Cheap flights from MWA to MDW (Veterans Airport of Southern Illinois 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

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
The price is $198 total per night from Aug 16 to Aug 17
$198 total
per night
Aug 16 - Aug 17
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! (1,146 reviews)
"Room wasn’t ready at check in. Had to wait until 5:30 to get my room. Parking is limited and had to park in a public parking garage for $37 per day next to the hotel. Parking garage was closed when I checked out at noon. Had to call a phone number for an attendant to let me in the garage to get my ..."

Reviewed on Jul 24, 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
The price is $281 total per night from Aug 10 to Aug 11
$281 total
per night
Aug 10 - Aug 11
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 ...
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
The price is $209 total per night from Aug 20 to Aug 21
$209 total
per night
Aug 20 - Aug 21
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! (1,095 reviews)
"Older hotel. Walls very thin. Could hear neighbors. Close to a highway exit so heard very loud semi horns throughout. Room was clean, staff was friendly but definitely not worth price I paid."

Reviewed on Jul 24, 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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$181 nightly
The price is $215 total per night from Aug 9 to Aug 10
$215 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,839 reviews)
"The bar staff and manager were the absolute BEST!!! Thank you so much for trying so hard to find the random items I wanted for cocktails!!! Everything we had was very well done and made with utmost care! Absolutely A+++!!!"

Reviewed on Jul 25, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$199 nightly
The price is $227 total per night from Aug 6 to Aug 7
$227 total
Aug 6 - Aug 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,897 reviews)
"Fabulous breakfast clean room great service"

Reviewed on Jul 25, 2026

Hyatt Regency O'Hare Chicago
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
$149 nightly
The price is $177 total per night from Aug 9 to Aug 10
$177 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,937 reviews)
"The booking info is incorrect"

Reviewed on Jul 25, 2026

The Wade
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 Aug 10 to Aug 11
$73 total
Aug 10 - Aug 11
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 ...
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
$100 nightly
The price is $110 total per night from Aug 24 to Aug 25
$110 total
Aug 24 - Aug 25
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! (1,620 reviews)
"The staff was friendly. The room was spacious and comfortable. The breakfast was great. The pool area was a little dirty. Our room was in need of some repair (leak in ceiling above the shower, smoke detector had a clear wrapping around it, sign on the back of the door falling off)."

Reviewed on Jul 25, 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
$93 nightly
The price is $107 total per night from Aug 24 to Aug 25
$107 total
Aug 24 - Aug 25
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 ...
7.8/10 Good! (3,099 reviews)
"Good breakfast the air conditioner did not work in our room and the lady at the front moved us to another room right away"

Reviewed on Jul 25, 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
The price is $171 total per night from Aug 10 to Aug 11
$171 total
per night
Aug 10 - Aug 11
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! (3,217 reviews)
"This is the dirtiest hotel I ever stayed in my years of travel. I experienced all of the below points for just 1 night stay at the hotel. - stain on the bed sheet - a used towel hanging behind the washroom door - a pair of socks found on the floor, beside the bed (unbelievable!) - an obvious human ..."

Reviewed on Jul 24, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
The price is $174 total per night from Aug 16 to Aug 17
$174 total
per night
Aug 16 - Aug 17
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! (2,707 reviews)
"This is a charming, positive-energy, no-frills hotel. The staff is genuine, helpful, and kind. The location is convenient. While the property doesn't have all the bells and whistles of some of its competitors, it offers rooms with enough space to 'feel like home,' close proximity to restaurants at ..."

Reviewed on Jul 25, 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
The price is $73 total per night from Aug 10 to Aug 11
$73 total
per night
Aug 10 - Aug 11
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 ...
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
$194 nightly
The price is $230 total per night from Aug 10 to Aug 11
$230 total
Aug 10 - Aug 11
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! (2,948 reviews)
"The hotel was in a good location & walking distance to what we wanted to be. The breakfast was good. That would be nice if the pool was a bit clean lots of hair. The pool was really warm for me was perfect temperature but to my husband was too hot for him. July2026Canada"

Reviewed on Jul 24, 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
$249 nightly
The price is $297 total per night from Aug 9 to Aug 10
$297 total
Aug 9 - Aug 10
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! (2,539 reviews)
"Beautiful hotel!"

Reviewed on Jul 24, 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
$171 nightly
The price is $203 total per night from Aug 9 to Aug 10
$203 total
Aug 9 - Aug 10
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 ...
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.

MWA to MDW Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

What airlines have the most flights from Veterans Airport of Southern Illinois to Chicago Airport?
For now, no airlines offer direct flights from MWA to MDW. Don't panic though! There are lots of single or multi-stop flights available.

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