Cheap Flights to Chicago from $42
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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 $80 and $42 for one-way flights to Chicago for the period specified. Prices and availability are subject to change. Additional terms apply
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$80 Roundtrip, found 5 hours ago
$80
Roundtrip
found 5 hours ago
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | August 6 to August 10 | $101 |
| LAX | Chicago | August 12 to August 18 | $113 |
| JFK | Chicago | August 19 to August 19 | $133 |
| LGA | Chicago | August 11 to August 22 | $135 |
| LGA | Rockford | September 26 to September 30 | $170 |
| ATL | Rockford | September 8 to September 9 | $196 |
| LAX | Rockford | August 22 to August 26 | $277 |
| DFW | Rockford | September 19 to September 23 | $290 |
| CAN | Chicago | September 10 to September 16 | $926 |
| PEK | Chicago | September 27 to March 12 | $1,086 |
| PVG | Chicago | September 10 to September 16 | $1,173 |
| PVG | Chicago | September 7 to March 3 | $1,196 |
| XIY | Chicago | September 21 to October 18 | $1,342 |
| CTU | Chicago | August 9 to August 30 | $1,766 |
| PEK | Chicago | July 30 to August 1 | $2,484 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Chicago | July 10 to August 10 | $198 |
| DFW | Chicago | July 10 to August 24 | $200 |
| DFW | Chicago | July 12 to August 24 | $220 |
| ATL | Chicago | July 10 to July 11 | $245 |
| EWR | Chicago | July 12 to July 15 | $267 |
| EWR | Chicago | July 10 to July 13 | $292 |
| LAX | Chicago | July 11 to July 15 | $305 |
| JFK | Rockford | July 11 to July 14 | $332 |
| ATL | Rockford | July 11 to July 12 | $396 |
| LAX | Chicago | July 12 to July 19 | $421 |
| LAX | Rockford | July 11 to July 15 | $443 |
| DFW | Rockford | July 10 to July 12 | $703 |
| PVG | Chicago | July 10 to July 29 | $1,310 |
| PEK | Chicago | July 11 to July 15 | $1,581 |
| XIY | Chicago | July 10 to July 13 | $1,979 |
Chicago Flight Information
Traveling to | Chicago |
|---|---|
Lowest Price | $80 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Southwest Airlines, American 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
$160 nightly
The price is $190 total per night from Jul 28 to Jul 29
$190 total
Jul 28 - Jul 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. ...
7.8/10 Good! (3,160 reviews)
"We had to switch rooms because the ceiling vent in the bathroom was taped to the ceiling and fell while we were out of our room. There was hair clogged in the drain. Our TV did not work and there was hair in the sink. Our door also did not properly close. Overall not a great experience. Then our ..."
Reviewed on Jul 6, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$144 nightly
The price is $171 total per night from Jul 9 to Jul 10
$171 total
Jul 9 - Jul 10
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 ...
7.6/10 Good! (2,675 reviews)
"very convenient location and professional staff. rooms were comfortable"
Reviewed on Jul 7, 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 Jul 20 to Jul 21
$73 total
Jul 20 - Jul 21
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! (1,973 reviews)
"Everything was Satisfactory"
Reviewed on Jul 6, 2026
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Ohio House Motel
600 N La Salle Drive Chicago IL
$176 nightly
The price is $206 total per night from Jul 12 to Jul 13
$206 total
Jul 12 - Jul 13
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! (1,131 reviews)
"Let me do am early check-in and was very clean, went above and beyond as far as cleanliness and I felt very comfortable and safe. Ohio House exceeded my expectations!"
Reviewed on Jul 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
$93 nightly
The price is $105 total per night from Jul 12 to Jul 13
$105 total
Jul 12 - Jul 13
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! (1,771 reviews)
"Our room and property was not very clean, had a strong smoke smell, our shower had stains, overall and ok stay."
Reviewed on Jul 7, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$121 nightly
The price is $134 total per night from Jul 12 to Jul 13
$134 total
Jul 12 - Jul 13
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 ...
7.6/10 Good! (1,567 reviews)
"The hotel was clean and met my needs."
Reviewed on Jul 6, 2026
Hampton Inn Chicago-O'Hare International Airport
3939 N Mannheim Rd Schiller Park IL
$144 nightly
The price is $166 total per night from Jul 13 to Jul 14
$166 total
Jul 13 - Jul 14
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! (2,352 reviews)
"Quick stay for my family before we went to our trip . Very convenient location"
Reviewed on Jul 7, 2026
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Holiday Inn Chicago O'Hare Area by IHG
5615 North Cumberland Avenue Chicago IL
$134 nightly
The price is $157 total per night from Aug 6 to Aug 7
$157 total
Aug 6 - Aug 7
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 ...
8.4/10 Very Good! (1,003 reviews)
"Loved it so much I extended a few days"
Reviewed on Jul 2, 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
$469 nightly
The price is $557 total per night from Jul 19 to Jul 20
$557 total
Jul 19 - Jul 20
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! (1,927 reviews)
"Big five star"
Reviewed on Jul 7, 2026
The Langham, Chicago
330 North Wabash Avenue Chicago IL
$518 nightly
The price is $616 total per night from Jul 26 to Jul 27
$616 total
Jul 26 - Jul 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! (1,005 reviews)
"Lux accommodations, great spa!"
Reviewed on Jul 7, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
$625 nightly
The price is $743 total per night from Jul 12 to Jul 13
$743 total
Jul 12 - Jul 13
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! (1,003 reviews)
"The most helpful staff. The most comfortable bed. The most luxurious bathroom. The Peninsula is unrivaled amongst the five-star hotels. Cannot wait to return yet again!"
Reviewed on Jul 5, 2026
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
521 North Rush Street Chicago IL
$384 nightly
The price is $457 total per night from Jul 9 to Jul 10
$457 total
Jul 9 - Jul 10
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)
"Hotel was great! However, you tricked me and send me back to a wrong airport. That’s costing me money and time. I won’t use your app anymore. I can’t trust you."
Reviewed on Jul 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.
Family Friendly Hotels in Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
511 North Columbus Drive Chicago IL
$253 nightly
The price is $300 total per night from Jul 19 to Jul 20
$300 total
Jul 19 - Jul 20
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! (2,902 reviews)
"."
Reviewed on Jul 8, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$258 nightly
The price is $307 total per night from Aug 6 to Aug 7
$307 total
Aug 6 - Aug 7
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! (2,508 reviews)
"The rooms were clean. And they helped when we need directions but I do beleive that little bit more directions and how to get around Chicago would have been nice"
Reviewed on Jul 6, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$192 nightly
The price is $229 total per night from Jul 19 to Jul 20
$229 total
Jul 19 - Jul 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! (6,011 reviews)
"Paid for two rooms and two nights in April for our stay in June-July for family. Our rooms were on two different floors and definitely not together. This was disappointing"
Reviewed on Jul 7, 2026
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Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
$304 nightly
The price is $361 total per night from Jul 9 to Jul 10
$361 total
Jul 9 - Jul 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! (3,459 reviews)
"Great location near parks and restaurants"
Reviewed on Jul 7, 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
Chicago, Illinois, USA
$37
$136 total
found 1 day ago
Compact
Chicago, Illinois, USA
$39
$142 total
found 1 day ago
Midsize
Schiller Park, Illinois, USA
$46
$142 total
found 1 day ago
Standard
Schiller Park, Illinois, USA
$47
$144 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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