Cheap flights from CLT to MDW (Charlotte-Douglas Intl. to Midway Intl.)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights from CLT to MDW starting at $126 One Way, $247 Round Trip

Prices starting at $247 for return flights and $126 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$247 Roundtrip, found 3 hours ago
$247
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $247 found 3 hours ago
Tue, Aug 11 - Wed, Aug 12
CLT
Charlotte
MDW
Chicago
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Aug 11 from Charlotte to Chicago, returning Wed, Aug 12, priced at $253 found 1 day ago
Wed, Nov 11 - Fri, Nov 13
CLT
Charlotte
MDW
Chicago
$256 Roundtrip, found 4 days ago
$256
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Nov 11 from Charlotte to Chicago, returning Fri, Nov 13, priced at $256 found 4 days ago
Mon, Aug 17 - Thu, Aug 20
CLT
Charlotte
MDW
Chicago
$256 Roundtrip, found 4 days ago
$256
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 17 from Charlotte to Chicago, returning Thu, Aug 20, priced at $256 found 4 days ago
Sat, Sep 5 - Tue, Sep 15
CLT
Charlotte
MDW
Chicago
$257 Roundtrip, found 3 hours ago
$257
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Sep 5 from Charlotte to Chicago, returning Tue, Sep 15, priced at $257 found 3 hours ago

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western

2.5 out of 5
1622 W Jackson Blvd Chicago IL
$127 nightly
The price is $151 total per night from Jul 5 to Jul 6
$151 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,109 reviews)
"Great location to United center and probably best price for a hotel without being in an area you’ll be stabbed right away. Just 2 blocks away from the blue line for easy access back into the city. Only one elevator so gets really busy after a concert or event since most people staying there are at ..."

Reviewed on Jun 30, 2026

Hotel Chicago West Loop, SureStay Collection by Best Western
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
$234 nightly
The price is $278 total per night from Jul 2 to Jul 3
$278 total
Jul 2 - Jul 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,174 reviews)
"Very clean for a large hotel. The staff was very helpful when we interacted with them. It's in a nice neighborhood, It's surprisingly quiet for being in the city. We will be staying here again."

Reviewed on Jun 29, 2026

Hyatt Regency McCormick Place Chicago
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
$159 nightly
The price is $190 total per night from Jul 5 to Jul 6
$190 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,043 reviews)
"Overall lodging experience was pleasant."

Reviewed on Jun 30, 2026

Holiday Inn & Suites Chicago - Downtown by IHG
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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$149 nightly
The price is $177 total per night from Jul 2 to Jul 3
$177 total
Jul 2 - Jul 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,183 reviews)
"The place is very old and outdated. When entering it smells wet and dust from the start. The rooms are very wet and cold inside. Highly not recommended"

Reviewed on Jul 1, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
$181 nightly
The price is $215 total per night from Jul 5 to Jul 6
$215 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,823 reviews)
"Very clean, great location. Every staff member we encountered was just terrific"

Reviewed on Jun 30, 2026

Omni Chicago Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$240 nightly
The price is $282 total per night from Jul 4 to Jul 5
$282 total
Jul 4 - Jul 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,332 reviews)
"Staff were really helpful and sweet during check in. During checkout I was told there are no shuttles to take me to my terminal in quite a short and ubrupt manner. But to be honest the price is ridiculous for the outdated hotel. Seems like they think they can charge Hilton prices for what looks like ..."

Reviewed on Jun 30, 2026

Hilton Chicago O'Hare Airport
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from Jul 13 to Jul 14
$73 total
Jul 13 - Jul 14
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! (1,959 reviews)
"For anyone considering staying at this hotel, you should know that it is essentially a short-stay motel (just as its name suggests). It's intended for people who only need a room for a few hours, not for a comfortable overnight stay. Starting with the front desk staff, the customer service was disappointing. ..."

Reviewed on Jun 30, 2026

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
$112 nightly
The price is $123 total per night from Jul 5 to Jul 6
$123 total
Jul 5 - Jul 6
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! (1,553 reviews)
"Staff very helpful and friendly. Hotel very quiet. Hallway floors very slippery and moist throughout the entire stay. Hallways had a very weird smell. Overall very pleasant stay. Would stay again."

Reviewed on Jul 1, 2026

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$105 nightly
The price is $120 total per night from Jul 7 to Jul 8
$120 total
Jul 7 - Jul 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (3,045 reviews)
"We enjoyed our stay, and staff was so friendly. Definitely will stay again."

Reviewed on Jul 1, 2026

Comfort Suites Chicago O'Hare Airport
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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$139 nightly
The price is $165 total per night from Jul 5 to Jul 6
$165 total
Jul 5 - Jul 6
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! (3,143 reviews)
"the bathroom was adorable, the rooms were dusty and outdated. also had a stained bath towel and no garbage bags for the can. 3/10 recommend"

Reviewed on Jun 30, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$129 nightly
The price is $153 total per night from Jul 8 to Jul 9
$153 total
Jul 8 - Jul 9
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! (2,635 reviews)
"The room was older but very clean. TV didn’t work. Staff very very friendly and helpful. Would stay there again. Good price point."

Reviewed on Jun 30, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$65 nightly
The price is $73 total per night from Jul 13 to Jul 14
$73 total
Jul 13 - Jul 14
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! (1,959 reviews)
"For anyone considering staying at this hotel, you should know that it is essentially a short-stay motel (just as its name suggests). It's intended for people who only need a room for a few hours, not for a comfortable overnight stay. Starting with the front desk staff, the customer service was disappointing. ..."

Reviewed on Jun 30, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$180 nightly
The price is $214 total per night from Jul 7 to Jul 8
$214 total
Jul 7 - Jul 8
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! (2,883 reviews)
"Came back to a clean and tidy room every day. Breakfast was good too. Optimal spot in the city."

Reviewed on Jun 30, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$234 nightly
The price is $278 total per night from Jul 7 to Jul 8
$278 total
Jul 7 - Jul 8
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 lobby looks great and impressive."

Reviewed on Jun 30, 2026

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
$165 nightly
The price is $196 total per night from Jul 5 to Jul 6
$196 total
Jul 5 - Jul 6
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! (5,977 reviews)
"Room setup was nice for a big family"

Reviewed on Jul 1, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

CLT to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
CLT Address & GPS
Address:
5501 Josh Birmingham Parkway
Charlotte NC, 28204
United States
IATA Code:
CLT
Longitude:
-80.935833
Latitude:
35.219167
Time Zone:
America/New_York
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago

Frequently asked questions

Are there non-stop flights from Charlotte Airport to Chicago Airport?
Listen up. We're about to make your upcoming escape even more exciting. Southwest Airlines flies directly from Charlotte Airport to Chicago Airport, so you'll be starting your next awesome adventure in no time.
What is the shortest flight from Charlotte Airport to Chicago Airport?
Getting from Charlotte Airport to Midway Intl. Airport (MDW) will take a minimum of 4 hours and 48 minutes. Treat yourself to a wine and watch a show or two — this is your chance to just relax.
How many hours flight from Charlotte Airport to Midway Intl. Airport (MDW)?
Don't get too relaxed in your seat — the average flight time from Charlotte Airport to Midway Airport is only 4 hours and 52 minutes.
What airlines have the most flights from Charlotte Airport to Chicago Airport?
One of the leading airlines operating on the CLT to MDW route, Southwest Airlines is the start of your next great adventure. You can select from 49 flights every month with this carrier.

Map To Nearby Hotels

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.

More to Explore