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
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$56 Roundtrip, found 2 days ago
$56
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | April 14 to April 15 | $56 |
| ATL | Chicago | April 28 to April 29 | $56 |
| EWR | Chicago | April 8 to April 14 | $59 |
| ATL | Chicago | April 28 to April 28 | $62 |
| DFW | Chicago | May 4 to May 7 | $80 |
| DFW | Chicago | April 20 to April 29 | $89 |
| 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 29 to May 2 | $224 |
| CAN | Chicago | May 28 to October 2 | $833 |
| PEK | Chicago | May 23 to September 12 | $935 |
| PVG | Chicago | April 15 to May 6 | $1,003 |
| XIY | Chicago | March 23 to March 30 | $1,447 |
| CTU | Chicago | April 2 to April 9 | $1,502 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | Chicago | March 15 to April 14 | $124 |
| ATL | Chicago | March 14 to March 17 | $163 |
| ATL | Chicago | March 14 to March 18 | $171 |
| EWR | Chicago | March 15 to March 19 | $218 |
| DFW | Chicago | March 15 to March 19 | $235 |
| DFW | Chicago | March 15 to March 18 | $242 |
| LGA | Rockford | March 14 to March 18 | $300 |
| LAX | Chicago | March 13 to April 25 | $355 |
| ATL | Rockford | March 14 to March 17 | $391 |
| DFW | Rockford | March 15 to March 18 | $417 |
| LAX | Chicago | March 14 to March 17 | $419 |
| LAX | Rockford | March 14 to March 20 | $474 |
| CAN | Chicago | March 13 to March 19 | $1,197 |
| HKG | Chicago | March 14 to March 18 | $1,346 |
| PVG | Chicago | March 15 to March 19 | $1,438 |
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
$81 nightly
The price is $96 total per night from Mar 24 to Mar 25
$96 total
Mar 24 - Mar 25
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! (2,798 reviews)
I am so grateful for Dana and I believe Mathew the supervisor. They definitely made the stay worth my wild with their genuine courtesy and professionalism. The location is literally one of the best neutral spots to everything. Will for sure be coming again!
Reviewed on Mar 9, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$95 nightly
The price is $112 total per night from Mar 11 to Mar 12
$112 total
Mar 11 - Mar 12
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! (2,528 reviews)
The staff were very friendly and attentive. Perfect location to go to and from the busy part of downtown Chicago. It was nice going back to quiet after the bustle :)
Reviewed on Mar 10, 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 Apr 2 to Apr 3
$56 total
Apr 2 - Apr 3
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! (1,866 reviews)
A-1 Motel 6...Excellent stay
Reviewed on Mar 8, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
$84 nightly
The price is $99 total per night from Mar 11 to Mar 12
$99 total
Mar 11 - Mar 12
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! (1,076 reviews)
👍
Reviewed on Mar 9, 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 22 to Mar 23
$86 total
Mar 22 - Mar 23
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! (1,633 reviews)
Place was terrible
Reviewed on Mar 9, 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 11 to Mar 12
$101 total
Mar 11 - Mar 12
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! (1,288 reviews)
I stayed there for 1 night. Friday night to Saturday morning. Staff was nice, informative, and polite. The pool it nice but not heated. It wasn't swimming vibe. The hot tub was nice and hot. The breakfast was good. Egg sausage waffles a nice warm cup of coffee. Great selection on coffees, juice, ...
Reviewed on Mar 8, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$107 nightly
The price is $123 total per night from Mar 29 to Mar 30
$123 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! (2,249 reviews)
Very clean, great staff. Just loud traffic that kept me awake most of the night
Reviewed on Mar 10, 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 30 to Mar 31
$115 total
Mar 30 - Mar 31
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! (1,008 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 16 to Mar 17
$436 total
Mar 16 - Mar 17
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! (1,852 reviews)
One of the best hotels I've ever stayed at
Reviewed on Mar 10, 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! (1,006 reviews)
Yes it is in middle of downtown. Spa staff is very attentive. Sauna is clean comfortable, good temperature.
Reviewed on Mar 9, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$525 nightly
The price is $616 total per night from Mar 15 to Mar 16
$616 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 2 restaurants. Our guests praise the helpful staff and the property condition ...
9.8/10 Exceptional! (1,009 reviews)
amazing service level
Reviewed on Mar 8, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$220 nightly
The price is $258 total per night from Apr 3 to Apr 4
$258 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
$152 nightly
The price is $179 total per night from Apr 6 to Apr 7
$179 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! (2,827 reviews)
Good
Reviewed on Mar 10, 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! (2,330 reviews)
Gorgeous lobby but packed with people and very loud. Room was extremely spacious but needed a fresh coat of paint. Bathrooms were small. Water pressure was low and bath towels were poor quality.
Reviewed on Mar 9, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$122 nightly
The price is $143 total per night from Mar 22 to Mar 23
$143 total
Mar 22 - Mar 23
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! (5,746 reviews)
Love the complimentary drinks !
Reviewed on Mar 10, 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! (3,485 reviews)
Nice place
Reviewed on Mar 9, 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
$17
$70 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$19
$74 total
found 1 day ago
Compact SUV
Schiller Park, Illinois, USA
$22
$83 total
found 1 day ago
Economy
Franklin Park, Illinois, USA
$28
$57 total
found 23 hours 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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