Cheap flights To Rush Street (CHI) from $54

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Cheap Flights to Rush Street from $54 One Way, $100 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 6 - Tue, Oct 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 3 days ago
$100
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Oct 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Oct 6, priced at $100 found 3 days ago
Wed, Oct 7 - Tue, Oct 13
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Oct 13, priced at $102 found 6 days ago
Wed, Nov 4 - Tue, Nov 10
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$121 Roundtrip, found 6 days ago
$121
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Dallas-Fort Worth Intl. to Midway Intl., returning Tue, Nov 10, priced at $121 found 6 days ago
Thu, Feb 11 - Wed, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$136 Roundtrip, found 1 hour ago
$136
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Feb 11 from Los Angeles Intl. to O'Hare Intl., returning Wed, Feb 17, priced at $136 found 1 hour ago
Tue, Jan 12 - Thu, Jan 14
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$156 Roundtrip, found 3 days ago
$156
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jan 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Jan 14, priced at $156 found 3 days ago
Sun, Dec 6 - Thu, Dec 10
BOS
Logan Intl.
MDW
Midway Intl.
$180 Roundtrip, found 4 days ago
$180
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Dec 6 from Logan Intl. to Midway Intl., returning Thu, Dec 10, priced at $180 found 4 days ago
Wed, Oct 28 - Wed, Nov 4
BOS
Logan Intl.
ORD
O'Hare Intl.
$189 Roundtrip, just found
$189
Roundtrip
just found
Select United flight, departing Wed, Oct 28 from Logan Intl. to O'Hare Intl., returning Wed, Nov 4, priced at $189 just found
Wed, Oct 28 - Wed, Nov 4
BOS
Logan Intl.
ORD
O'Hare Intl.
$189 Roundtrip, just found
$189
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Oct 28 from Logan Intl. to O'Hare Intl., returning Wed, Nov 4, priced at $189 just found
Wed, Oct 28 - Wed, Nov 4
BOS
Logan Intl.
ORD
O'Hare Intl.
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Delta flight, departing Wed, Oct 28 from Logan Intl. to O'Hare Intl., returning Wed, Nov 4, priced at $189 just found
Thu, Nov 5 - Mon, Nov 9
BOS
Logan Intl.
MDW
Midway Intl.
$189 Roundtrip, found 6 days ago
$189
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Nov 5 from Logan Intl. to Midway Intl., returning Mon, Nov 9, priced at $189 found 6 days ago

Rush Street Flight Information

Traveling To
Rush Street
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, JetBlue Airways, Southwest Airlines, United, Delta
Flight Price
$100
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Rush Street economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
3.0-star property

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Oct 29 - Nov 4

6 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $859, price is now $581 per person
$581
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Oct 22 - Oct 26

4 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,322, price is now $808 per person
$808
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

Oct 22 - Oct 26

4 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Coach
Save 100% on your flight
Price was $925, price is now $622 per person
$622
per person
found 1 day ago
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See all available trips from Newark Liberty Intl. Airport to Rush Street
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Rush Street premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (3,012 reviews)

Oct 22 - Oct 25

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Price was $980, price is now $735 per person
$735
per person
found 1 hour ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,174 reviews)

Oct 22 - Oct 25

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Price was $1,626, price is now $1,169 per person
$1,169
per person
found 1 hour ago

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,512 reviews)

Oct 22 - Oct 25

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Price was $1,151, price is now $856 per person
$856
per person
found 1 hour ago
Good location, close to everything

Reviewed on Sep 21, 2026

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See all available trips from New York to Rush Street
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Rush Street first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
3.5-star property

The Whitehall Hotel, BW Premier Collection

8.4/10 Very Good! (3,932 reviews)

Nov 13 - Nov 16

3 night stay

Houston (IAH) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $840, price is now $752 per person
$752
per person
found 1 day ago
Overall, I had a great stay. The staff were very helpful, and the hotel was clean and well-maintained. There were a couple of minor issues, including a bedroom light that wouldn’t turn on and a shower handle that was difficult to operate and felt like it could twist off. The garage parking was convenient and easy to navigate, although a bit pricey. The location was definitely a highlight, it’s in a beautiful area right in the heart of the city, which made exploring and getting around very easy and enjoyable. Overall, I would definitely stay here again.

Reviewed on Sep 22, 2026

Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.8/10 Excellent! (2,334 reviews)

Oct 22 - Oct 25

3 night stay

Houston (IAH) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,380, price is now $1,140 per person
$1,140
per person
found 9 hours ago
Very nice property in a great location. Clean room, nice amenities, friendly staff.

