lights were out, A/C and Heat were useless and had to open the window to make it less stuffy. One staff member was helpful but the night manager ...
Reviewed on Mar 6, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$95 nightly
The price is $112 total per night from Mar 10 to Mar 11
$112 total
Mar 10 - Mar 11
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! (2,522 reviews)
Room was not heated, no support from staff and I need better customer service! Amenities was limited!!!
Reviewed on Feb 27, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$50 nightly
The price is $56 total per night from Mar 25 to Mar 26
$56 total
Mar 25 - Mar 26
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! (1,860 reviews)
Beds needs to be upgraded they are caving in. .
Reviewed on Mar 6, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
$92 nightly
The price is $108 total per night from Mar 9 to Mar 10
$108 total
Mar 9 - Mar 10
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! (1,072 reviews)
This was our second time staying in only a couple weeks. Staff was amazing, Rooms were clean. Parking was perfect. We were in town for concerts. It was a perfect middle ground. Easy to grab an uber. Would highly recommend and we will be staying again next time we are in town.
Reviewed on Mar 6, 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
$77 nightly
The price is $86 total per night from Mar 8 to Mar 9
$86 total
Mar 8 - Mar 9
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 ...
7.8/10 Good! (1,630 reviews)
We weren't expecting much booking an airport hotel but this was an excellent room! Quiet, clean and a comfy bed! Airport shuttle in the morning was ready and waiting for us to depart. Highly recommend!!!
Reviewed on Mar 7, 2026
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 Mar 8 to Mar 9
$101 total
Mar 8 - Mar 9
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! (1,283 reviews)
to much cloriine
Reviewed on Mar 6, 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 Mar 29 to Mar 30
$114 total
Mar 29 - Mar 30
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! (2,238 reviews)
Right next to the interstate and O'Hare and we couldn't hear either in the room, slept really good :)
Reviewed on Mar 6, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$107 nightly
The price is $126 total per night from Mar 15 to Mar 16
$126 total
Mar 15 - Mar 16
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 ...
8/10 Very Good! (1,006 reviews)
Air worked ok
Reviewed on Mar 3, 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 15 to Mar 16
$436 total
Mar 15 - Mar 16
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! (1,844 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.
Reviewed on Mar 3, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$435 nightly
The price is $511 total per night from Apr 5 to Apr 6
$511 total
Apr 5 - Apr 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! (1,004 reviews)
Did not use spa. Lots of restaurants, shops and experiences in the area.
Reviewed on Mar 6, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$525 nightly
The price is $616 total per night from Mar 8 to Mar 9
$616 total
Mar 8 - Mar 9
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! (1,004 reviews)
Great location (very walkable), well equipped gym, very good restaurant
Reviewed on Mar 5, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$228 nightly
The price is $268 total per night from Apr 3 to Apr 4
$268 total
Apr 3 - Apr 4
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
$154 nightly
The price is $181 total per night from Apr 6 to Apr 7
$181 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! (2,818 reviews)
The hotel room was very clean, and was offered an upgrade once there. Was a great place to stay, with many attractions within minutes of walking. The complimentary breakfast was amazing, also received complimentary gift cards to use towards dinner or the hotel bar. Will definitely stay again !
Reviewed on Mar 6, 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! (2,318 reviews)
All good
Reviewed on Mar 6, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$122 nightly
The price is $144 total per night from Mar 19 to Mar 20
$144 total
Mar 19 - Mar 20
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! (5,721 reviews)
It was awesome
Reviewed on Mar 6, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$183 nightly
The price is $215 total per night from Apr 5 to Apr 6
$215 total
Apr 5 - Apr 6
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! (3,472 reviews)
More options for breakfast would be nice
Reviewed on Mar 6, 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 - first class flights
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Need a Car For After Your Flight?
Special
Schiller Park, Illinois, USA
$5
$41 total
found 1 day ago
Midsize
Schiller Park, Illinois, USA
$9
$49 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$9
$49 total
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$11
$56 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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