Reviewed on Sep 21, 2026

River Hotel
4.0-star property

River Hotel

8.8/10 Excellent! (5,415 reviews)

Oct 22 - Oct 25

3 night stay

Houston (IAH) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,221, price is now $1,031 per person
$1,031
per person
found 9 hours ago
Property is centrally located and staff is over the top accommodating! We’ve stayed two times already. This is our go to hotel in the loop

Reviewed on Sep 21, 2026

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See all available trips from Houston to Rush Street
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Rush Street

Finding cheap flights to Rush Street is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Rush Street flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Rush Street through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Rush Street—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Rush Street flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Rush Street with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

How much is a flight to Rush Street?
Round-trip flights to Rush Street this week ranged between $100 and $189. If you were flying one-way from Atlanta (ATL), you could have bagged tickets from just $54.
How to book the cheapest flight to Rush Street?
Using Orbitz, you'll find some of the most amazing flight deals around from a big range of airlines. But if you're eager to boost your chances of snapping up cheap flights to Rush Street, here are some suggestions to keep in mind:

  • Taking off from or arriving at other airports can be more cost-effective. Type in your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below to see what your options are.
  • If your travel plans aren't set in concrete, click on the 'Show flexible dates' option to browse flight deals for a range of departure dates. Go with any suitable cheaper fare you find.
  • To fine tune your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also choose the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Reserve your seat as soon as you've figured out your travel dates. While it does happen occasionally, flights rarely get cheaper as your departure date approaches.
  • Save even more on your adventure by bundling your hotel, flights and car rentals into a package deal. Your travel budget will thank you for it.
  • Don't travel during the busy season if possible. By steering clear of summer and school vacations, you can make superb savings on your airfares.

How long is a flight to Rush Street?
Flight lengths depend on where you're departing from, whether that's the East Coast, the West Coast or anywhere else. Below are three of the top routes to Rush Street and average flight times:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Rush Street?
On average, the cheapest month to book your airfare is in January. This is followed by February and August. When seeking a cheap flight to Rush Street, make sure you're ready to book. Cheap deals pop up in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Rush Street?
Get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to land cheap seats to Rush Street.
What is the cheapest day of the week to fly to Rush Street?
According to Orbitz data from 2020, you ought to hop on a plane on a Monday to get cheap flights to Rush Street. Next most inexpensive day? Tuesday. Saturday costs the most. So, consider departing early in the week if you'd like to book a wallet-friendly fare and stretch your travel budget.
What is the cheapest month to fly to Rush Street?
If you have some flexibility with your travel plans, consider departing in August. Orbitz data shows that this is generally the best month to travel if you're looking for cheap flights to Rush Street. As you might expect, airfares increase in June and flights sell out fast.
Which airlines allow free cancellation?
If you're concerned your travel plans could change, Orbitz will help you lock in a flexible fare. All you have to do is select "Filter by flexible change policies" when searching for your flights. We'll show you all the airlines that include free cancellation within 24 hours and no change fees — in addition to our awesome low prices.
What do I need for the flight to Rush Street?
The trick to a smooth and comfortable flight is being well prepared. Listed below are a few tips that'll help get you ready for your trip:

  • Your travel documents are the most important items you'll need to have with you on your flight. To avoid any hassles at check-in time, make sure that the name on your ticket corresponds with your government-issued photo ID.
  • To keep you amused on the short hop to Rush Street, download some new tracks or stock up the audiobook library on your tablet. Food can also be a nice distraction while in the air, so maybe even bring some snacks.
  • Even if you're traveling when it's 100 degrees outside, carry a sweater on board with you. Cabins can get downright chilly.

How many direct flights are there to Rush Street?
Your next exciting adventure is one easy plane trip away, with 2,332 direct flights to Rush Street every month. Search for your ideal flight with Orbitz and pick up a fantastic deal with United Airlines, American Airlines or Delta Air Lines. Other sought-after carriers that offer nonstop services include Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Rush Street?
Experienced travelers have a way of finding first or business-class flights to Rush Street without the sky-high price tag. Take a leaf out of their book with these helpful hints:

  • Being flexible isn't just a yoga thing. Leave some room to move around your travel dates so you can snap up more affordable airfares when a big sale drops.
  • Low-cost airlines offer first or business-class seats at a fraction of the usual price. Skip the full-service carriers and fly with one these cheaper options.
  • Make the most of your airline's rewards program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to Rush Street?
Travelers come from near and far to go to Rush Street in January, February and May. So if you'd love to explore this amazing destination in the busy season, this is the best time to go. As with most places in the Northern Hemisphere, summer commences June 20 in Rush Street, with average daily temperatures fluctuating between 65 ºF and 75 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.